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Modern luxury combined with incomparable boating, perfect pool home getaway! Apartments, Marathon1 / 10
Modern luxury combined with incomparable boating, perfect pool home getaway! Apartments
Marathon, Marathon, Florida, 33050
🌞 From seashore 2 min
Welcome to Mockingbird Cove located at 137 Mockingbird Lane in the exclusive Sombrero Beach... neighborhood! Modern, expansive home built in 2022, offering incomparable boating! Quick walk or ride from Sombrero Beach. Each of the 5 bedrooms features its own ensuite bathroom, offering ultimate privacy and comfort. Includes a private heated/chilled pool, 2 paddleboards, 4 bicycles, and all toiletries/paper products provided. Spacious, pet-friendly, and perfect for families or groups.
Luxury 5-Bedroom Vacation Rental in Marathon, FL
Private Pool, Dock, Ocean Access – Steps from Sombrero Beach
Looking for a luxury vacation rental in Marathon, Florida? This stunning 5-bedroom, 5-bathroom waterfront home is the perfect destination for families, boaters, and beachgoers. Located just minutes from the iconic Sombrero Beach, this high-end rental features a private heated pool, premium dockage, and quick boating access to the Atlantic and Gulf of Mexico.
Property Features
5 spacious bedrooms, each with a private en-suite bathrooms (one Jack and Jill style)
Accommodates up to 12 guests comfortably
Designer furnishings with a coastal luxury aesthetic
Fully equipped chef’s kitchen with stainless steel appliances and quartz countertops
Open-concept layout with waterfront views from living and dining areas
Smart TVs, high-speed WiFi, central A/C
Outdoor Living at Its Best
Private resort-style pool with built-in sun shelf
80 ft. deep-water dock – ideal for boats, yachts, or charters
Quick ocean access through Boot Key Harbor (no fixed bridges)
Fish cleaning station, bait freezer, and ice machine on-site
Covered patio with outdoor dining area and gas grill
Lounge chairs and tropical landscaping for total relaxation
Perfect for Boaters & Anglers
Exceptional dockage with wide canal access
Minutes from top fishing spots, snorkeling reefs, and dive sites
Ample parking for boat trailers and gear
Prime Location Near Sombrero Beach
Just 5 minutes to Sombrero Beach – one of the best beaches in the Florida Keys
Close to restaurants, grocery stores, shops, and attractions in Marathon, FL
Easy day trips to Key West, Islamorada, and Key Largo
Additional Amenities
Washer/dryer
Pool Table
Private driveway with ample parking
Book Your Marathon, FL Vacation Today
This luxury vacation rental near Sombrero Beach combines elegance, comfort, and unbeatable water access in one of the most sought-after areas of the Florida Keys. Whether you’re planning a family getaway, a fishing trip, or a relaxing beach vacation, this home has everything you need.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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Sombrero Beach Vacation 2/2 Condo Apartments, Marathon1 / 10High rating
10
Sombrero Beach Vacation 2/2 Condo Apartments
Marathon, Marathon, Florida, 33050
🌞 From seashore 0 min
You'll love this beautifully remodeled canal front condo within walking distance to Sombrero Beach!... Fully furnished with all the accommodations you will ever need. Renovated in 2021 with exceptional taste. This spacious 2 bedroom 2 bath second story condo has an open floor plan with luxury flooring throughout. The kitchen boasts white marble countertops, high end cabinetry, and new stainless steel appliances. Enjoy stunning sunsets on the screened balcony just off of the main living area. Unwind and relax in the heated pool, enjoy cocktails under the tiki and gather with family and friends in the poolside clubhouse. Assigned parking for 2 cars. This location can't be beat. The bike path runs 2 miles from Publix to the beach. You are only a few minutes to Sombrero Beach, Sombrero Country Club Golf Course, Publix, Winn Dixie, Walgreens, Post Office, Marathon High School, and the movie theater without having to drive onto US1.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Adults residing in the condo must sign condo rules and regulations document and condo application document prior to your stay..Adults residing in the condo must provide a copy of their valid driver's license or valid state identification..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed. More...
Canal Home with Direct Ocean Access, 75' dock, Hammock, Coconut Trees & More🌴 Apartments, Marathon1 / 10
10
Canal Home with Direct Ocean Access, 75' dock, Hammock, Coconut Trees & More🌴 Apartments
Marathon, Marathon, Florida, 33050
🌞 From seashore 6 min
LICENSE: VACA020-937.
Write to me with any questions, under the MESSAGE OWNER SECTION and I will... be happy to chat with you. This single family home on large lot and cul-de-sac street has been totally renovated with new everything in 2010. Tiled floors throughout, large granite counter top, stainless steal appliances, decorative lighting, modern bathrooms, and a large wrap around balcony with comfortable patio furniture surrounded by romantic white curtains giving you a true resort feel. The home is open, bright, and warm. New leather sectional sofa with 3 recliner (2018). Better then my own home! You can watch all the movies on a high definition 65 inch flat screen T.V. with surround sound. Kitchen area has a desk area where you can connect your computer to High Speed wireless internet (Fee Wifi) for those days where you just got to get some work done. The master bedroom has a king size bed (firm memory foam mattress), flat screen TV, and small private bathroom. The second bedroom sleeps 4 with one queen, top twin XL bunk on top, and twin XL trundle at bottom. Master has streaming T.V. . The home is on a deep canal ocean side (no issue for large boats), 75 foot private concrete dock with electricity and water. Rental includes dockage for ONE large boat. Boat lift on property is not available for renters. The home also has a chain link fence giving you peace of mind that outdoor toys are secure as well as security camera on boat slip area and front parking/entrance (although not needed, its very safe here). Note, no other security cameras as your privacy is respected. You can relax on the hammock under the coconut palms trees while the others in your party clean the catch of the day on our large fish cleaning table with it's own knife sharpener. Home is walking distance to everything you can need (deli, liquor store, movie theater, Kmart, Winn Dixie, Publix, Walgreens, Home Depot, and Park! Perfect for teens that can't drive but like their independence walking or riding bike by themselves to the park, movies, or shops. Family reunion? Inquire about nearby homes which are also available for rental.
Although Marathon is located about midway on the keys chain, it has just about anything you would need during your stay, including marathon airport (charter flights from Miami) and hospital in case you need medical attention during your stay. Key west is just a 45 minutes away. One of the best surprises when i bought this home was Sombrero Beach. This beach is only 5 minutes away by car and maybe 15 minute bike ride. Sombrero beach has white sand, coconut palms, private clean bathrooms, two volleyball courts, children play area with grass, barbecue grills and picnic tables, and the beautiful view of the ocean. A must visit. My teen (adult now) use to love marathon community park, which has its own X-tream skateboard park . This park has four tennis courts, a tennis wall, a combination hockey/basketball court (3 courts), two little league fields, and two soccer fields. There is also, two shuffleboard courts, two bocce ball courts, a batting cage, concession stand, amphitheater, picnic areas, and restrooms. Also, your teen will love to try out the cable wake boarding park! If you want to take a dip in a pool just go to sunset grill and raw bar where they have one of the largest pool in the keys overlooking the ocean at the seven mile bridge (free). Watch the sunset from here while at the bar listening to margaritaville. Enjoy some of the best fishing and diving available in the world. Sombrero reef is 4.5 miles away from our dock. It offers a spectacular reef and is just minutes away by boat ride. The seven mile bridge is probably the premiere location for the greatest game fish in Florida waters, the tarpon. The best part is that you will get top quality at a rate that can’t be beaten.
About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 13-17.Must be at least 13 years of age to use spa..About customRules:Guest must agree to terms on written agreement by acknowledging receipt of contract emailed to you by owner . Copy of drivers license may be required..Rental is for a 7 night minimum, with additional days in increments of 7. Weeks will not be split during peak season (Jan-Apr, May-Aug),Friday or Saturday start during peak season (Jan-Apr, May-Aug) . If bringing a boat, must have boat insurance..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Smoking allowed only downstairs outside sitting.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.No parties.
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Sombrero Beach Tropical Getaway in the Heart of Hotel, Marathon1 / 2
10
Sombrero Beach Tropical Getaway in the Heart of Hotel
Marathon, Marathon, Florida, 33050
🌞 From seashore 5 min
Discover the beauty of Marathon from this marvelous 1-bedroom condo. This tranquil retreat features... a king bed in the bedroom and a cozy sofa bed in the living room. With amenities like WiFi, a fitness room, and AC, guests can unwind in this serene space. A great place to call homebase while you're away, we hope you enjoy your stay.
Find an ideal home base for exploring the Florida Keys at our canal-front condo in Marathon, a cozy escape with a private balcony and easy access to the open ocean. You can spend your days boating, fishing, snorkeling, and lounging at Sombrero Beach, and return home each evening to a comfortable living space, a flatscreen cable TV, and an on-site Pool, tiki bar and restaurant!
Vacation Rental Number - PLR2020-00756
The space
What's nearby:
This condo enjoys a wonderful location on the canal shores of Marathon, just a few steps from Publix and Winn Dixie
Large Variety of restaurants close by.
You'll be just about a mile away from the white sand of Sombrero Beach, half a mile to Crane Point Museums & Nature Center, and two miles from the Turtle Hospital. You can take a walk across the old Seven Mile Bridge, or hop in the car for a scenic day trip to Key West, just an hour's drive (49 miles).
Parking is unassigned First Come First Serve No tag is requiredAbout pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
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Tropical Oasis on Sombrero Beach in the Heart of FL Hotel, Marathon1 / 10
9.0
Tropical Oasis on Sombrero Beach in the Heart of FL Hotel
Marathon, Marathon, Florida, 33050
🌞 From seashore 5 min
This Marathon condo boasts 1 inviting bedroom. The living room features a cozy sofa bed for extra... guests. Guests can enjoy WiFi, coin laundry, and a fitness room during their stay. The AC and heating ensure a comfortable atmosphere year-round. We're happy to assist with any questions while you stay at our fabulous condo.
Spacious 1 Bedroom Condo at Skip Jacks Resort in the heart of Marathon, located at Mile Marker 50 Positions you in the perfect spot to explore all that the Florida Keys has to offer, Just 1 hour to Key West or Key Largo
Spend your day,Boating,Snorkeling, Fishing, Lounging by the Pool or spend the Day at Sombrero Beach.
The Condo has TV's with Wifi and a Fully Stocked Kitchen if you just want to Stay in sit on the Balcony and Enjoy the Music coming from the Live band at the Tiki bar
VACA-24-205About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
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BeachHouse @ Sombrero & Ocean access w/45’ Dock, kayaks and Bikes., Marathon1 / 10
9.8
BeachHouse @ Sombrero & Ocean access w/45’ Dock, kayaks and Bikes.
Marathon, Marathon, Florida, 33050
🌞 From seashore 1 min
Your family will be close to everything when you stay at this centrally-located place. Our home is... close to grocery stores, the beach, family-friendly activities, and public transportation. Our place is good for couples, families (with kids), and anyone who loves the ocean.
Included in the rental you’ll have access to bicycles, kayaks, and paddle boards.
The space
The home is a 2 bedroom, 2 bathroom with an attached dock for a boat. There is a sleeper sofa in the living room and is a great open space. It’s location is truly amazing and guest will be able to visit the beach daily if they want. The two bedrooms have queen size beds.
Guest access
You can rent a car or use taxis to go around marathon key. There is a bus that drives down to key west and bicycles can be ridden around the neighborhood or to the beach. Parking is directly in front of the home and a key will be left in a lockbox.
Ground level garage is used as storage and not accessible to guest.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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Waterfront Bliss: Stylish Canal-Front Retreat , Spacious Yard Hotel, Marathon1 / 10
9.2
Waterfront Bliss: Stylish Canal-Front Retreat , Spacious Yard Hotel
Marathon, Marathon, Florida, 33050
🌞 From seashore 5 min
Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and... features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.
EV Charger
Guests have complimentary use of an EV charger during their stay. It’s a Tesla Mobile Charger with a NACS plug, powered by a 30-amp RV outlet, so you can easily charge your vehicle while enjoying your time in paradise.About pets:Pets allowed: dogs and cats (limit 1 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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Sombrero Beach House: 50' Dock, Pool, BBQ, Bicycles & more!, Marathon1 / 10
9.2
Sombrero Beach House: 50' Dock, Pool, BBQ, Bicycles & more!
Marathon, Marathon, Florida, 33050
🌞 From seashore 1 min
You'll love this place! With great attention to detail, this 3/2 house is conveniently located in a... quiet yet centralized area. The famous Sombrero Beach is just a hop-skip and a jump away.
This house is very spacious; sleeps up to 8; and has a large kitchen with all the comforts of home. You'll also appreciate the convenience of a laundry room. This house is completely stocked to make your vacation perfect; including the must-have blender. On a rainy day, you can stay indoors watching cable TV on flat screen TVs with DVD players in each room. The house is nicely decorated and more importantly, very clean. The master bedroom has a King-size pillow-top bed to dream for. The 2nd room has a queen bed fit for a queen; and the 3rd room has a full-size bed with trundle. All new plush linens are included. The yard is large enough for trucks, cars or other toys with plenty of room left over to just lounge around the above-ground pool, in the patio or on the hammock. The BBQ is ready and standing by for your freshest catch; a couple of burgers; or your favorite meal. There's a large dock with everything for the serious fisherman, including a fish cleaning table.
There's no need to worry about the added cost and inconvenience of renting bicycles. Here, you'll enjoy free use of our bicycles to roam the island during your stay. You'll love our bicycle built for two! There are lots of places to visit at your leisure without the need of a car. Indoor games such as Wii, checkers, backgammon and poker cards also provided. wi-fi included.
Boat Lovers-- this is it!
If you have a boat and love fishing, you'll love the docking facilities at this house. The dock is 50 ft. long on a deep canal and well lit for the night owl who loves to hang out by the boat while still within socializing distance. So boaters wont miss happy hour activities with the rest of the crowd. The dock is also equipped with bumpers to protect your boat; and water hoses for easy cleaning and preparation. It's truly a great place to hang out with lots of space for everyone.
You name it - this house offers many details designed for comfort and practicality. You can't beat the convenience of several nearby boat ramps. Boaters can easily access either oceanside or the gulf by way of 7-mile bridge for back country flats fishing. You'll have it all.
Great surroundings!
Everything is a just short distance away. Sombrero Beach has areas for picnics, vollyball, and a playground for the little ones. For shopping, there's Publix, Kmart, Walgreens, as well as many local establishments to make your stay more comfortable, including a nearby post office. There are countless restaurants with a good variety within 1 mile. The 7-mile bridge is also nearby. Feel like dinner and a movie? We have a great place for you. The quaint movie theater nearby plays the latest popular movies and even serves wine. A few minutes down the road, visit the Sunset Grill for great lunch or dinner poolside with ocean view.
If you just want some quiet time to relax and reflect, there's a nearby public library; but if you're in the mood for KEY WEST--just jump on the convenient Trolley, which picks up next to Kmart for a nominal fee.
Aside from Sombrero Beach Park, you can go to the huge Marathon Park just a few minutes away that has lots of activities for kids of all ages, (tennis, skateboard, playground, etc.) If you want to try something different, visit the Dolphin Research Center & swim with the dolphins. So many things to do, places to go and things to see--or NOT... It's the Florida Keys... Do what you want --when you want.
I invite you to enjoy!
Keywords: Stilt HouseAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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Waterfront Private Home w/Pool-Family&Pet Friendly Apartments, Marathon1 / 10
10
Waterfront Private Home w/Pool-Family&Pet Friendly Apartments
Marathon, Marathon, Florida, 33050
🌞 From seashore 4 min
Welcome to Casa Pina! Enjoy your trip to the keys in this stunning custom canal-front craftsman... style 3 bedroom/3 bathroom house, with soaring 25 foot wood ceilings, your own private pool, large yard and 40 foot dock. There is ample parking in the driveway, enough for four cars+ or three and a boat.
The upstairs living area spans roughly 1,500 sq ft with a great open floor plan living space with three bedrooms and two full bathrooms. Nearly all the furniture in the house is new as of 2021. The master bedroom has a king size bed and en-suite bathroom. The oversized second bedroom also has a king size bed with a queen size sleeper sofa. The third bedroom has a queen/full bunk bed.
For your sleeping comfort, all mattresses are Casper mattresses. Also provided is ultra fast 800mb/s internet to satisfy all of your streaming or work-from-home needs. There are TV's in every room, with Xfinity cable/streaming, Netflix, Disney+ and Amazon Prime Video.
The downstairs adds about another 800 sq ft of indoor/outdoor entertaining space that is great gathering with family and friends. The huge screened in porch has its own dining area, bar with a TV, seating area and full bathroom. Additionally, there is a game room that has a pool table/ping pong table. There is also an outdoor refrigerator with a freezer for the fishermen to store their bait and keep your beverages cold.
Outside you have your pool, grill and plenty of places to gather with your family and friends. For your enjoyment there are paddle boards and kayaks provided that can be launched from the dock.
Bring your up to 30 foot boat and head out to partake in the Florida Keys world renowned fishing, just a 2.5 mile ride to the Knights Key Channel for quick access to the Ocean or Gulf.
This house is very centrally located in Marathon, close to everything the key has to offer. Its also incredibly convenient with plenty with in walking distance including Sandle Factory, a deli/liquor store, a theater, gym, Walgreens, Publix and Winn Dixie, all with in a very short walk. Marathon's prettiest beach, Sombrero Beach is just a mile down the road.
For your convenience we have a Sunday check in/check out, which will give you lighter traffic both ways and cheaper airfare.
***2024 UPGRADES***
- Pool heater
- 65" LG OLED TV in living room
- New TV in screened in patio
- New chiminea/firepit
- New paddle board
- New string lights around the yard
***SUNDAY TO SUNDAY WEEKLY RENTALS***
License VACA-21-211About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Check-in/Check-out day is SUNDAY.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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4 Bedroom 3 Full Bath Home on Canal in w/Private 35 foot dock, Marathon1 / 10
8.8
4 Bedroom 3 Full Bath Home on Canal in w/Private 35 foot dock
Marathon, Marathon, Florida, 33050
🌞 From seashore 3 min
4 Bedroom 3 Full Bath Home on the Canal in Marathon, a 15 minute boat ride to the ocean. Private... Heated Pool. Private 35 Foot Boat Dock. Only one trailer on property. Can park trailer next to the 4 car - carpad. Includes, Porta crib, High chair seat, Outdoor Freezer, Fish Cleaning table, Water and Electric on Dock, Internet, Blender, Electric Griddle, Coffee Maker, Outside Propane Grill, Blue tooth small Radio, Beach Towels, Bath Towels, Iron, Dishes and Pots. Fully stocked Kitchen. Bedrooms include 3 Kings and and 1 Twin Bedroom and 1 Queen Sofa sleeper with extra pillows,sheets and blankets. The entire home is on one level but there is a flight of stairs to reach the unit. All Bedrooms include a New Flat Screen TV. Just a short walk to Sombrero Beach. Sleeps total of 10 people. Cleaning fee is $300. and 12.5% Tax. Property is 5 years old. $100 fee per pet. Call or text George our property manager if you want him to drop off bikes
Nearest Boat Launch:
Aviation Blvd Boat Ramp
Refunds for Hurricane or Covid: Unless there is a mandatory evacuation for weather we don't refund. And we only refund for Covid if we are mandated not to rent by City/State.
Instructions for check in will be emailed 7 days before arrivalAbout pets:Pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
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Cozy 1 bedroom 1 bath condo minutes from Sombrero beach., Marathon1 / 8
10
Cozy 1 bedroom 1 bath condo minutes from Sombrero beach.
Marathon, Marathon, Florida, 33050
🌞 From seashore 3 min
Great 1 bedroom 1 bath condo located near Sombrero resort. Outdoor pool with direct access to the... waterway. Great for kayaking, snorkeling and other water activities. Great place to relax in the covered patio and perfect for star gazing. Includes WiFi, Alexa and Apple TV. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed. More...
Perfect Diver s and Fisherman s Pad Hotel, Marathon1 / 10
Perfect Diver s and Fisherman s Pad Hotel
Marathon, Marathon, Florida, 33050
🌞 From seashore 3 min
Yacht Haven Botel, Marathon1 / 8
9.8
Yacht Haven Botel
Florida, Marathon, 5 Sombrero Boulevard
🌞 From seashore 1 min
With a stay at Yacht Haven Marina in Marathon, you'll be within a 5-minute drive of Sombrero Beach and Crane Point Museum and Nature Center. This houseboat is 0.4 mi (0.6 km) from Boot Key Harbor and 0.5 mi (0.8 km) from Florida Keys Country Club.
305 USD
Stunning & Welcoming Pool Home on Canal Apartments, Marathon1 / 10
8.6
Stunning & Welcoming Pool Home on Canal Apartments
Marathon, Marathon, Florida, 33050
🌞 From seashore 1 min
Welcome to your dream getaway in the Florida Keys! This spacious 4-bedroom, 3-bathroom waterfront... home is designed for relaxation, fun, and making memories. With living areas that open up to broad water views, a full modern kitchen, private dock, and sparkling pool, this home delivers luxury and comfort by the canal.
INSIDE THE HOME
Living Area: Step into a bright and airy living room with comfortable seating, large windows looking over the canal, and stylish décor. Perfect for lounging with family, curling up with a good book, or catching your favorite show.
Full Kitchen & Dining: The fully equipped kitchen features stainless steel appliances, granite or stone countertops, generous prep space, and all the tools you’ll need to cook your favorites — from casual breakfasts to full-scale dinners. The adjacent dining area seats everyone in style.
Bedrooms: Four beautifully appointed bedrooms provide peace and privacy. Primary bedroom offers canal views and serene mornings. Additional rooms are thoughtfully decorated, with cozy beds, ample storage, and smart lighting.
Bathrooms: Three well-designed bathrooms — clean lines, modern fixtures, good shower space. One features a walk-in shower, another with a soothing spa tub or built-in spa by the pool (if available), offering both function and luxury.
OUTDOOR & WATERFRONT PERKS
Private dock on the canal — direct access to deep water, perfect for relaxing on a boat, fishing, or just enjoying the water views.
Pool — outstanding for cooling off, tanning, or unwinding after a day on the water.
Patio and outdoor seating — lounge chairs, shaded areas, dining space outdoors, and views of palms, water, and likely beautiful skies.
Fully fenced yard or boundary for safety and privacy, especially helpful if you’re traveling with kids or pets.
EXTRA AMENITIES
Fast & reliable WiFi
Smart TVs throughout common areas & bedrooms
Laundry facilities, parking for guests, maybe boat/rack storage if applicable
THINGS TO DO NEARBY
Your stay-always includes plenty of options beyond the house — here are some top nearby things to explore:
The Turtle Hospital — A meaningful and educational visit where you can see rescued sea turtles, learn about rehabilitation, and maybe catch a feeding.
Sombrero Beach — Beautiful stretch of sand perfect for sunbathing, swimming, beach volleyball, and relaxing. Great for families.
Crane Point Museum & Nature Center — Nature trails, a museum showcasing Keys’ natural history, butterfly exhibits, historic houses, and lots of peaceful green space.
Florida Keys Aquarium Encounters — Interactive marine experiences, touch tanks, and lots of up-close opportunities with sea life. Great for kids and all ages.
Walk or drive / view the Seven Mile Bridge — One of the iconic sights of the Keys; the views are breathtaking, especially at sunrise or sunset.
Water Sports & Boating — Whether snorkeling, paddle boarding, kayaking, or fishing, you’re surrounded by water-based adventures. Several outfitters offer tours.
We can’t wait to host you at this beautiful Keys home — where the canal, the pool, the sunsets, and the comfort all come together for an unforgettable stay!
Please note: To ensure the best experience for our guests, certain amenities and services may incur modest additional charges. We strive to keep these costs minimal and transparent:
* Early Check-in if Available: $50;
* Late Check-out if Available: $50;
* Pet Fees: $100 per Pet, 3 Pet Max;
* If you prefer the pool the be heated to 85 degrees, please let us know. $25 per night will apply for running the heater per night.About pets:Pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Info sheet of how to enter will be sent 30 days before arrival.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:Events allowed.
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Walkable, Waterfront 2Br w/ Huge Loft & Views 2 Bedrooms 2 Bathrooms Duplex, Marathon
Walkable, Waterfront 2Br w/ Huge Loft & Views 2 Bedrooms 2 Bathrooms Duplex
Florida, Marathon, 99 Sombrero Blvd, Unit B
🌞 From seashore 1 min
Sombrero Siesta: Heated Pool & Stunning Canal Views Hotel, Marathon1 / 10
10
Sombrero Siesta: Heated Pool & Stunning Canal Views Hotel
Marathon, Marathon, Florida, 33050
🌞 From seashore 3 min
Welcome to Sombrero Siesta, your ultimate tropical getaway in the heart of the Florida Keys! This... luxurious canal-front retreat offers the perfect blend of relaxation and adventure, featuring a heated pool, serene waterfront views, and all the amenities you need for an unforgettable stay.
Your Private Oasis
Step into a spacious, beautifully designed home with coastal-inspired decor and open living spaces. The large living room invites you to unwind with plush seating, a flat-screen TV, and plenty of natural light pouring in through large windows. The fully equipped kitchen is a chef’s dream, complete with modern appliances, ample counter space, and all the essentials for preparing delicious meals. Dine indoors or head outside to enjoy your meals al fresco by the water.
Outdoor Bliss
The outdoor area is the true highlight of Sombrero Siesta. Take a dip in the heated pool, perfect for a refreshing swim during the day or a relaxing soak under the stars. Lounge on comfortable chairs by the pool or sip your favorite drink on the shaded patio while enjoying the peaceful canal views. Boating enthusiasts will appreciate the private dock, where you can tie up your vessel or simply enjoy watching the boats go by. The canal provides easy access to open waters for fishing, snorkeling, or exploring the beautiful nearby islands.
Cozy Bedrooms
This home offers multiple bedrooms, each thoughtfully furnished for your comfort. The master suite boasts a king-sized bed, an en-suite bathroom, and direct access to the outdoor area, so you can wake up to stunning views every morning. Additional bedrooms are perfect for family or friends, offering queen or twin beds and plenty of space to relax after a day of adventure.
Prime Location
Sombrero Siesta is located in a quiet, family-friendly neighborhood in Marathon, just minutes away from local attractions. You’re a short drive from Sombrero Beach, one of the Keys' most picturesque beaches, where you can bask in the sun, swim, or enjoy a picnic. Nearby, you’ll find excellent dining options, unique shops, and activities like fishing charters, diving tours, and eco-excursions.
Why You’ll Love It
Heated pool for year-round enjoyment
Stunning canal views and private dock
Fully equipped kitchen and spacious living areas
Convenient access to beaches, dining, and attractions
Ideal for families, groups, or a romantic retreat
Whether you’re looking to unwind in your private oasis or explore everything the Keys have to offer, Sombrero Siesta is the perfect destination. Book your stay today and experience the magic of this waterfront paradise!
Living Area:
Step into a warm and inviting living space featuring a comfortable and stylish sofa, perfect for relaxing with family or friends. The living area offers direct access to the balcony, where you can unwind while enjoying fresh air and serene views.
Kitchen:
The kitchen is fully equipped with modern appliances, including a refrigerator, stove, microwave, and dishwasher. It boasts sturdy white cupboards that offer plenty of storage space, making it a functional and convenient spot to prepare meals.
Dining Area:
Enjoy meals together in the dining area, which includes a spacious 6-seater dining table for formal gatherings. For casual dining, there’s a 3-seater dining counter that adds flexibility and style.
Bedrooms:
Bedroom 1: Features a luxurious king-size bed and an ensuite bathroom for added privacy and comfort.
Bedroom 2: Furnished with a cozy queen-size bed, perfect for a restful night’s sleep.
Bedroom 3: Offers another king-size bed, providing ample space and comfort.
Bedroom 4: Comes with two twin beds and its own ensuite bathroom, ideal for guests or children.
Bathrooms:
Bathroom 1 (Ensuite to Bedroom 1): Includes a shower and toilet, offering convenience and privacy.
Bathroom 2: Features a combination tub/shower and toilet, making it versatile for different preferences.
Bathroom 3 (Ensuite to Bedroom 4): Equipped with a combination tub/shower and toilet, perfect for guests staying in Bedroom 4.
Laundry Area:
A dedicated laundry area is equipped with a complete washer and dryer set, making it easy to keep your clothes fresh during your stay.
Outdoor Amenities:
Pool: Relax and soak up the Florida sunshine by the beautiful outdoor pool. The pool area offers stunning views of the canal, creating a tranquil oasis.
Private Dock: The property features a private dock where you can enjoy the peaceful surroundings and scenic views of the canal. It’s perfect for fishing, kayaking, or simply taking in the serene waterfront atmosphere.
This property combines comfort, style, and convenience, making it an ideal choice for your stay. Whether you're enjoying the modern indoor amenities or the picturesque outdoor spaces, this home provides the perfect setting for relaxation and memorable moments.
Please note: To ensure the best experience for our guests, certain amenities and services may incur modest additional charges. We strive to keep these costs minimal and transparent:
* Early Check-in if Available: $50;
* Late Check-out if Available: $50;
* Pet Fees: $100 per Pet, 3 Pet Max;
* Pool/Spa Heating Fee: $25 per night;
Please note that due to the limitations of the electric pool heater, the pool temperature can only be increased by 15-20 degrees Fahrenheit above the coldest outdoor temperature of the day. For example, if the coldest temperature of the day is 50°F, the maximum pool temperature will be approximately 65-70°F. We appreciate your understanding and hope you enjoy your stay!
* Shipping Lost & Found: $50 + Shipping Cost;
* Additional Guest Fee Above 8: $15 per Night;
* We kindly ask that our guests take care of the property during their stay. If additional cleaning is required beyond our standard service, an extra cleaning fee may apply. We appreciate your understanding and cooperation in helping us maintain a beautiful space for everyone to enjoy.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About children:Children allowed: ages 0-17.About customRules:Our base rates are valid for up to 8 guests. After 8 guests, there is an additional charge of $15 per guest per night..After the reservation is made, a rental agreement and credit card authorization must be signed for Emperor Rentals LLC. * Pet fee $100 per pet/stay.,* We have a "FIRM" VRBO cancellation policy on this listing, please read over the cancellation policy prior to booking. Pool/spa heat: $25 per night..About smoking:Smoking is not permitted.About events:No events allowed.
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Fall Special 40% Off Rental Rate! Sep-Dec 2025 Except Holidays Hotel, Marathon1 / 10
9.6
Fall Special 40% Off Rental Rate! Sep-Dec 2025 Except Holidays Hotel
Marathon, Marathon, Florida, 33050
🌞 From seashore 2 min
A Private And Convenient Piece of Paradise Awaits!
In This Amazing 4 bedroom/3 bathroomHome Near... Sombrero Beach And Access To The Private Golf Course Across The Street. Our Home Is Located On A Deep Water Canal With Boat Access From The Yacht Club Boat Launch.
KEY Z DREAMING~ Is Everything You Can Imagine With A Breathtaking Tiki Hut And Bar Located Right Next To A Salt Water Pool That Can Be Heated For You In The Winter Months! Master Bedroom Has King Sized Bed With Full Size 2 Sink Vanity For Ease When Getting Ready For Your Day or Evening In The Keys And A Beautiful View Of The Pool And Canal Located At The Balcony Off The Master Bedroom. 2nd Bedroom Is Also King Bed With Balcony View Overlooking The Canal To Sit And Enjoy A Great Cup Of Coffee/Tea. 3rd Bedroom Has Queen Bed With The Most Amazing Door Entrance With Custom Built Etched Glass For Your Privacy. 4th bedroom is located on the ground floor with a full bathroom.
Stainless Steel Appliances Are A Great Part Of The Kitchen To Cook Some Wonderful Meals With The Family While You Sit At The Granite Countertop Bar Area. Breathtaking Open Concept Living And Dining Room, And Kitchen To Talk With Your Friends And Family Or Watch Your Favorite Show On The 50 Inch Flat Screen TV Or to Just Sit And Discuss The Interesting Fish Mounts And Stories That Are Provided Around The Home. Of Course We Do Love To Fish! The 4th bedroom is located on the ground floor. This has recently been renovated completely! A Queen bed and full bathroom with couch for sitting area make it a perfect suite! Sliding glass doors open to the pool and a private, keycoded enterance is located under the car port.
In The Morning Or Evening Swim Under The Stars. The Description Of Our Home Can't Describe In Words How Everything Will Simply Take Your Breath Away When You Walk Into The Door. We Have Provided A Screened In Patio Next To The Pool And Tiki Hut With Comfortable Seating, Stainless Steel Refrigerator, and 40 Inch Flat Screen TV To Watch Your Favorite Movie Or Sports Team! 2 Kayaks & 1 Paddle board for guests to enjoy!
We are Located on the Canal System Off of Sisters Creek , All Deep Water, With a Short Ride Out to The Open Water of The Atlantic. You Will Pass The Sombrero Golf Course on Your Way Out~ Stop And Have Lunch at The Harborview Café Overlooking the Water.
We Hope You Enjoy Our Home As Much As We Do For Boating, Golfing, Snorkeling, Or Just Simply Going To The Beach To Relax. Please Contact Our Property Manager To Book The Most Amazing Vacation Home Located In the Beautiful Florida Keys. This Home Is The "Middle Child" To Our Other Two Homes Located In Marathon; KEYZ LIVING And KEYZ LIVING LARGE. Both Properties Are Located On VRBO And Have Wonderful And Reliable Reviews So You Can See How Our Past And Present Guests Have Rated Us. Book Today While You Are Able To Get A Great Rate With This Being A Newer Property For Us. Enjoy Your Well-Deserved Vacation With KeyZ Dreaming! Any specials offered after a booking do not apply to a current booking. Pool heat fees are additional to special offer and does not qualify for holiday season specials
**Spring bookings-March/April are Saturday to Saturday and June/July/August** ~VRBO/HomeAway offers trip insurance, please chose travel/trip insurance if you are using airlines or unsure if your travel dates will changeAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).Non refundable $175 per pet fee.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:management has 24 hours to respond to non emergency
Occupancy is 8 persons unless children under 2 years old are included or approved by owners.A starter supply of toilet paper, a roll of paper towels, hand soap and laundry detergent provided but not guaranteed. No parties or events allowed.,If a pet is included in reservation all waste must be picked up and thrown away. Property grounds will be checked..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.
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SOMBRERO BEACH,POOL/BOAT DOCK/BEACH NEARBY Botel, Marathon1 / 4
10
SOMBRERO BEACH,POOL/BOAT DOCK/BEACH NEARBY Botel
Marathon, Marathon, Florida, 33050
🌞 From seashore 4 min
SOMBRERO BEACH LARGE 4/3 HOME w/HEATED POOL, 40FT BOAT DOCK, PLENTY OF ROOM TO PARK YOUR BOAT... TRAILER. RESTAURANTS & BEACH NEARBY. MARATHON FLORIDA VACATION RENTAL LICENSE : PLR2017-00433. All photos taken 03/1/2020. Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful pristine waters of Sombrero and Bahia Honda Beaches. Both very nearby, sombrero within walking distance and Bahia Honda 15 min away by car. If you’re an Angler, this is the place to rent. There is plenty of room and comfort in our 4 bedroom, 3 bath home. Very private with your own heated pool, your own boat dock, your own car port and your own trailer parking area all on your property. Luxury 2 King Tommy Bahama Master bedroom and Queen Suites both with attached bathrooms. Large Flat Screen TV's, Cable, WiFi. Fully equipped Kitchen. Enjoy the relaxing living room ambiance with a glass of wine watching the sun set as luxury boats pass you by. Main floor covered porch with lounge furniture perfect for your quiet morning coffee, reading or boat watching. Ground floor has covered outdoor dining room facing your own Heated Pool. Outdoor fans to keep you cool.” Mac Daddy “Weber Gas Grill with Rotisserie. Dock is 30 Ft long but can accommodate a 40 Ft boat. Dock includes; fresh water, electric, fish cleaning station and bait freezer. Controlled depth of 7'. Short ride out to Atlantic or Gulf. Jogging/Biking/walking path outside your front door. Shopping and golf course very close by (around the bend). Publix supermarket and restaurants within walking distance. Centrally located to enjoy Marathon's attractions and night life. Key West 45 min away, Islamorada 30min away. You are truly in the heart of the Conch Republic. property is a single family duplex home, completely private, you will never see your neighbor.
Beds: 2 King Bed, 1Queen Beds, 1 Full Bed. Sleeps 8.
Private Boat Dock: Accommodating 40 Ft Boat, water, electric, fish cleaning station. (This is a no smoking property)About pets:No pets allowed.About checkOut:Check out before 9:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.
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5% Off Any Booking Through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock! Hotel, Marathon1 / 10
9.8
5% Off Any Booking Through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock! Hotel
Marathon, Marathon, Florida, 33050
🌞 From seashore 3 min
WE ARE OFFERING A 5% DISCOUNT FOR ANY WEEKS THROUGH JANUARY 31, 2026!
MARATHON ANGLER'S RETREAT in... Marathon is a newer property with every modern convenience and a warm coastal decor! Located right on a canal (just 15-20 minutes from open water) it has its own private dock (can accommodate up to a 40' boat on a 30' dock), fish cleaning station, private pool, hot tub, and two single kayaks! There is a neighborhood beach just down the street and the grocery store is hardly a minute away! Located in the heart of Marathon, MM50, great restaurants and activities are within a 5-10 minute drive!
The Master Bedroom is located upstairs and has a king bed, flat screen TV, an en suite bathroom with a walk-in shower and water closet. Upstairs are two guest bedrooms that share a hall bath. One is a King with a flat screen TV and the other has bunk beds with a trundle (twin/full/twin), a flat screen TV and an XBOX 360 with games! The guest room downstairs has a King bed, flat screen TV, and its own bathroom. You'll enjoy a beautiful view down the canal from the second floor balcony and the colors from the sunrises and sunsets!
In addition to the pool, hot tub, and kayaks, Marathon Angler's Retreat has plenty of beach towels, beach chairs, beach toys and umbrella, and board games (plus a tv in every bedroom and living room, XBOX360 and games)! Enjoy grilling (both charcoal and gas grills) on the covered patio downstairs! There is plenty of parking, too, for your boat trailer and cars (covered parking and a parking area on the side of the Villa that can accommodate additional cars and boat trailer)! Depending on the size of the cars, you could possibly park up to two cars in the carport and there are two additional spots. This property cannot accommodate two boats. Please see pictures for parking areas/space.
The Villa is pet friendly (breed approval) with a $75 fee per dog, in addition to required damage insurance purchased at time of booking.
The pool can be heated for a fee of $150 per week plus tax and processing fee (prorated for longer stays).
FEIN: 821361490
DBPR: DWE 5404150About pets:Pets allowed: dogs (limit 2 total).There is a $ 75 fee per dog.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:There is a 10pm noise ordinance.Guests must take trash to the street on Thursday evening (for Friday am pickup) and Sunday evening (for Monday morning pickup),Guests must put hot tub treatment (provided by owner) in hot tub for every use..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.
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Jan 12-22,2026 Open, Book Any 7 Days Any Day~Pool/Ice Mchn,C Video of Our Home! Apartments, Marathon1 / 10
10
Jan 12-22,2026 Open, Book Any 7 Days Any Day~Pool/Ice Mchn,C Video of Our Home! Apartments
Marathon, Marathon, Florida, 33050
🌞 From seashore 3 min
**OUR VACATION RENTAL PROVIDES A WALK AROUND VIDEO TO HELP YOU SEE WHAT YOU ARE BOOKING AND TO HELP... WITH PLANNING ON YOUR DECISION, CHECK IT OUT!**
Upon entering the driveway to VRBO's Premiere Partner's home, SUNNY DAZE ESCAPE, managed by KeyZ Vacations right here in Marathon, you will know why we are a premiere private home located close to Sombrero Beach in beautiful Marathon, FL, the heart of the spectacular Florida Keys! Marathon is made up of 13 islands right in the middle of the chain of the Florida Keys and boasts some of the best boating activities anywhere in the world, including very quick access to deep-sea reefs or back country flats. Add to that the abundant waterfront restaurants that will even cook your own Florida Keys catch, plus jet-ski tours, kayaking, paddle-boarding. When not out on Marathons beautiful turquoise waters you can interact with dolphins at the Dolphin Research Center, explore our beautiful sea life at Aquarium Encounters, learn all about sea turtles at the Turtle Hospital. If you love nature and history, you can visit Crane Point and Curry Hammock State Park or tour the areas railroad history at Pigeon Key.
“Sunny Daze Escape” is licensed with the City of Marathon and can allow up to 10 guests in our home: VACA-21-275.
This home is equipped for an electric car and a charger is provided should you choose to rent an electric car or already have one, please let us know and we will ensure the charging cable is available to you upon check in. ASK TODAY ABOUT TURO CAR RENTAL FROM MARATHON AIRPORT, THIS HOME HAS A 2019 CHEVY SUBURBAN THAT CAN BE RENTED FOR YOUR CONVENIENCE!!!
We offer 4 beautifully decorated bedrooms and 3 large bathrooms for guests that is fully stocked with linens and towels for up to 10 guests. A kitchen with island is provided for any cooking connoisseur or a guest who wants to stay at home and cook when they want to experiment. Our large open kitchen/dining/living room concept allows all of our guests to be able to talk about your fun day, who caught the biggest….or smallest fish during your open water experience or who saw the most abundant and vibrant colored fish while snorkeling or diving!
Off the living room area is a very comfortable outside balcony that allows you to sit, relax and view the lower-level pool or dock area and provides added seating for company if you let them in on your secret place, you may not want company and enjoy our home all to yourself!!
Each bedroom provides a smart tv and the living room provides a tv with basic cable and for those guests who have to work while on vacation we offer free high-speed Wi Fi in our home. Our bedrooms are beautifully decorated in Coastal décor that allows you to soak in the “Keys Living” concept and we hope you never want to leave, just like us! The Master bedroom consists of a comfortable King bed, dresser, tv, large walk-in closet and bathroom suite for any couple who likes plenty of room while getting ready for the day! This bedroom is located just off the living room area and away from the other 3 bedrooms for added privacy and offers a small private balcony to view the lower-level outdoor area, great for a morning cup of coffee to soak in the day before the rest of the family wakes up. Bedroom 2 offers a comfortable Queen bed, dresser, tv, large closet and a private bathroom with shower tub. Bedrooms 3 and 4 offer a comfortable Queen bed, dresser in each bedroom, tv, closet and share a bathroom with tub/shower just off the hallway. We do offer 2 twin air beds that are in the Master closet for those who don’t like to share a bed and want that extra little bit of room, these can fit into any of the 4 bedrooms. All beds are made upon your arrival and towels are provided in each bathroom for our guests. An extra set of sheets is provided for the twin beds as well. We provide beach towels for up to 10 guests at our home.
The outside area is equipped with a smart tv to watch the games or a good chic flic while grilling your fresh catch of the day or lobster and shrimp isn’t a bad meal on the grill! We provide seating for our guests with new lounge chairs around the pool area to enjoy a little Vitamin D and Sea while reading a good book, closing your eyes to listen to the birds or just to lounge while watching the kids in the pool. Who doesn’t adore a nice ice machine for fishing or boating, refilling your glass while sitting at the pool or beach lounging with a cooler and we also provide a small frig that can be stocked up with your favorite beverage of choice while outside. The pool is nothing shy stunning and comfortable with optional pool heat during the cooler season.
Our dock can accommodate a boat up to 36 ft. with a fish cleaning table and lights and bait freezer for the avid fishing person. 2 Single person kayaks with vests/paddles are provided on our property along with 5 bikes for those who like to venture out on the water or the many amazing trails Marathon has to offer.
We try to think of everything our guests would enjoy while at our home to make your vacation more than home away from home, we want you to feel right at home here, with us, at Sunny Daze Escape. We look forward to hosting you and your family/friends at our home and hope you enjoy your vacation with us.
View our photos and enjoy, we will be happy to work with you on your next memorable vacation.
*We rent Saturday to Saturday at our home during high season months: Feb, Mar, Apr, Jun, Jul, Aug and holiday seasons*
~We are not pet friendly and do not allow any type of animal/mammal in our home~
~FALL SPECIALS FOR 2025 EXCLUDE HOLIDAYS AND RUN UNTIL MID DECEMBER~About pets:No pets allowed.About checkOut:Check out before 9:30 AM.About children:Children allowed: ages 0-17.Family Friendly home.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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