
Vacation rentals in Boot Key Harbor
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Boot Key Harbor
Guests agree: these stays are highly rated for location, cleanliness, and more.

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Oceanview Marathon - Screened Porch, Theater & Bar
2020 New Construction Private, well-appointed 2 bed 2 bath home boasts: +5-Star OCEANVIEWS +Screened Porch with Ocean views to enjoy your morning coffee +Outdoor Theater +Bar and Adirondack chair conversation nook +Jumbo Nest Chairs over lush beach sand +Loungers +Full Kitchen +Grill Relax or adventure awaits - Minutes from the Keys' best public sandy beaches (Sombrero and Bahai Honda State Park), Theater of the Sea, Marathon Aquarium, Dolphin Research Ctr, Turtle Hospital and 7-Mile Bridge!

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes
Cozy FL Keys stilted beach house ideally located in Sombrero Beach w/ 50’ private dock & large SPA whirlpool & attached bar. Walk/bike to beautiful Sombrero Beach down paved path. 4 bikes, 2 paddle boards, 2 kayaks included. Renovated home with new central A/C unit, new bathrooms & kitchen. Near supermarkets, liquor stores, pharmacy, great restaurants & more. Near Dolphin Research, Aquarium Encounters, Turtle Hospital, Bahia Honda State Park Beaches & more. Key West less than 1 hour away.

Sombrero Beach Getaway
Spend your days boating, fishing, and swimming in the South Florida sunshine when you escape to this waterfront home in Marathon! Scenically, this home features a 90 -foot dock (with a filet cleaning table and water), a private heated outdoor pool, and a patio where you can grill your fresh catch each evening. We are located just minutes away from restaurants, bars and entertainment. Key West is less than an hour from the property. We can provide help with Golf Cart and Boat rentals.

Fisherman's Catch- 3BR Home with 60' Dock & Pool
License # VACA-23-219 - Discover paradise at this Flamingo Island retreat in Marathon boasting everything you'll need for the ideal Florida Keys getaway including a 20' Private, Heated Pool, Jacuzzi Spa Tub (not Hot Tub...this is the same temp as the Pool) and 60' Slip Space poised for easy access to the waters of the Atlantic. Don't spend your leisure crammed into the average 325 sq. ft. hotel room; this Canal Front Vacation Home features 1,658 sq. ft. of generous space to move about.

Angler's Eden
Amazing get-away in the beautiful Florida Keys! This property (constructed in 2018) is a haven for families seeking to escape to paradise year-round. Situated on a deep water canal with ocean access and enough dock space to park your boat for the week. A floating dock is also provided with kayaks and a paddle-board. Enjoy the large pool or ping pong table, or lounging in the sun! Beautiful Sombrero Beach is within walking distance (approx 1.5 miles) via a paved bike path.

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada

Tiny Home Aqua Lodges 2/1
This memorable place is anything but ordinary. Experience the Keys like a local. Stay in our fully equipped aqua lodge with private surroundings. This lodge has 1 queen bed, 1 full bed, a sofa sleeper full size on the main floor, and 1 twin in the loft. It has a full kitchen, mini split ac, and full bathroom with hot water. This location has great sunset views and private BBQ waterfront area. All lodges have all bedding and dishes and cooking utensils.

New! Waterfront Views | Pool & Tiki Bar
Be our first guest at the MYSTIC MERMAID a brand new built 1BR/1BA Waterfront Villa that sleeps up to 4 guests! This luxury retreat is located on a scenic canal with marina slips right outside its' door! Enjoy amazing resort amenities including a pool, Tiki Bar, restaurant, pickleball & volleyball courts, fitness center, complimentary breakfast & more. Perfectly situated in the middle of the FL Keys making it the ultimate Florida Keys escape!

Waterfront Cozy Modern Retreat w/Deep Canal
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.

Family Friendly w/Pool- Marlin Bay Resort & Marina
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer.

Spacious 3Br/3Ba, 70ft Dock, March avail VACA23-16
Enjoy the boutique decor of our large, spacious home. Our place is a short distance from Sombrero Beach, with bicycles available to ride there. Our property is on a wide and deep canal, with both ocean and gulf access. Our dock is 70 ft, so ideal place for large boats, or you can even bring 2 boats. Free parking, with space to park boat trailer. We include free passes to the Sea Turtle Hospital to guests.
Popular amenities for Boot Key Harbor vacation rentals
Other great vacation rentals in Boot Key Harbor

3BR Oceanfront with private pool & dock

Chill Island Vibes & Sunrises

Villa Sombrero

Quiet Canalfront Retreat • Near Sombrero Beach

Modern 2 bdrm w loft, dock & BBQ 315

4 Bed/3.5 bath with private pool, tiki hut & dock!

18 Tides

Dock Pool Home by Sombrero Beach
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- Long Beach
- Bahia Honda State Park
- Conch Key
- Theater of the Sea
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home & Museum
- Sunset Park
- Dolphin Research Center
- Calusa Campground
- Robbies Marina Of Islamorada
- Key West Lighthouse Museum
- Key West Butterfly & Nature Conservatory
- Florida Keys Aquarium Encounters
- Founder's Park
- The Turtle Hospital
- History Of Diving Museum
- Southernmost Point
- Boyd's Key West Campground




