
Vacation rentals in Boot Key Harbor
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Top-rated vacation rentals in Boot Key Harbor
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Lagoona-Matata
A truly magical place "Lagoona-Matata" sits on the edge of Vaca Cut showcasing fabulous views of the Gulf. The outdoor area flows from the patio to the pool deck, private sandy beach, tidal pool and then to the pier dock. "Vaca Cut" is a fast-moving body of water from incoming to outgoing tides with fish of every kind moving through that makes fishing from the dock great entertainment. The continuous plethora of sea life in the lagoon makes this property an experience unlike any other.

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. Toda una experiencia de camping para los huéspedes que les gusta lo divertido y diferente. Prueben y ustedes dirán. Ofrece un espacio para 2 personas

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. 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.

Villa Serenity At Sombrero Private Pool Spa Dock
Relax and unwind at Serenity at Sombrero! This cozy canal front vacation home is perfect for a secluded and relaxing Florida Keys getaway! The three bedroom two bathroom, newer build stilt home comes fully apportioned with a 30' concrete dock with space for up to a 45' boat, optionally heated pool and spa, and large industrial sized ice machine! Centrally located and just minutes from Sombrero Beach and all major shopping and tourist attractions!

P30 - Charming 2 bed, 2 bath home with stunning Bo
New on the rental market! This 2 bedroom, 2.5 bath home is stunning! The water views of Boot Key Harbor are breath taking! This home boasts an open floor plan and private heat optional pool and ample dockage. - Maximum Occupancy: 4 guest (includes adults and children of any age) (*children of any age, including infants, count toward occupancy) - No day guests or visitors allowed above the advertised max. occupancy. - Parking: 2 vehicle max

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.

Waterfront Escape | Pool, Tiki, Breakfast & Marina
Stay at Mystic Mermaid, a brand-new luxury 1BR/1BA Waterfront Villa that sleeps up to 4 guests. Located on a scenic canal in the heart of the Florida Keys, this elegant retreat offers marina views and resort-style amenities including a pool, Tiki Bar, restaurant, pickleball & sand volleyball courts, fitness center, and complimentary breakfast. Perfectly located between Islamorada and Key West for the ultimate island getaway.

A Paradise Point by Sombrero Beach
Modern Tropical Paradise | Marathon, FL Stylish home in exclusive Flamingo Isle, minutes from Sombrero Beach, marinas, fishing piers, indoor surf-style shop, and the Florida Keys Country Club. 3 bed | 2 bath + den Downstairs full bath with handicap-accessible walk-in shower Living room + playroom (pool table, games) Outdoor: Heated pool , Jacuzzi, BBQ, tiki hut Corner lot with parking for boat trailer & RV (full hook-ups)

Home Away from Home Pet Friendly - Marlin Bay
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.

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront
Slack Tide Cove Welcome to Slack Tide Cove, a stunning 3-bedroom, 2-bathroom waterfront retreat in the heart of Marathon, FL. This brand-new construction is chicly decorated with a coastal theme, offering the perfect blend of luxury and relaxation. Take in breathtaking views of Boot Key Harbor from the pool or balcony, and enjoy 50 feet of deep-water dockage with a fish cleaning station for your day’s catch.

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool
Make memories of a lifetime in Sombrero Beach, Martathon in the Florida Keys. 7 bedrooms (6 King Beds), 6 full baths, 80' dock, private pool, fenced yard, parking for 6 vehicles plus two boat trailers. Only minutes from the Atlantic Ocean and Gulf of Mexico. Enjoy world class fishing and diving. Sombrero Beach is stunning and only a mile away. Beautiful neighborhood with golf course views from the front.

New oceanfront 5BR home w/pool, slip, and beach
Your Ultimate Florida Keys Escape! Welcome to Emerald Landings, where paradise meets luxury. This newly constructed Marathon waterfront home has breathtaking open water views, heated pool, and 50' boat slip in a protected marina with private beach. The home has 5 bedrooms, 5 baths, and two master suites featuring water view balconies. This haven promises an unforgettable stay!
Popular amenities for Boot Key Harbor vacation rentals
Other great vacation rentals in Boot Key Harbor

Golfside Tropical Retreat With Pool

The Lucky Fisherman Retreat

Harbor hideaway 50’dock 3Br/2Ba All amenities

Sombrero Beach Getaway

Tiny Home Aqua Lodges 2/1

Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.

Vida De Aqua - Water Life!

Boot Key Harbor Penthouse
Destinations to explore
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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Calusa Campground
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- Theater of the Sea
- Fort Zachary Taylor Historic State Park
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Harry Harris Beach and Park
- Founder's Park
- Southernmost Point
- History Of Diving Museum
- Key West Butterfly & Nature Conservatory
- Conch Key
- Key West Lighthouse Museum
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Curry Hammock State Park
- The Rain Barrel Village





