Vacation rentals in Boot Key

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Top-rated vacation rentals in Boot Key

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Marathon

4.91 out of 5 average rating, 54 reviews

Blue Ocean April Avail $295 3BR/3.5BA fully remod.

Start planning your perfect escape to the Florida Keys! Blue Ocean Bungalow is ideally located on a wide, deep-water canal with easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas with canal views, cozy sunroom with office nook, updated kitchen and two renovated bathrooms, a shaded outdoor happy hour deck, gas grill, parking for 3 cars and a boat trailer. City of Marathon License #VACA-21-344.

Jul 8 – 15

ﺩ.ﺇ1,395 per night

Guest favorite

Home in Marathon

4.88 out of 5 average rating, 8 reviews

4BR Sombrero Beach House on Canal w Dock & Pool

Welcome to our stunning waterfront home in Marathon! Min to open ocean and steps to Sombrero Beach. - 4BR/2BA waterfront home - Heated saltwater pool with spacious deck for lounging - 60' of canal front with private dock for direct ocean access and a step down for kayaking - Open living space with gorgeous canal views - Fully equipped and renovated kitchen, dining area for 8 - Steps to Sombrero Beach for swimming, snorkeling, diving and fishing - Parking for up to 3 cars - 3 min drive to Golf

Oct 15 – 22

ﺩ.ﺇ2,284 per night

Guest favorite

Guest suite in Marathon

4.98 out of 5 average rating, 184 reviews

Casa Mariposa: Easy walk to Sombrero Beach

Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, 1 0f 24 amazing AirBNB rentals in the Keys, and, in 2023, 1 of 23 Amazing Airbnbs In Florida Keys. Step out from your private suite to our 50' lap pool surrounded with tropical foliage, large patio, and tropical gardens. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in other lengths of stay.

Jul 4 – 11

ﺩ.ﺇ798 per night

Guest favorite

Cottage in Marathon

4.95 out of 5 average rating, 22 reviews

Catch n' Relax Canalfront Cottage in Marathon

Enjoy our cottage right on a deep canal with 50' dock. Step right into your boat to fish the Atlantic Ocean & Gulf or just relax & enjoy the view! Enjoy an outdoor kitchen space for fish fry & Happy Hour drinks. Tan on our loungers or enjoy dinner under the stars. Kayaks/Bikes for you too. A Perfect location Minutes from Airport, 7Mile Bridge, Sombrero Beach & other Attractions. Close to shops & restaurants. Easily launch your boat from a free public marina nearby. Rental License #VACA-22-85

Mar 8 – 15

ﺩ.ﺇ1,072 per night

Superhost

Home in Marathon

4.83 out of 5 average rating, 12 reviews

Beach house w/ Private Dock in Marathon FL

Forget your worries in this spacious and serene space! Located less than a 5 minute walk from Sombrero Beach, and 5minute drive from Publix, this beautiful Beach house even has its own Boating Dock! Right in the heart of Marathon Florida, this home is the perfect vacation home :) Master Bedroom has full bathroom, closet, and king bed, Bedroom #2 has king bed, bunk bed (w/pullout) full bathroom next to it Washer & dryer and complete kitchen, Kayak available for use, parking space for trailer

Dec 4 – 11

ﺩ.ﺇ1,360 per night

Guest favorite

Home in Marathon

4.87 out of 5 average rating, 54 reviews

Beautiful Beachfront Home w/ Pool/Tiki/Dock

Beautiful Beachfront home located directly across the street from famous Sombrero Beach, with heated pool & Tiki Bar. Large wrap around balconies provides stunning beach views, sunrises & sunsets for relaxation. It boasts open floor plan with a large entertainment area that includes a gorgeous Olhausen Pool table, large bedrooms & the master bath is also a steam room. A 45' dock & spacious yard is great for entertaining or barbecuing. Pool Heater is available for an added fee.

Jan 15 – 22

ﺩ.ﺇ3,803 per night

Guest favorite

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 82 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, the Turtle-by-the-Sea Guest Suite is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Newly rebuilt & reimagined, owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home.

May 25 – Jun 1

ﺩ.ﺇ708 per night

Superhost

Villa in Marathon

4.89 out of 5 average rating, 145 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Jan 29 – Feb 5

ﺩ.ﺇ1,519 per night

Guest favorite

Home in Marathon

4.99 out of 5 average rating, 106 reviews

Sea Ray Cove , 75’ boat dock, 1 block from beach!

2024 - New Weber grill This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Oct 15 – 22

ﺩ.ﺇ2,123 per night

Superhost

Villa in Marathon

5.0 out of 5 average rating, 18 reviews

Sombrero Beach house with dock and tropical pool

Casa MarBella @ Sombrero Beach offers plenty of indoor and outdoor space. Enjoy our beautiful pool with flowing waterfall which can be heated for an additional fee. Please inquire before booking. Dock on deep water canal with shore power and commercial ice maker in the garage. Weber gas grill, convenient outdoor counter with built-in ice chest and sink. Large yeti cooler with wheels, paddle board, 12ft fishing kayak, beach tricycle, pedal boat and 4 bikes.

May 19 – 26

ﺩ.ﺇ2,681 per night

Guest favorite

Home in Marathon

4.98 out of 5 average rating, 84 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

Oct 12 – 19

ﺩ.ﺇ1,705 per night

Superhost

Houseboat in Marathon

4.84 out of 5 average rating, 61 reviews

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Sep 6 – 13

ﺩ.ﺇ933 per night