Holiday rentals in Boot Key Harbor

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Boot Key Harbor

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Villa in Marathon

4.95 out of 5 average rating, 119 reviews

4/3 Private Pool w Heater/Dock/Kayaks & more incl.

Our home is close to grocery stores, restaurants and dining, the beach, family-friendly activities, and public transport. You’ll love my place because of the high ceilings, the views, the location, the people, and the ambiance. Our place is good for couples, business travelers, and families (with kids). Included in the rental you'll have access to 4 bicycles for adults and 2 tandem kayaks and 2 paddle boards during your stay. We have a cooler, 2 beach umbrellas and 4 beach chairs for your use.

1–8 Jun

€ 788 per night

Guest favourite

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.

2–9 Aug

€ 238 per night

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 36 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

Welcome to Casa Pina! Located right in the heart of Marathon. Enjoy your trip to the keys in this stunning custom canal-front, 3 bed/3 bath private house comfortably accommodating 8 ppl, with soaring 25 ft wood ceilings, your own private pool, large yard, 40 ft dock, kayaks, paddle boards, grill. Plus a huge screened in Patio and game room with a pool table. Driveway with Ample parking, enough for four cars+ or three and a boat. This house has everything you need for your Florida Keys getaway!

29 Sep – 6 Oct

€ 543 per night

Superhost

Home in Marathon

4.87 out of 5 average rating, 15 reviews

Serenity at Sombrero | Private Pool, Spa & Dock

Stay in Luxury! Enjoy the new construction and décor of this sparkling clean waterfront home. Brand new dock and pool with built in hot tub! Your stay in Marathon will be perfect! Minutes from Sombrero Beach located on a beautiful canal minutes from everything including the Turtle Hospital, Aquarium Adventures, shopping, bait shops, restaurants, and fast food. The secluded location of this house will let you decompress in peace while still being close to everything Marathon has to offer.

25 Jan – 1 Feb

€ 614 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!

22–29 Sep

€ 412 per night

Guest favourite

Cabin in Marathon

4.9 out of 5 average rating, 21 reviews

New Cabins at Bonefish Bay

Make some memories at this unique and family-friendly place. Bring the family or just a romantic get away to enjoy the Keys. These new cabins have all your needs. Full bathroom and kitchen. Cozy but spacious. We also have boat ramp and dock space so you can bring your boats and water toys. We are located in the middle of the Florida Keys and easy access to all attractions and restaurants. We do have a big pool, bikes, and kayaks for our guests to use during their stay.

5–12 Sep

€ 192 per night

Guest favourite

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.

5–12 Apr

€ 872 per night

Guest favourite

Villa in Marathon

5.0 out of 5 average rating, 19 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.

31 Jul – 7 Aug

€ 1,115 per night

Guest favourite

Home in Marathon

4.9 out of 5 average rating, 136 reviews

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.

15–22 Mar

€ 395 per night

Superhost

Home in Marathon

4.9 out of 5 average rating, 21 reviews

Tropical Dream Vacation - 3bdrm/2bath CANAL FRONT!

Family friendly, newly renovated, modern beach home located in Marathon, the heart of the Florida Keys - CANAL FRONT! This property contains a spacious environment, with 3 bedrooms, 2 bathrooms, an open concept living room that has a queen size sofa bed, a private pool, and a 50 ft private dock. It is located less than one mile (0.8 miles) from the beautiful Sombrero Beach! We hope you enjoy our Tropical Dream Vacation Home! #VACA-22-149

12–19 Oct

€ 411 per night

Guest favourite

Apartment in Marathon

4.87 out of 5 average rating, 191 reviews

Sombrero Beach Tropical Getaway

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

19–26 Jun

€ 250 per night

Guest favourite

Home in Marathon

4.93 out of 5 average rating, 169 reviews

Beach, 70ft Dock, Entire Home, VACA-23-16

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.

19–26 Nov

€ 416 per night