The Florida Keys, a group of tropical islands spanning 120 miles off Florida’s southern coast, is a distinguished destination for fishing, snorkeling, boating, and scuba diving. Watersports are also popular here. Enjoy stand-up paddleboarding or go kayaking through mangrove forests. Check out Captain Hooks Marina and Dive Center for scuba diving, exploring living coral barriers, and chartered fishing. Relax and bask in the heat of the sun at Anne’s Beach or Coco Plum Beach. A drive along the scenic Seven Mile Bridge will be rewarding, while an afternoon in Ernest Hemingway Home and Museum enlightening. Visiting the marine creatures at Key Largo Undersea Park will be fascinating, too. Feel the barefoot sensation of powdery white sand lapped by clear waters and stay in one of the best beachfront cottages in Florida Keys, Florida, listed below.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, accommodation type, prices, availability of dates, decor, and location with easy access to beach. The image galleries get refreshed with the latest updates regularly. They were last updated on March 12, 2024.
1. Elegant octagon-shaped cottage with pool, Marathon (from USD 336)
A Key Lime Grove villa at CocoPlum Beach and Tennis Club and Marina in the middle of Florida Keys is hard to beat. A relaxing whirlpool hot tub and an inviting heated swimming pool are located right on the beach. Scuba dive in the cobalt blue sea and see stunning shipwrecks and marine animals.
The octagon-shaped villa, featuring two bedrooms and two full baths, sleeps six. Each cozy bedroom and the family room has a massive flat-screen TV. The living and dining areas are bright and airy, with soft white walls and ceilings and blonde wood furnishings. Enjoy the view of the landscaped garden fringed with palm trees from the screened patio.
79.89 km (49.7 mi) from John Pennekamp Coral Reef State ParkAccommodates: 6
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Amenities & Room:
the beds were comfortable & i loved having washer/dryer to wash our clothesCleanliness:
the condo itself was clean & although it was older had everything we neededclean cool quiet comfortable well equipped nicely furnisheddated carpeting and bathrooms but the unit is cleanthe beach is clean and quiet and has a great swimming areaother improver is that house cleaning agent smell was quite strong- would be good if much lessHost:
the staff was helpful when picking restaurants tooproperty manager was very helpful with our booking and any additional information or supplies we neededRead more reviewsLocation:
nice location quiet and close to everythingthe location was quiet and beautifully landscapedgood location to the pool and beachlocation is central in the keys and has a lot of good dinner locations close bygreat location to enjoy pool and little beach
2. Beachfront hideaway in the heart of Key Largo (from USD 300)
This captivating beachfront rental in Key Largo is a quiet oasis for four guests. The nautical-themed living area is spacious and cozy with wide glass windows, ample seating, and a massive TV. The kitchen is fully equipped, with a breakfast bar and rattan stools. The peaceful bedroom has a queen-sized bed and leads to the roomy deck, while the bath is cozy and spacious. For added convenience, a pull-out sofa and WiFi are also available.
Go snorkeling or paddle out to the sea using the kayaks provided. Key Largo Undersea Park is just 4.1 miles (6.6 kilometers) from the property.
10.12 km (6.3 mi) from John Pennekamp Coral Reef State ParkAccommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Read more reviewsHost:
the property and staff were greatthe property was every clean and the staff very helpful/friendly
3. The Captain's, Key Largo (from USD 314)
Established in Key Largo, where some of the best dive and snorkel sites are found, The Captain’s is a relaxing bayside cottage perfect for sunset watching and plenty of watersports. Guests have unlimited use of canoes, kayaks, paddleboards, snorkels, and fishing gear. For experienced sailors, the property’s sailboats are at your disposal to see manatees, dolphins, and birds.
Constructed in the 1950s as a remote fishing camp, it is now a modern cottage with a relaxing vibe. The living area is airy with floor-to-ceiling glass windows, light wood furnishings, and nautical-inspired decor. With two bedrooms and a bath with a jetted tub, the cottage is perfect for a group of six. The kitchen is equipped with a compact refrigerator and a coffee maker.
Key Largo, Florida, United States
9.96 km (6.2 mi) from John Pennekamp Coral Reef State ParkAccommodates: 6
4. Banana Cabana, Key Largo (from USD 421)
Located a few steps away from Key Largo’s sandy beaches, Banana Cabana is a dainty beach cottage that sleeps six. A homey feel emanates from the simple and pretty furnishings. The two bedrooms are cozy, the bath with a glass-in shower is well-appointed, and the well-equipped kitchen is neat and streamlined. Wifi is accessible on the whole property.
Guests are welcome to use the kayaks and paddleboards. The use of the dock is also free of charge. Furthermore, the accommodation is pet-friendly and welcomes your furry friends at no extra cost.
Key Largo, Florida, United States
10.09 km (6.3 mi) from John Pennekamp Coral Reef State ParkAccommodates: 6
Top guest reviews
Cleanliness:
the house was very clean and well decoratedit was clean and all our needs were metthis place was excellent everything was very cleangreat spot that sparkling clean following the stormthe banana cabana was wonderful the house and the property were well-maintained and cleanHost:
our host was friendly and helpfulRead more reviewsLocation:
no issues and great location would book againabsolutely beautiful outdoor area and a great location as welltanya's place is quiet and in a nice locationthis secluded location is perfect we enjoyed the weekend fishing and relaxinggreat place near a lot of local places in town and can't beat the private beach
5. Charming cottage on a private beach with kayaks, Islamorada
This oceanfront cottage nestles in a secluded part of the beautiful Island of Islamorada. Set on a private beach that’s lush and unmarred from mass tourism, this charming house is bright and airy with plenty of glass windows, cozy wicker furnishings, and a fast WiFi connection. The cable TV has plenty of premium channels and access to Netflix. Fully furnished with everything guests may need, even kayaks are available.
The cottage has a minibar with a view, a spacious living area, and a fully stocked kitchen. The two bedrooms can sleep six guests. You’ll see ospreys, herons, and eagles from the covered patio. Fish in the sea or paddle on a kayak to nearby islands.
Islamorada, FL, US
47.73 km (29.7 mi) from John Pennekamp Coral Reef State ParkAccommodates: 6
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Amenities & Room:
the washer dryer room in the bedroom was excellent and very convenient especially the speed washCleanliness:
house smelled very clean when we first walked inhouse is clean and well-maintainedthe house was clean and well stockedsuper clean and convenient to everythinghome is very clean and very well stocked with towels toiletries etcRead more reviewsLocation:
excellent walking path across the street from housethe location of this house was amazing- private beach was a fabulous perkluckily our friends house up the street had a poolnice clean and well maintained beach home property location was ideal for many activities to do in the area
Enjoy barefoot beach fun in Florida Keys
The Florida Keys is a dreamy beach destination in the southern point of Florida. Whether you plan to kayak on mangrove-rich coasts, scuba dive in exhilarating dive spots, or have a fun night with music, food, and wine in bars by the sea, the Florida Keys is the ideal place for you. So get your beach gear ready, put on your stylish sunglasses, and sail to the captivating islands of the Florida Keys.
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