
Beach house holiday rentals in Florida Keys
Find and book unique beach houses on Airbnb
Top-rated beach house rentals in Florida Keys
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NEW! Casa Azul - Golf Cart, 2 King, Pool, Kayaks
No Hidden Fees! Book with confidence. No added Airbnb, resort, guest, or management fee when booking any of my homes. Casa Azul - Where the Salt Life Meets Luxury Welcome to your Key Largo vacation rental. No animals permitted, including service animals, due to owner allergies. This villa includes a private golf cart, pools, one adult kayak, three kids' kayaks, pickleball, tennis courts, a swimming lagoon, and a beach area. Enjoy kayaking, fishing, and snorkeling. Hundreds of 5-star reviews!
ValueFamilyCleanliness
4.89 out of 5 average rating, 119 reviews
Paradise: Literally ON South Beach : 2bdrm/4bed
Welcome to your private entry into Heavenly PARADISE on the sugar white beach of our gorgeous Island!Rest in your beautiful,super functional condo,then run to your own piece of beach right DOWNSTAIRS! Dine/watch the MAGICAL SUNSET SHOW right from your spacious balcony! Master:VIEW OF THE GULF:you see it 1St as you open your eyes!!!! Brand NEW aplliances/combo Keurig,beach chairs,umbrella,cart/pool/jacuzzi/tennis courts.Disclaimer AIRBNB forced us raise prices.Long stays:contact me via a message
FamilyValuePool
4.95 out of 5 average rating, 116 reviews
Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views!
Bring your family to the stylish 4BR 4.5Bath home in a tranquil waterfront area, and enjoy an unforgettable stay with your loved ones. Explore nearby attractions from this prime location, or spend the day soaking up the sun by the pool, fishing from the dock, savoring tasty BBQs, and much more! ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Outdoors (Heated Pool, Lounges, Dining, Games) ✔ Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking (4 Cars + Trailer) ✔ Ev Charger See more bel
FamilyLocationHeating
4.96 out of 5 average rating, 26 reviews
Boaters delight! 1 min to open water, Dock & Beach
Inquire for monthly discounts. The happy house 339 at ghee mail. Quaint and charming home nestled in the Florida Keys. Secluded single family property with open water access. Private Dock, Beach, kayak launch area with kayaks and bikes available to use. Very private tranquil location. See manatees/fish swimming by. Enjoy endless sunsets from the front porch. Fantastic views from every room in the house. Beds: 1 King bed, 2 twins, 2 trundle Marathon Vacation Rental License#. VACA-22-375
ValueLocationComfort
4.92 out of 5 average rating, 24 reviews
Modern Beach Lake-Front House in Miami !
Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach
LocationValueCheckout
4.96 out of 5 average rating, 204 reviews
Grouper Getaway @ Ocean Isles Fishing Village
Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.
ValueFamilyNearby
4.99 out of 5 average rating, 76 reviews
New Private 4/3 Single Family - Kayaks & Bicycles+
Blue Treasure at Sombrero Beach is a 2020 built single-family home in a private community within walking distance to the beautiful Sombrero beach and 5 minute boat ride to the ocean. This house is a private fully equipped 4/3 that has three king memory foam beds and one queen memory foam & queen sofa memory foam. All the rooms have a TV w/ cable & Netflix. We also have a separate downstairs area that we provide kayaks, paddle boards, and bicycles at no additional cost. License #:VACA-20-150
FamilyLocationParking
4.94 out of 5 average rating, 94 reviews
Oceanside home 109, dock,kayaks,bikes,pool,fishing
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #109 and I also rent adjacent homes 111 and 107 in case you need more than one. We are 80 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.
LocationFamilyBarbecue
4.94 out of 5 average rating, 33 reviews
Waterfront Villa & Sunset Views
Come and relax on your own veranda that overlooks the turquoise waters of the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay local to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.
LocationValueNearby
4.85 out of 5 average rating, 113 reviews
The Villa by the Bay Pool/Boat Dock, Islamorada Fl
Take your heart, family & fishing gear to the blissful Villa by the Bay! Located in the Heart of Islamorada Fl, Coral Cove is a beautiful small gated community. Deep-sea fishing awaits! Ocean access, heated private saltwater plunge pool with wonderful waterfalls. Balcony view with beautiful sunset & wonderful breezes. Enjoy walking distance to the finest restaurants. Community pool & kayaks. Beautiful sunsets await overlooking the bay. Private boat dockage included during your stay.
LocationFamilyCleanliness
5.0 out of 5 average rating, 12 reviews
The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.
FamilyLocationHospitality
4.93 out of 5 average rating, 134 reviews
P01 - New 3 bed, 3 bath with private pool
This beautiful new home offers 3 bedrooms, 3 baths and a comfortable open floorplan. Additionally, this property boasts and abundance of fabulous outdoor living space and is ideally located minutes from Coco Plum Beach. - Maximum Occupancy: 6 guests (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: 3 vehicle max - 3 bedroom/3 bathroom
FamilyLocationDecor
5.0 out of 5 average rating, 12 reviewsPopular amenities for Florida Keys beach house rentals
Beach house rentals with a pool

Sombrero Beach Serenity 4/3 Lagoon Views
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 5 reviews
Exceptional vaca in Angler's Reef Islamorada
LocationValueHospitality
5.0 out of 5 average rating, 28 reviews
Pristine Cozy Penthouse Beach Condo Full Reno-1702
ValueFamilyBiking
4.93 out of 5 average rating, 29 reviews
Resort 1BR | Partial Ocean View | Miami Beach
LocationValueWi-Fi
4.93 out of 5 average rating, 41 reviews
Ocean Dream – Your Private Beach + Pool (M#31)
LocationCleanlinessSleep quality

Coconut Palms in Marathon
FamilyLocationKitchen
4.96 out of 5 average rating, 55 reviews
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 17 reviews
Oceanfront community 114 Anglers Reef Islamorada
LocationFamilyCheckout
4.86 out of 5 average rating, 63 reviewsPrivate beach house rentals

Paradise awaits.
LocationFamilyBackyard
5.0 out of 5 average rating, 4 reviews
BayFront Cottage,Bay Front Porch,Central AC,Beach
LocationFamilyIndoor spaces
4.75 out of 5 average rating, 198 reviews
Piece of paradise! Cozy waterview 2bdrm Condo
FamilyLocationBathroom
5.0 out of 5 average rating, 12 reviews
Oceanside Islamorada 2/2.5 Home-Pool, Beach, Dock
Indoor spacesBeachHospitality

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
FamilyLocationView
5.0 out of 5 average rating, 60 reviews
Latitudes-Ocean Front Pool
LocationFamilyCleanliness
4.75 out of 5 average rating, 20 reviews
Oceanside home 111, dock,kayaks,bikes,pool,fishing
LocationFamilyCleanliness
4.97 out of 5 average rating, 33 reviews
Oceanside home 107,dock,kayaks,bikes,pool,fishing,
FamilyLocationHospitality
4.94 out of 5 average rating, 35 reviewsPet-friendly beach house rentals

Blue Palms Retreat
LocationFamilyCheckout
4.94 out of 5 average rating, 18 reviews
Beach Home and Boater’s Paradise Sombrero
LocationFamilyPets
4.5 out of 5 average rating, 8 reviews
NEW-Luxury Waterfront Island Home-BEACH, Pool Dock
FamilyConditionIndoor spaces
5.0 out of 5 average rating, 5 reviews
Brand New 2025 RV 2BR + 2 Lofts, 2BA Pool & Marina
FamilyLocationAmenities
4.7 out of 5 average rating, 10 reviews
Versace Mansion Neighbor (Floor 1) Sleeps 9
ValueLocationEV charging
4.9 out of 5 average rating, 10 reviews
Waterfront Home With Beautiful Views
LocationGetting aroundNearby

Grassy Key Ocean Front Beach House
LocationFamilyHospitality
5.0 out of 5 average rating, 10 reviews
Charming Beach House directly ON the beach
LocationFamilyLayout
5.0 out of 5 average rating, 6 reviewsDestinations to explore
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- Beach house rentals United States
- Brickell City Centre
- Everglades National Park
- Bayfront Park
- Dolphin Mall
- University of Miami
- Sombrero Beach
- Bayside Marketplace
- LoanDepot Park
- CG Cosmetic Surgery
- John Pennekamp Coral Reef State Park
- Dadeland Mall
- Zoo Miami
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- Kaseya Center
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- Crandon Beach
- Avana Plastic Surgery
- Homestead-Miami Speedway
- Miami International Mall
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Biltmore Golf Course Miami
- Florida International University
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