
Beach house holiday rentals in Florida Keys
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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!
LocationValueIndoor spaces
4.89 out of 5 average rating, 118 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
ValueFamilyBackyard
4.96 out of 5 average rating, 201 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.
FamilyValueWi-Fi
4.99 out of 5 average rating, 75 reviews
Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
Experience the relaxing setting of this 4BR 4.5Bath home, ideally situated in the picturesque waterfront neighborhood of Marathon, FL. Discover the area's scenic beauty and a diverse selection of water activities, attractions, and landmarks. After a day of exploring, return to our home for a rejuvenating stay. ✔ 4 Comfy BRs ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Backyard (Pool, Games, BBQ, Lounges, Dining) ✔ 73-Foot Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!
FamilyLocationAir conditioning
5.0 out of 5 average rating, 60 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
ValueLocationWi-Fi
4.94 out of 5 average rating, 94 reviews
Paradise: Literally ON South Beach : 2bdrm/4bed
Welcome to your private entry into Heavenly PARADISE on the sugar white sandy beach of the gorgeous Marco Island!Rest in your beautiful, updated, 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&that's what you see 1ST when you open your eyes!!!! Brand NEW aplliances/combo Keurig, beach chairs,umbrella,cart/pool/jacuzzi/tennis courts. Long stays:nathaliev147at g mail.
FamilyValueSleep quality
4.95 out of 5 average rating, 114 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.
LocationFamilyOutdoor spaces
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.
ValueLocationAccuracy
4.85 out of 5 average rating, 112 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 additional fee.
FamilyLocationTV
4.91 out of 5 average rating, 87 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.
LocationValueCleanliness
4.92 out of 5 average rating, 133 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
LocationFamilyBackyard
5.0 out of 5 average rating, 12 reviews
SeaEsta! Bring your boat & 1 block to the beach!
Take a 1 Block walk to Sombrero Beach, dock your boat at this waterfront home or simply relax on the patio. 3 Bedrooms 3 baths. Large deck for cooking out. Direct access to the Atlantic. 65" TVs in all rooms. Enjoy your mornings by starting at our Coffee bar. Our home is fully furnished with all the essentials. We even include Kayaks, Bikes and Fishing Poles as well as Corn Hole and Giant Jenga. Boat Rental is offered at an additional cost. - VR License No: VACA -20-147
ValueFamilyKitchen
4.88 out of 5 average rating, 16 reviewsPopular amenities for Florida Keys beach house rentals
Beach house rentals with a pool

Exceptional vaca in Angler's Reef Islamorada
ValueLocationCondition
5.0 out of 5 average rating, 28 reviews
Pristine Cozy Penthouse Beach Condo Full Reno-1702
FamilyLocationBathroom
4.93 out of 5 average rating, 29 reviews
Resort 1BR | Partial Ocean View | Miami Beach
LocationFamilyCleanliness
4.93 out of 5 average rating, 41 reviews
Ocean Dream – Your Private Beach + Pool (M#31)
LocationBeachCleanliness

Lazy Manatee
LocationIndoor spacesNearby

Coconut Palms in Marathon
FamilyValuePool
4.96 out of 5 average rating, 55 reviews
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
FamilyLocationHospitality
5.0 out of 5 average rating, 17 reviews
(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home
ValueLocationPool
4.8 out of 5 average rating, 40 reviewsPrivate beach house rentals

BayFront Cottage,Bay Front Porch,Central AC,Beach
ValueFamilyCondition
4.75 out of 5 average rating, 198 reviews
Piece of paradise! Cozy waterview 2bdrm Condo
FamilyLocationAccuracy
5.0 out of 5 average rating, 12 reviews
NEW! Casa Largo - Golf Cart, 2 King, Pool, Kayaks
FamilyLocationIndoor spaces
4.95 out of 5 average rating, 40 reviews
Deckhouse
LocationValueAccuracy
4.77 out of 5 average rating, 84 reviews
Miami Blue Lake Beach House w/Theater & Mini Golf!
LocationFamilyKitchen
5.0 out of 5 average rating, 62 reviews
Oceanside home 111, dock,kayaks,bikes,pool,fishing
FamilyLocationKitchen
4.97 out of 5 average rating, 33 reviews
Latitudes-Ocean Front Pool
ValueFamilyGetting around
4.75 out of 5 average rating, 20 reviews
Oceanside home 107,dock,kayaks,bikes,pool,fishing,
LocationFamilyGetting around
4.94 out of 5 average rating, 34 reviewsPet-friendly beach house rentals

Blue Palms Retreat
FamilyLocationOutdoor spaces
4.94 out of 5 average rating, 18 reviews
Boaters delight! 1 min to open water, Dock & Beach
FamilyValueNearby
4.92 out of 5 average rating, 24 reviews
Beach Home and Boater’s Paradise Sombrero
LocationFamilyPets
4.5 out of 5 average rating, 8 reviews
Brand New 2025 RV 2BR + 2 Lofts, 2BA Pool & Marina
LocationFamilyHospitality
4.7 out of 5 average rating, 10 reviews
Waterfront Home With Beautiful Views
LocationNearbyGetting around

Grassy Key Ocean Front Beach House
LocationFamilyPool
5.0 out of 5 average rating, 9 reviews
Charming Beach House directly ON the beach
LocationFamilyBathroom
5.0 out of 5 average rating, 6 reviews
Spectacular 2BR Oceanfront Dog Friendly | Dock
CleanlinessAccuracyView
4.71 out of 5 average rating, 17 reviewsDestinations to explore
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