
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!
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
4.95 out of 5 average rating, 114 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
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
4.96 out of 5 average rating, 203 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!
5.0 out of 5 average rating, 60 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.
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
4.94 out of 5 average rating, 94 reviews
Oceanside home 111, 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 #111 and I also rent adjacent homes 109 and 107 in case you need more than one. We are 40 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.
4.97 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.
4.85 out of 5 average rating, 113 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
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
4.88 out of 5 average rating, 16 reviews
Beach Home and Boater’s Paradise Sombrero
Your Private Florida Keys Paradise Steps to Sombrero Beach Waterfront • Private Pool • 50 ft Dock • Direct Ocean Access Welcome to your dream escape in Marathon, the heart of the Florida Keys and the world’s fishing capital. This 2-bedroom, 2-bathroom coastal home offers everything guests come to the Keys for sun, sand, boating, and pure relaxation. Renta Lic: VACA-2025-205
4.5 out of 5 average rating, 8 reviewsPopular amenities for Florida Keys beach house rentals
Beach house rentals with a pool

Sombrero Beach Serenity 4/3 Lagoon Views
5.0 out of 5 average rating, 5 reviews
Exceptional vaca in Angler's Reef Islamorada
5.0 out of 5 average rating, 28 reviews
Pristine Cozy Penthouse Beach Condo Full Reno-1702
4.93 out of 5 average rating, 29 reviews
Resort 1BR | Partial Ocean View | Miami Beach
4.93 out of 5 average rating, 41 reviews
Lazy Manatee

Ocean Dream – Your Private Beach + Pool (M#31)

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

Heated Pool, Walking Distance to Beach
4.83 out of 5 average rating, 35 reviews
Paradise awaits.
5.0 out of 5 average rating, 4 reviews
BayFront Cottage,Bay Front Porch,Central AC,Beach
4.75 out of 5 average rating, 198 reviews
Piece of paradise! Cozy waterview 2bdrm Condo
5.0 out of 5 average rating, 12 reviews
Oceanside Islamorada 2/2.5 Home-Pool, Beach, Dock

Latitudes-Ocean Front Pool
4.75 out of 5 average rating, 20 reviews
Family Retreat
4.78 out of 5 average rating, 9 reviews
Oceanside home 109, dock,kayaks,bikes,pool,fishing
4.94 out of 5 average rating, 33 reviewsPet-friendly beach house rentals

Brand New 2025 RV 2BR + 2 Lofts, 2BA Pool & Marina
4.7 out of 5 average rating, 10 reviews
Versace Mansion Neighbor (Floor 1) Sleeps 9
4.9 out of 5 average rating, 10 reviews
Waterfront Home With Beautiful Views

Grassy Key Ocean Front Beach House
5.0 out of 5 average rating, 10 reviews
Charming Beach House directly ON the beach
5.0 out of 5 average rating, 6 reviews
Spectacular 2BR Oceanfront Dog Friendly | Dock
4.71 out of 5 average rating, 17 reviews
OCEAN FRONT PARADISE/ PRIVATE DOCK/AWESOME VIEWS
4.55 out of 5 average rating, 106 reviews
Powell Family Resort
4.86 out of 5 average rating, 42 reviewsDestinations to explore
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