
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, 116 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, 204 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
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
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.
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.
4.93 out of 5 average rating, 134 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
P87 - Modern 4 bedroom, 4 bath home on open water
Stunning views with premier Sombrero Beach location sets this home apart from all others! This ocean front home is spectacular inside and out! With 4 bedrooms and 4 full bathrooms this home can easily accommodate large groups; perfect for families or business colleagues. Please note, due to the number of stairs throughout this home it is not suitable for guests who have difficulty navigating stairs. There is no roof top is access.
5.0 out of 5 average rating, 19 reviewsPopular amenities for Florida Keys beach house rentals
Beach house rentals with a pool

Oceanside home 111, dock,kayaks,bikes,pool,fishing
4.97 out of 5 average rating, 33 reviews
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 reviewsPrivate beach house rentals

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

Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views!
4.96 out of 5 average rating, 26 reviews
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 107,dock,kayaks,bikes,pool,fishing,
4.94 out of 5 average rating, 35 reviewsPet-friendly beach house rentals

Beach Home and Boater’s Paradise Sombrero
4.5 out of 5 average rating, 8 reviews
NEW-Luxury Waterfront Island Home-BEACH, Pool Dock
5.0 out of 5 average rating, 5 reviews
Brand New 2025 RV 2BR + 2 Lofts, 2BA Pool & Marina
4.7 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
Powell Family Resort
4.86 out of 5 average rating, 43 reviewsDestinations to explore
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