
Beach house holiday rentals in Islamorada
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Top-rated beach house rentals in Islamorada
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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

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

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.

Beach Front
New built in 2023 WATERFRONT condo has it all. Sunrise & sunset views, OCEAN views with boats, manatees, fish, pelicans, pool views. Private white sand beach with lounge chairs & steps away from the pool. Enjoy this professionally decorated unit with high end furnishings. Upscale furniture throughout including patio. Close parking, elevator. Close to restaurants & more. Be the first to stay. Golf, pickleball, tennis all located in Key Colony Beach. 7 day minimum stay, City requirement.

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

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.

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

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks
Welcome to your Key Largo vacation rental. This oceanside villa is family friendly and filled with amenities, including a private Golf Cart, pools, one adult kayak, and three kids, kayaks, pickleball and tennis courts, and a unique swimming lagoon. Spend your days kayaking, fishing, boating, snorkeling, or visit the nearby beach at John Pennekamp State Park. Our villa has earned hundreds of 5-star reviews and Superhost status on all major platforms. No Hidden Fees!

#7 Waterfront 4Bed 3Bath Pool Home
🌸Home #7 "BEACHY🏖KEEN" Full WATERFRONT View over the docks and beach and Ocean!🌸 Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Cooled Private Swimming Pool 🤿and BBQ Patio. Includes Private Guest Beach🏖 with Kayaks and Paddle boards and Private powered ⛵Boat Dock right on the Gulf of Mexico! 🌅🥂 Kick back and completely🍷 relax in our Beautiful and 🍹comfortable home! Perfect for 🍻Adults and kids of all Ages!

Charming Beach House directly ON the beach
Islamorada Oceanfront home located directly on a private beach; enjoy swimming snorkeling, and ideal for kitesurfing! Perfect for taking a stroll on the beach and/or just enjoying the view of the Ocean. Enjoy the Tiki Hut & Hammock, BBQ Grill and more! Flat screen TVs in All bedrooms. Kitchen is fully equipped. The upstairs unit is a 2/2 and the downstairs unit is a 2/1 and they each have separate entrances. Both units are rented together, NEVER separately.

BayFront Cottage,Bay Front Porch,Central AC,Beach
This an open plan unit with direct views to Florida Bay. It is furnished, Central air conditioning, Free WI-FI, Cable Television with 75 channels. Linens are provided and the kitchen is fully equipped for cooking. You have private screen porch, parking in front and can even sit out back over looking Florida Bay or use our man made white sandy beech about 10' away. We have a Marina, Boat Ramp, Fire Bowl with firewood and are part of Kings Kamp RV Park.

Waterfront Home With Beautiful Views
Minimum Rental: 7 Days "Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people who treasure the tropical atmosphere offered here in The Florida Keys. This property is professionally managed by Keys Holiday Rentals.
Popular amenities for Islamorada beach house rentals
Beach house rentals with a pool

Oceanfront Angler's Reef Pool Home!

Beach Breeze

Oceanfront community 114 Anglers Reef Islamorada

Sunsets At The Cay
Private beach house rentals

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Paradise found!Key Colony Beach,Cabana Club.

Grouper Getaway @ Ocean Isles Fishing Village

Charming Beach House directly ON the beach

Island Breeze

Beachfront Villa - Florida Keys

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks

Beach Front
Pet-friendly beach house rentals

Deckhouse

Beautiful 2BR Oceanfront Dog Friendly | Dock

Bayhouse

Grassy Key Ocean Front Beach House

7 Mile Ocean Bliss

Spectacular 2BR Oceanfront Dog Friendly | Dock

4BR Waterview Dog Friendly | Pool | Balcony
Destinations to explore
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- Luxury rentals Islamorada
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- Beach house rentals Florida
- Beach house rentals United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Coral Castle
- Cocoa Plum Beach
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Conch Key
- Theater of the Sea
- Everglades Alligator Farm
- Far Beach
- Sea Oats Beach
- Monkey Jungle
- Long Key State Park
- Horseshoe Beach
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Schnebly Redland's Winery & Brewery
- Sandspur Beach
- Bahia Honda State Park
- Keys' Meads
- Long Beach