
Holiday houses in Florida Keys
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Top-rated holiday rentals in Florida Keys
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Island Sanctuary Islamorada
Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

Beach House, Private Pool, Dock, Gulf View Sunsets
You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Soencers boat yard Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada

W10 - 4 Bedroom Sombrero Isle Beauty on Crystal Lake
This spacious 4-bedroom, 3-bath home is a half a mile from the picturesque Sombrero Beach. Located on Sombrero Isle's Crystal Lagoon, this tropical oasis features ample deep water dockage and is minutes from Sister's Creek and a short trip to the Atlantic Ocean and Gulf of Mexico via the 7 mile bridge. The lower level of this home offers a second living area with a pool table and separate bathroom and a fourth bedroom with bunk beds.

Premium Floating Bungalow by Stay Ombi
Welcome to Stay Ombi, a fully off-grid escape on the gentle waters of Buttonwood Sound in the Florida Keys. Ombi offers three bungalows, crafted to immerse you in nature - without compromising on comfort. Guests are transported to the bungalow by boat (10-minute trip), which will be pre-stocked with all of your requested comforts. Our concierge team will work with you upon booking to plan one of the most unique experiences in the Keys.

Direct to Ocean! Private Pool, Bikes, Paddleboards
Blue Shell is a delightful new canal front vacation home with a pool, just a minute to the ocean and open water and lots of fun amenities! It is also about 10 minutes from both Coco Plum Beach and Sombrero Beach. The dock is 50' and there is parking on the side of the house for truck and trailer. Additional parking under and in front of the house, but not parking in the street please. Two vehicles recommended. Three max.

Hunter 26 Sailboat
A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!
This newly renovated tastefully decorated 3 bedroom, 3 bath home (pull-out couch) has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest use are 2 bikes, 3 kayaks, and a paddleboard! It has a large pool with plenty of room for everyone to swim and play.

Canalfront Home Ocean accessible
Beautiful waterfront property offers quick and easy access to the Atlantic Ocean, perfect for boating and fishing enthusiasts. Featuring a spacious dock, corner lot, and stunning water views, it’s ideal as a vacation rental or personal getaway. Enjoy the tropical lifestyle with nearby restaurants, shops, and attractions in the Florida Keys. A true boater’s paradise!
Popular amenities for Florida Keys holiday rentals
Other great holiday rentals in Florida Keys

Calm Palms- Corner canal, pool w/ screen, kayaks

Marathon Sleeps 8 | Hot Tub • Game Room • Pets

Dolfan Oceanfront Cottage Direct oceanfront with 5

Honeymoon Harbor

Perfect escape to the ocean

Oceanview Marathon - Screened Porch, Theater & Bar

KW Beach house with heated pool, dock, accessible

Wonder Sea Houseboat | 2 PPL| Kayak |Camping Style
Frequently Asked Questions
Where is Florida Keys located?
Florida Keys is a chain of islands stretching off the southern tip of Florida, surrounded by the Atlantic Ocean and Gulf of Mexico. The area is known for tropical scenery, marine life, and distinct communities rooted in maritime traditions.
When is the best time to visit Florida Keys?
Visitors often favor late winter and spring for milder temperatures around 66–81°F (19–27°C) and lighter rainfall. Summer months can be warmer, reaching near 91°F (33°C), with more frequent showers, but activities continue year-round.
What are some things to do near Florida Keys?
You can explore local coral reefs by snorkeling or diving, visit historic sites in Key West, and enjoy kayaking or fishing around the islands. The region also has public beaches, galleries, and culinary experiences shaped by coastal influences.
How is the weather near Florida Keys?
Florida Keys has a subtropical climate, with winter temperatures near 61–76°F (16–25°C) and warmer summers reaching 78–91°F (25–33°C). Rain is more frequent from May to October, so light clothing and sun protection are recommended throughout the year.
Destinations to explore
- Seminole Holiday rentals
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- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Everglades National Park
- University of Miami
- Calle Ocho Plaza
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Key Biscayne Beach
- Crandon Beach
- CG Cosmetic Surgery
- Biltmore Golf Course Miami
- Florida International University
- Avana Plastic Surgery
- Phillip and Patricia Frost Museum of Science
- Coral Castle
- Fairchild Tropical Botanic Garden
- Mia Aesthetics Miami
- Schnebly Redland's Winery & Brewery
- Things to do Florida Keys
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- Things to do Florida
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