
Holiday home rentals in Florida Keys
Find and book unique holiday home rentals on Airbnb
Top-rated holiday home rentals in Florida Keys
Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

Ocean Shores Villa 3 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

1. Key Largo Waterfront Studio | Canal & Ocean
Settle into calm at this bright, modern Key Largo waterfront studio at Waterfront Cabanas — a canal-front rental with direct ocean access to the Atlantic and Florida Bay. Watch boats drift past, manatees surface, and nurse sharks cruise the seawall, then unwind to the quiet rhythm of the water. Sleeps 4, with a full kitchen, walk-in shower, Smart TV, fast Wi-Fi, ice-cold A/C, parking, and a private boat dock (by reservation). Minutes from John Pennekamp Park, snorkeling, diving, and boating.

The Mantell Plaza South Beach Studio balcony 01.
7 day minimum Charming Boutique building w/balcony, pool, gym & gardens. 1 block to Beach. Studio, cooktop, microwave. Washer, dryers in building. Minutes to Convention Center, shops, cafes, entertainment. Renovated. . TV FREE WIFI IN UNIT! Mantell Plaza. Sleeps 2 . SMOKING ON BALCONY ONLY. $600.00 USD CHARGE IF DETERMINED SMOKING IN UNIT. NO PARKING. Host Florida Realtor Cervera Real Estate, Inc. Elevator, stairs. Must have airbnb review. Provide photo identification after booking.

Historic Cigar House. 3rd floor Suite W/Kitchen
This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.

Cabana Club Condo: Key Colony Beach, FL
Located on the Atlantic Ocean in the middle keys. Accommodations for up to 10 people. Waking up to the sounds of ocean waves and the beautiful waters of the Florida Keys is breath taking. Very few are on a private beach. The unit is very spacious and well kept. Large master closet for storage. Private entrance and Cabana Club access during operating hours: ( Monday 10-5, Tuesday-Sunday 10-7 ). New furnishings, full kitchen, clothes washer and dryer. Minimum one week rental, seven nights.

Coral Gables Paradise 2
This property is centrally-located minutes away from South Beach, Miami Design District/Wynwood, Merrick Park , Miracle Miles and Coconut Grove. Perfect for families who want to walk in shopping malls, restaurants and the beautiful beaches Miami offers. For those who want to enjoy the nightlife, you will find Coconut Grove, South Beach, Wynwood, and Miami Design District between 10 and 20 minutes away. Here you will find the top-rated restaurants & most desirable lounges and clubs.

4-bedroom house with pool steps from the dock!
Bring your boat and experience Big Cypress, the Everglades and 10,000 islands in luxury! We have parking for 6+ cars and a carport for your boat or kayak trailer. You can also have access to a dock with a lift upon request. All beds have extremely comfortable mattresses and smooth bamboo sheets that let you sleep like you are at home. Bring the whole family for tons of fun in the sun. Relax with open living space inside or lounge by the pool. Guaranteed not to disappoint!

Perfect Paradise
Relax with family and friends at this newly renovated Marathon getaway! Located minutes from Sombrero Beach, boat ramps, restaurants, shopping, and local attractions, it’s the perfect base for your Florida Keys adventure. Enjoy boat and trailer parking, complimentary kayaks, a fire pit, grill, patio dining area, and a fully stocked kitchen. After a day on the water, unwind in the king suite or relax under the stars. Perfect for families, anglers, and beach lovers.

Waterfront, GROUND LEVEL, Awesome Sunsets!!!
This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

Beautiful Cozy Apartment.
Bring the whole family to this great place with lots of room for fun. Located in Homestead, you are in the central location for outlets, The Florida Keys, and Miami. 2 floor apartment with the main bedroom on the second floor. Also located on the second floor is the bathroom and shower. All Televisions are brand new smart Tv's. Avocado Villas is a quiet neighborhood, and the house is surrounded with security cameras for your protection.

Luxurious Apartment with views of Biscayne Bay!
New, fully equipped, apartment in Downtown Miami! The building is 3 years old with all the amenities a guest ask for! You Biscayne Bay and Miami beach from your room. Imagine being one block from Bayside Outdoor Mall , Kaseya center and walking distance to the Port of Miami! The pool is beautiful with a hot tub and cabanas to relax and enjoy to the downtown skyline. The gym is state of the art with peloton bikes! No pets allowed

Casa Bella | Unit D
Enjoy a stylish experience at this centrally-located place. Enjoy a stylish experience at this centrally-located place. Only a 15 minute drive from the airport and minutes from Coral Gables this can be your home away from home. With a full kitchen and large outdoor patio space you will be set for a stay of any length. This unit is on a shared lot with other residences and shares the backyard with one other unit.
Popular amenities for holiday home rentals in Florida Keys
Family-friendly holiday home rentals

NEWCoastal Modern 3 bedroom 2 bath beautiful Home

Key Largo Villa, Kawama K5, 3/3

1. Key Largo Waterfront Studio | Canal & Ocean

Historic Cigar House. 3rd floor Suite W/Kitchen

Ocean Shores Villa 3 with pool and boat slip

Waterfront, GROUND LEVEL, Awesome Sunsets!!!

4. Cozy Key Largo Waterfront Studio | Dive

Home of love and happiness
Holiday home rentals with a patio

Waterfront 4BR | Dual Living | Hot Tub | Dock

2 bdr & 2 bth on canal with pool, pickleball, golf

Experience Miami to the fullest• in !Casa Relax total.!

Luxurious 2 bedroom in the heart of Miami

Port Antigua NEW lux apart

Topsider week 25 unit 16, wk 29unit 2(water view)

Fabulous View from 1 bedroom unit in Key Largo.

Penthouse, stunning Bay views and High ceilings
Holiday home rentals with a washing machine and dryer

Deluxe 2Bedroom/2Bath (1700 SQFT) Beach Service

Walking to the beach

Tropical Luxury Escape – Free Rental Car Included!

NEW! Luxury Villa with Resort Amenities

True Miami Gem - Near Beaches Private Parking

Deluxe One Bedroom (1200 SQFT) Beach Service

Deluxe Studio King (500 SQFT) Beach Service

NEW! Luxury Villa with Resort Amenities
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Cape Coral Holiday rentals
- Nassau Holiday rentals
- St. Petersburg Holiday rentals
- Apartment rentals Florida Keys
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- Brickell City Centre
- Everglades National Park
- Bayfront Park
- Dolphin Mall
- University of Miami
- Kaseya Center
- Sombrero Beach
- Bayside Marketplace
- LoanDepot Park
- CG Cosmetic Surgery
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Dadeland Mall
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Mia Aesthetics Miami
- Avana Plastic Surgery
- Calusa Campground
- Schnebly Redland's Winery & Brewery
- Biltmore Golf Course Miami
- Homestead-Miami Speedway
- Miami International Mall
- Coral Castle
- Things to do Florida Keys
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- Wildlife Florida Keys
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- Things to do Florida
- Landmarks Florida
- Performances Florida
- Flying Florida
- Wellness Florida
- Water sports Florida
- Tastings Florida
- Outdoors Florida
- Cooking Florida
- Workouts Florida
- Cultural tours Florida
- Dining Florida
- Food tours Florida
- Galleries Florida
- Art workshops Florida
- Wildlife Florida
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