
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.

True Miami Gem - Near Beaches Private Parking
Experience elevated comfort in this beautifully designed retreat. Featuring a serene king suite, a queen bedroom, and a full bedroom, perfect for families or groups. Enjoy a stylish open living space, fully equipped kitchen, smart TVs, and in-unit laundry. Unwind on the private deck with seating and a BBQ grill, ideal for relaxing evenings under the stars. Whether a weekend escape or an extended stay, this home provides a sophisticated setting where every detail has been carefully considered.

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.

6. Adventurer's Waterfront Cabana | Key Largo
Unwind in this Modern Key Largo waterfront studio, nestled on a canal with ocean access near Rodriguez Key, Mosquito Bank, and shipwrecks. Just minutes from John Pennekamp Park. Enjoy a full kitchen, ice-cold A/C, Smart TV, Wi-Fi, and assigned parking. Boaters can reserve our dock or use nearby Pilot House Marina. Snorkel reefs, kayak mangroves, or dine at local favorites like The Fish House, Sundowners, and Key Largo Fisheries. Comfort, adventure, and location in one perfect stay.

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

Waterfront 4BR | Dual Living | Hot Tub | Dock
Mimosa Manor is a stunning, newly renovated 4-bedroom, 3-bathroom waterfront home, comfortably sleeping 8 guests. This modern coastal retreat features a chef's kitchen, private downstairs living, an 8-person hot tub, tiki hut, and a 37.5-foot dock. Located across from a golf course and Pickleball courts, it offers premium amenities and direct canal access for an unforgettable stay.
Popular amenities for holiday home rentals in Florida Keys
Family-friendly holiday home rentals

Keys Relaxing Getaway

Ocean Shores Villa 3 with pool and boat slip

1. A Cozy Waterfront Apartment in Key Largo

4. Tranquil Waterfront Stay in Key Largo

Historic Cigar House. 3rd floor Suite W/Kitchen

Luxurious Apartment with views of Biscayne Bay!

6. Adventurer's Waterfront Cabana | Key Largo

Waterfront, GROUND LEVEL, Awesome Sunsets!!!
Holiday home rentals with a patio

Private bdr & bth with golf views +canal with pool

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

Fabulous View from 1 bedroom unit in Key Largo.

The best location in Brickell, walking everywhere

Port Antigua NEW lux apart

Casa Bella | Unit C

Luxurious 2 bedroom in the heart of Miami

Beautiful Kawama Townhouse
Holiday home rentals with a washing machine and dryer

Deluxe Studio King (500 SQFT) Beach Service

NEW! Luxury Villa with Resort Amenities

Walking to the beach

Tropical Luxury Escape – Free Rental Car Included!

NEW! Luxury Villa with Resort Amenities

Deluxe One Bedroom (1200 SQFT) Beach Service

Deluxe 2Bedroom/2Bath (1700 SQFT) Beach Service
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
- Clearwater Holiday rentals
- St. Petersburg Holiday rentals
- Apartment rentals Florida Keys
- Guest house rentals Florida Keys
- Mansion rentals Florida Keys
- Townhouse rentals Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Private suite rentals Florida Keys
- Motorhome rentals Florida Keys
- Rentals with a sauna Florida Keys
- Rentals with a cinema Florida Keys
- Boat rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with lake access Florida Keys
- Houseboat rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Beach house rentals Florida Keys
- Rentals with a patio Florida Keys
- Villa rentals Florida Keys
- Flat rentals Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Beach apartment rentals Florida Keys
- Rentals with a kayak Florida Keys
- Campsite rentals Florida Keys
- Hotel rooms Florida Keys
- Waterfront rentals Florida Keys
- Cottage rentals Florida Keys
- Tiny house rentals Florida Keys
- Rentals with a fireplace Florida Keys
- Smoking-friendly rentals Florida Keys
- Bungalow rentals Florida Keys
- Rentals with pools Florida Keys
- Resort rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- Rentals with an EV charger Florida Keys
- Boutique hotels Florida Keys
- Rentals with beach access Florida Keys
- Rentals with a firepit Florida Keys
- House rentals Florida Keys
- Beachfront rentals Florida Keys
- Family-friendly rentals Florida Keys
- Holiday home rentals Florida
- Holiday home rentals United States
- Bayfront Park
- Everglades National Park
- Brickell City Centre
- University of Miami
- Dolphin Mall
- Sombrero Beach
- Kaseya Center
- LoanDepot Park
- Bayside Marketplace
- Florida International University
- John Pennekamp Coral Reef State Park
- Zoo Miami
- CG Cosmetic Surgery
- Key Biscayne Beach
- Dadeland Mall
- Biscayne National Park
- Crandon Beach
- Biltmore Golf Course Miami
- Schnebly Redland's Winery & Brewery
- Calusa Campground
- Coral Castle
- Mia Aesthetics Miami
- Miami International Mall
- Homestead-Miami Speedway
- Things to do Florida Keys
- Art and culture Florida Keys
- Entertainment Florida Keys
- Tours Florida Keys
- Nature and outdoors Florida Keys
- Food and drink Florida Keys
- Sports activities Florida Keys
- Sightseeing Florida Keys
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States





