Villas and Vacation Homes in Florida Keys, FL

Book this vacation rental. You will be based in Cutler Bay.
Services and facilities: a dish washer, a kitchen and a washing machine. This house in Cutler Bay also has a terrace!

Located within the secure, family-friendly Venture Out gated community in Cudjoe Key, this apartment offers exclusive access to a saltwater pool, spa, tennis courts, and a marina with fuel and boat ramps, all situated within the tranquil Florida Keys.
This welcoming apartment, ideal for up to 5 guests, features 2 bedrooms and 2 bathrooms, a full-sized kitchen, complimentary WiFi, and provided beach towels and chairs, making it a perfect holiday home for exploring the coastal environment.

This beautifully designed 3-bedroom, 3-bathroom villa in Princeton offers a private and tranquil retreat, boasting exclusive luxury antique mirrors and elegant décor for a sophisticated stay.
Ideal for families or groups of up to 8 guests, this welcoming holiday home features air conditioning, a jacuzzi, a garden, and parking, providing all the comforts of home with modern finishes throughout.

The Sea Shell Cottage UNIT #2 is located on Summerland Key, 25 miles from Key West's dining and nightlife, and a 2-minute walk to Tonio's Seafood Shack & Tiki Bar, offering convenient access to boat ramps and nearby marinas.
This welcoming 1-bedroom, 1-bathroom cottage accommodates 2 guests and features an efficiency kitchen, air conditioning, WiFi, and complimentary use of resort amenities including a communal outdoor pool and gas grill, making it an ideal holiday home for exploring Bahia Honda State Park, just a 15-minute drive away.

Vacation house to rent. Your accommodation will be based in Marathon.
Services and facilities: a kitchen, a barbecue and free parking.

Centrally located in Marathon, this villa offers convenient access to local attractions and is a short drive to Key West and Key Largo, with Coco Plum Beach 3.6 miles away and Sombrero Beach 3.9 miles away.
This welcoming holiday home provides 1160 square feet of living space accommodating up to 8 guests, featuring a private above-ground pool, a tiki bar, a well-equipped kitchen, and parking for up to 4 vehicles, including boat trailers.

Prime waterfront property in Marathon offers direct ocean and gulf access from a spacious 70 ft dock, ideal for large boats, and is conveniently located just a short distance from Sombrero Beach, with bicycles provided for easy access.
This family-friendly villa boasts 1870 sq ft of living space, accommodating up to 8 guests with 3 bedrooms and 3 bathrooms, and includes complimentary passes to the Sea Turtle Hospital, making it a perfect holiday home.

Just 500 feet from the beach, this Key Largo villa offers a prime location in the Florida Keys, renowned for stunning sunsets and close proximity to restaurants and entertainment.
This family-friendly holiday home welcomes up to 14 guests with 5 bedrooms, 3 bathrooms, two fully equipped kitchens, a private swimming pool with a spa, and a combo game table for indoor fun.

Accommodation. Your accommodation will be located in Cudjoe Key.
Facilities and services: free parking, a terrace and a jacuzzi. Take advantage of the gym in this house in Cudjoe Key.

House rental listing. You will be in Key Largo.
Services and facilities include a jacuzzi, free parking and a kitchen. Enjoy a swimming pool in this house in Key Largo!

Vacation house to rent. This accommodation is based in Duck Key.
Facilities and services include a fridge, a swimming pool and a kitchen. Enjoy free parking with this accommodation in Duck Key!

Vacation house. You will be in Key West.
Services and facilities include a fitness center, a terrace and a fridge. Take a dip in the pool of this house in Key West!

This waterfront villa on Summerland Key offers exclusive access to Florida Keys Beaches and the Coupon Bight Aquatic Preserve, conveniently located 20 miles from Key West.
Boasting 750 square feet, this 2-bedroom, 1-bathroom holiday home accommodates up to 4 guests with a full kitchen, air conditioning, a swimming pool, and screened patio, plus shared dock and seawall access.

Tropical Seahorse At Coral Lagoon ~ Waterfront Villa W Resort Pool & Slip offers a prime waterfront location in Marathon's Coral Lagoon neighborhood, providing canal views and direct access to Vaca Cut for boating excursions, just a short drive from Sombrero Beach.
This 1430 sq ft villa comfortably accommodates 8 guests with 3 bedrooms and 2 bathrooms, featuring an open-concept living area, a fully equipped kitchen, complimentary WiFi, and access to a heated saltwater resort pool, private outdoor dining with an electric grill, and an on-site marina with a private boat ramp.

Located in a prime gated community in Key Largo, this villa is just minutes from the renowned John Pennekamp State Park and offers direct ocean access from its on-site marina.
This expansive 1500 sq ft holiday home comfortably accommodates up to 11 guests, featuring 4 bedrooms and 3 bathrooms, with access to exclusive community amenities including multiple swimming pools, a beach, and a lagoon, making it an ideal beach house for families.

This newly remodeled one-bedroom, one-bathroom cottage in Marathon offers direct channel access to open water, perfect for boaters, and is conveniently located just three lots from the ocean, making it an excellent choice for a holiday home.
Enjoy 550 square feet of living space in this family-friendly villa, accommodating up to four guests with a fully equipped kitchen, air conditioning, a swimming pool, and a garden, all within 4 miles of Sombrero Beach and close to essential amenities.

Directly on the beach in Layton, this holiday home offers stunning sea views and is located 12 miles from Florida Keys Aquarium Encounters and 19 miles from Theater Of The Sea.
This 2600 square foot villa accommodates 19 guests with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, and a terrace.

Located in Homestead, Florida, this red cottage is 3.7 miles from Fruit Spice Park and 6.8 miles from Florida Keys Factory Shops and Homestead Miami Speedway.
This welcoming holiday home offers air conditioning, a full kitchen, and accommodates up to 7 guests, providing a peaceful retreat with a garden and outdoor seating area.

Direct ocean access and stunning sunset views define this welcoming 2-bedroom, 2.5-bathroom villa in Duck Key, offering a "little slice of paradise" just minutes from world-class fishing and dining.
This holiday home provides direct ocean access with opportunities for dolphin and turtle spotting, kayaking through mangrove tunnels, and lounging at a nearby beachfront park, all while being conveniently located near a marina for boat rentals.

Located in Cutler Bay, this exclusive 4-bedroom, 2-bathroom villa offers a prime Miami address with convenient access to local attractions while maintaining a private setting.
This welcoming holiday home accommodates up to 10 guests and features air conditioning, a private swimming pool, a garden, and parking, ensuring a comfortable and memorable stay.

Located in Cutler Bay, this property is 11 miles from the University of Miami and 12 miles from Fruit Spice Park, offering convenient access to Zoo Parks and Arts.
This 2500 square foot villa features 5 bedrooms, 3 bathrooms, a private heated swimming pool, complimentary Wi-Fi, and private parking, making it an excellent holiday home for families.

Oceanfront on Duck Key, this exclusive villa is ideally situated just outside Marathon and adjacent to Hawks Cay Resort, placing you midway between Key Largo and Key West for exploring the Florida Keys.
This welcoming holiday home offers 2 bedrooms, 1 bathroom, and accommodates up to 4 guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, and multiple covered porches perfect for enjoying spectacular sunsets and world-class fishing, diving, and snorkeling.

Located within the exclusive Mariner's Club Key Largo oceanside community, this welcoming villa offers direct access to the Florida Keys' marine attractions.
This spacious and modern holiday home accommodates up to 8 guests and features access to the Oasis Pool, the largest swimming pool in the Florida Keys, along with a fitness center and game room for recreation.

Conveniently located just a short distance from the Florida Keys Aquarium Encounters and the Marathon Lady, this renovated 3-bedroom house offers a welcoming holiday home experience.
This impressive villa boasts air conditioning, a private hot tub, an outdoor grill, and ample parking for boat trailers, providing a comfortable stay for up to 8 guests.