Villas and Holiday homes in Caribbean

102837 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Caribbean holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

102837 Villa rentals in Caribbean

Best Caribbean villas and holiday homes with a pool

Among the 102837 accommodations in Caribbean, here are the 4 best villas and holiday homes with a pool

Casa Coco-palma Superior 2 Master @ Casa Linda - Caribbean
9.6 10 reviews
Caribbean
26/06 – 29/06
142 â‚¬/nighttotal: 426 â‚¬ (3 )

Casa Coco-palma Superior 2 Master @ Casa Linda

2 1
house , Sosua, Cabarete
This family-friendly villa is located in Sosua, close to the beautiful beaches of Laguna SOV and Laguna Beach, making it a great choice for those looking to enjoy the Dominican Republic's natural beauty. It has received excellent ratings from previous guests, highlighting its high standards and comfortable accommodations.
The property has two bedrooms and two bathrooms, comfortably sleeping up to four guests. You'll enjoy a range of amenities including a private pool, a jetted tub, a garden, a tennis court, and concierge services, ensuring a relaxing and enjoyable stay.
Free Heated Pool Oasis 2 King Beds Near Beach - Caribbean
9.6 447 reviews
Caribbean
17/08 – 23/08
253 â‚¬/nighttotal: 1518 â‚¬ (6 )

Free Heated Pool Oasis 2 King Beds Near Beach

3 4
house , Cabana Colony
This house is located in Palm Beach Gardens, Florida, approximately 12 kilometres from Rapids Water Park and 13 kilometres from the Port of Palm Beach. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation features a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher, allowing guests to prepare their own meals. The house also offers a range of amenities, including a swimming pool, terrace, garden, and parking, ensuring a comfortable and enjoyable stay.
Casa Diana Y Santos Wifi And Laundry Are Included - Caribbean
Caribbean
27/06 – 04/07
52 â‚¬/nighttotal: 364 â‚¬ (7 )

Casa Diana Y Santos Wifi And Laundry Are Included

2 2
house , Playa Girón
This Playa Girón holiday home, a 15-minute walk (approximately 1.2km) from Playa Girón beach, offers convenient access to the area's attractions.
The 100 square metre property features two bedrooms with en-suite bathrooms, sleeping up to eight guests, a fully equipped kitchen, swimming pool, Wi-Fi, and optional breakfast/dinner service; bike rental is available on-site.
Casa Magua Las Galeras - Caribbean
9.8 55 reviews
Caribbean
08/07 – 20/07
349 â‚¬/nighttotal: 4188 â‚¬ (12 )

Casa Magua Las Galeras

1 8
house , Samaná
Casa Maguá, a private villa in Las Galeras, Samaná, is situated approximately 4.4km from La Playita and Playa Grande beaches.
This four-bedroom, four-bathroom property sleeps eight guests and boasts an infinity pool, jacuzzi, fully equipped kitchen, daily breakfast, and 24/7 security, all within easy reach of Las Galeras town and its amenities.

Best Caribbean villas and holiday homes with a kitchen

2nd Visit Guaranteed - Caribbean
9.6 10 reviews
Caribbean
26/06 – 29/06
168 â‚¬/nighttotal: 504 â‚¬ (3 )

2nd Visit Guaranteed

4 1
house , Sosúa
This Sosúa villa is centrally located, a short walk (0.3km) from Sosúa Beach and the Sosúa Jewish Museum.
The 74 square metre property offers four bedrooms, three bathrooms, sleeps eight guests, and includes a private pool, garden, and fully equipped kitchen; nearby activities include scuba diving and windsurfing.
Luxury Beachside Escape With Private Pool And Generator! - Caribbean
9.8 303 reviews
Caribbean
12/10 – 18/10
188 â‚¬/nighttotal: 1128 â‚¬ (6 )

Luxury Beachside Escape With Private Pool And Generator!

2 2
house , St Thomas
This beachfront villa near Cabes Point, St Thomas, offers direct beach access and is less than 1.6km from Sapphire Beach, providing easy access to several popular beaches including Lindquist and Turquoise beaches (within 1.6km).
The 130 square metre property sleeps four guests, boasting a private pool, fully equipped kitchen, Smart TV, DVD player, and garden; enjoy self-catering in this family-friendly residence with air conditioning and parking.
Naples Condo With Enclosed Balcony And Lake Views! - Caribbean
10 16 reviews
Caribbean
01/11 – 15/11
206 â‚¬/nighttotal: 2884 â‚¬ (14 )

Naples Condo With Enclosed Balcony And Lake Views!

3 6
apartment , Naples
This Naples apartment is located just 6.2 kilometres from Tin City, 3.5 kilometres from Tiburon Golf Club, and 3.6 kilometres from the Naples Museum of Art, offering easy access to some of the city's most popular attractions. The property has consistently received excellent ratings for user experience, location, and cleanliness.
This spacious apartment offers 154 square metres of living space, comfortably accommodating up to 6 guests in its three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private enclosed balcony with lake views, a fully equipped kitchen, air conditioning, free Wi-Fi, a tennis court, a spa, and parking.
Tortuga Suite At Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking - Caribbean
8.9 191 reviews
Caribbean
06/12 – 20/12
338 â‚¬/nighttotal: 4732 â‚¬ (14 )

Tortuga Suite At Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking

2 5
house , Key West
The Tortuga by Brightwild-Pool, Parking & Pets! is situated in Key West, just over 6km from the famous Duval Street and Mallory Square.
This two-bedroom property, spanning 74 square metres, features a private swimming pool, a hot tub, and a fully equipped kitchen, as well as free parking and Wi-Fi.

Frequently asked questions about villa rentals in Caribbean

  • What are the must-see attractions in the Caribbean?

    The Caribbean boasts a diverse range of must-see attractions. For stunning beaches, you can't miss Grace Bay Beach in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs should explore the historic forts of Santo Domingo in the Dominican Republic or Port Royal in Jamaica. For a taste of nature, a visit to the rainforest of Dominica or the lush landscapes of Barbados is a must. And for something different, consider exploring the underwater world with a scuba diving trip to Bonaire or exploring the unique rock formations of Antigua.
  • What are the best villa rentals in Caribbean?

  • Is the Caribbean known for mountains, beaches, forests, or other types of landscapes?

    The Caribbean's landscape is incredibly varied. While famous for its pristine beaches, it also features dramatic mountain ranges, like the Blue Mountains in Jamaica or the volcanic peaks of Martinique. Lush rainforests cover much of the islands, particularly in Dominica and St Lucia. You'll also find arid scrublands, particularly in some of the smaller islands, and extensive coral reefs surrounding many islands.
  • What are the best villa rentals with a pool in Caribbean?

  • What are the most surprising and hidden attractions in the Caribbean?

    Beyond the well-trodden tourist paths, the Caribbean holds many surprises. The Rio Camuy Cave Park in Puerto Rico offers a fascinating underground river system. The Baths on Virgin Gorda in the British Virgin Islands are unique rock formations perfect for exploring. The lesser-known island of Nevis offers a more tranquil and secluded experience, with stunning beaches and historical sites. And for a truly off-the-beaten-path adventure, consider exploring the untouched beauty of the smaller islands of the Lesser Antilles.
  • What are the best villa rentals with a jacuzzi in Caribbean?

  • What are some unique ways to learn about the culture of the Caribbean by engaging with its people?

    To truly understand Caribbean culture, engage directly with the locals. Attend a local rum distillery tour to learn about the process and history of this iconic spirit. Take a cooking class and learn to prepare traditional dishes. Visit local markets and interact with vendors, learning about their products and stories. Attend a local festival or celebration, such as Carnival in Trinidad and Tobago or Crop Over in Barbados, to experience the vibrant culture firsthand. Consider staying in a locally-owned guesthouse or homestay for a more immersive experience.
  • What are the best villa rentals for families and kids in Caribbean?

  • How much time should you set aside to thoroughly explore the Caribbean?

    There's no single answer, as the Caribbean is vast and diverse. To experience multiple islands and their unique cultures, you should plan for at least two to three weeks. Focusing on a single island allows for a deeper exploration of its culture, landscapes and activities, and a week is usually sufficient for this, but longer trips are always recommended.
  • What are the best pet friendly villa rentals in Caribbean?

  • Is there anything you might not think to pack for the Caribbean?

    While swimwear and sunscreen are obvious, consider packing insect repellent, especially if you plan on exploring rainforests or spending time outdoors in the evenings. A lightweight rain jacket is also useful, as rain showers can be sudden and brief. A reusable water bottle is essential for staying hydrated in the tropical heat. And don't forget a good book for relaxing on the beach!
  • What are the best villa rentals with parking in Caribbean?

  • What cultural experiences or workshops in the Caribbean offer something different?

    Many islands offer unique cultural experiences. Learn to make traditional crafts like pottery or basket weaving in Jamaica. Participate in a steelpan drumming workshop in Trinidad and Tobago. Take a class on Caribbean dance styles, such as reggae or zouk. Consider a visit to a local art gallery or studio to learn about the region's artistic traditions. Many locations offer workshops on local medicinal plants and their uses.
  • Are there any food festivals in the Caribbean where you can try local food?

    Yes, many food festivals celebrate the diverse cuisine of the Caribbean. The Taste of the Caribbean in Miami (although not in the Caribbean itself, it showcases Caribbean cuisine) is a large-scale event. Many islands also host smaller, local food festivals throughout the year; these are often tied to specific harvests or celebrations. Research the specific islands you'll be visiting to find events during your travel dates.

Best Caribbean villas and holiday homes with air conditioning

Beach Block Cottage With Putting Green, Everything  Needed For A Great Vacation. - Caribbean
9.8 29 reviews
Caribbean
20/08 – 24/08
176 â‚¬/nighttotal: 704 â‚¬ (4 )

Beach Block Cottage With Putting Green, Everything Needed For A Great Vacation.

2 3
cottage , Pompano Beach
This charming Pompano Beach cottage is situated a short distance from the beach, Pompano Beach, Hillsboro Inlet Lighthouse, and Pompano Municipal Pier, offering easy access to the area's main attractions. The property has received excellent reviews from previous guests.
The two-bedroom cottage has a floor area of 63 square metres and can accommodate up to 6 guests. It features a fully equipped kitchen, air conditioning, a private garden, a swimming pool, and a terrace, providing everything you need for a relaxing and enjoyable stay.
Cabaña Diana - Caribbean
9.1 196 reviews
Caribbean
27/09 – 04/10
114 â‚¬/nighttotal: 798 â‚¬ (7 )

Cabaña Diana

1 2
house , San Andrés
Cabaña Diana is located in San Andrés, just a short walk from Spratt Bight Beach and within 1.6 kilometres of Los Almendros Beach, offering easy access to the island's main attractions and a relaxed atmosphere. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has one bedroom and covers 60 square metres, providing comfortable accommodation for a small family or group of friends. Guests can enjoy a fully equipped kitchen, air conditioning, a terrace, and a garden, alongside a shared lounge and 24-hour front desk service for added convenience.
Coastal Farmhouse With Mini Golf, Private Beach &Spa - Caribbean
9.9 25 reviews
Caribbean
27/08 – 05/09
164 â‚¬/nighttotal: 1476 â‚¬ (9 )

Coastal Farmhouse With Mini Golf, Private Beach &Spa

2 2
house , Naples
This recently renovated coastal farmhouse-style holiday home is situated near Naples, Florida, 2.9km from the Naples Museum of Art and 7.4km from Tin City, offering private beach access and an on-site mini golf course.
The 80 square metre property sleeps seven guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, Jacuzzi, garden, spa, and free Wi-Fi; additional features include a private hot tub, sun terrace, and barbecue facilities (seasonal).
Superb Naples Home With Den And Private Saltwater Pool - Caribbean
9.8 93 reviews
Caribbean
01/11 – 15/11
330 â‚¬/nighttotal: 4620 â‚¬ (14 )

Superb Naples Home With Den And Private Saltwater Pool

3 6
house , Naples Park
This three-bedroom house in Naples Park is located just 3.4 kilometres from Vanderbilt Beach and 3.4 kilometres from Silverspot Cinema.
The 195 square metre property features a private saltwater pool, a spacious living room with a flat-screen TV, a fully equipped kitchen, and a garden with an outdoor dining area.

Best Caribbean villas and holiday homes with jacuzzi

Kwss110 Sunrise Suites - Dominican Suite 110 - Caribbean
Caribbean
06/12 – 20/12
346 â‚¬/nighttotal: 4844 â‚¬ (14 )

Kwss110 Sunrise Suites - Dominican Suite 110

2 5
house , Key West
Sunrise Suites' Dominican Suite 110 is located in Key West, 6.4 kilometres from the Southernmost Point and 6.9 kilometres from Ernest Hemingway Home and Museum and Duval Street, with convenient access 0.96 kilometres from Key West International Airport.
This 74 square metre apartment offers accommodation for up to 11 guests, featuring two bedrooms, two bathrooms (one with a hairdryer), a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, hot tub, balcony, fitness centre, tennis court, and lift access.
Your Own Spanish Villa Away From Home! - Caribbean
9.6 40 reviews
Caribbean
08/07 – 20/07
518 â‚¬/nighttotal: 6216 â‚¬ (12 )

Your Own Spanish Villa Away From Home!

5 8
house , Jupiter Farms
This five-bedroom Jupiter Farms seaside villa, sleeping twelve, is situated within 14.5 kilometres of several nature parks including Riverbend Park, Loxahatchee River Battlefield Park, and Limestone Creek Natural Area, also close to J.W. Corbett Wildlife Management Area and Palm Beach International Raceway.
The property boasts a private swimming pool, Jacuzzi, and terrace, alongside a fully equipped kitchen, free Wi-Fi, laundry facilities, and barbecue grills; housekeeping services are available.
Lovely 2 Bed Room Villa In Luxury Resort With Beach & Pool Access *Golf Cart - Caribbean
10 13 reviews
Caribbean
30/11 – 31/12
135 â‚¬/nighttotal: 4185 â‚¬ (31 )

Lovely 2 Bed Room Villa In Luxury Resort With Beach & Pool Access *Golf Cart

2 2
house , Río Grande
This family-friendly two-bedroom villa, named 'Lovely 2 Bed Room Villa In Luxury Resort With Beach & Pool Access *Golf Cart', is located in Mameyes II, Río Grande, less than 2km from Luquillo Beach and the Wyndham Rio Mar Golf Course, and within 5km of Carabali Rainforest Park and the Wyndham Rio Mar Casino.
The 167 square metre property boasts three bathrooms, accommodates six guests, and features a private pool, fully equipped kitchen, free WiFi, and access to a tennis court, game room, and on-site parking.
23516 Sandycreek Terrace 205 - Caribbean
Caribbean
30/11 – 31/12
188 â‚¬/nighttotal: 5828 â‚¬ (31 )

23516 Sandycreek Terrace 205

1 2
house , Estero
This Estero residence is situated for convenient access to local attractions, with its precise location in Estero offering proximity to amenities.
This 117 square meter detached house accommodates up to 7 guests, featuring 2 bathrooms, a fully equipped kitchen with a dishwasher and microwave, air conditioning, a swimming pool, jacuzzi, spa, fitness centre, tennis court, complimentary on-site parking, and high-speed WiFi, alongside an on-site water park and beauty services.
©2026 cozycozy.com