Villas and Holiday homes in Caribbean

136408 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Caribbean villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

136408 Villa rentals in Caribbean

Best Caribbean villas and holiday homes with a pool

Among the 136408 accommodations in Caribbean, here are the 4 best villas and holiday homes with a pool

New Adorable Villa 7 Min To Beach Trampoline - Caribbean
9.6 122 reviews

New Adorable Villa 7 Min To Beach Trampoline

house, Deerfield Beach
This house is located in Deerfield Beach, just 4.5km from the beach and 2.6km from the town centre, making it ideal for exploring the area. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This four-bedroom house spans 158 square metres and comfortably accommodates up to 16 guests. Enjoy a private pool, air conditioning, a fully equipped kitchen, a balcony and terrace, free Wi-Fi, and parking.
Villa Dulce Refugio - Caribbean
9.3 94 reviews

Villa Dulce Refugio

house, Cabrera
Villa Dulce Refugio is a detached house located in Cabrera, 2.1 kilometres from Playa La Boca De Arroyo Salado and 58 kilometres from Samana El Catey International Airport.
This detached house offers 10 square metres of floor area with one bedroom and one bathroom, featuring air conditioning, a swimming pool, a terrace, a garden, and a spa, with complimentary WiFi and on-site room service available.
The Gulfview Retreat - Caribbean
9.0 3 reviews

The Gulfview Retreat

house, Bonita Springs
This Bonita Springs flat offers direct beach access, just a 2-minute walk from Bonita Beach and 25.7 kilometres from Tin City, with Delnor-Wiggins Pass State Park 6.3 miles away and Silverspot Cinema 8.2 miles away.
This 47 square metre residence accommodates up to seven guests, featuring air conditioning, a private entrance, a well-equipped kitchen with a dishwasher, and an outdoor swimming pool, with facilities for disabled guests also provided.
Seagrape Cottage - Caribbean
9.8 402 reviews

Seagrape Cottage

house, Delray Beach
This holiday home is located in Highland Park Delray, a short walk from Putt'n Around and Atlantic Avenue and within a 15-minute walk of Veterans Park and the Puppetry Arts Center of the Palm Beaches. The accommodation has received excellent ratings for location, cleanliness and overall user experience.
The property features a fenced private yard, perfect for children to play in. The house offers a fully equipped kitchen, a swimming pool, a terrace/balcony and a garden, ideal for enjoying the Florida sunshine.

Best Caribbean villas and holiday homes with a kitchen

Rio Grande  Rio Mar Cluster 2,vista Del Mar- View - Caribbean
9.5 111 reviews

Rio Grande Rio Mar Cluster 2,vista Del Mar- View

house
This villa is located in Mameyes II, just a short walk from Luquillo Beach and the Wyndham Rio Mar Casino, with the Wyndham Rio Mar Golf Course and Carabali Rainforest Park within 5km. The accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The property is a 1-bedroom, 1-bathroom villa with a floor area of 74 square metres, suitable for a maximum of 2 guests. It features a private pool, spa, tennis court, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.
Villa Caraïbes/piscine/jacuzzi/200m Plage/wifi100m - Caribbean
9.7 126 reviews

Villa Caraïbes/piscine/jacuzzi/200m Plage/wifi100m

house
This beachfront villa in Las Terrenas is a short walk from La Iglesia Beach and Playa Ballenas, and within 2km of Beach Garden Plaza and the Haitian Caraibes Art Gallery.
The 170 square metre property boasts three bedrooms, three bathrooms, sleeps six guests, and includes a private pool, jacuzzi, spa, and fully equipped kitchen; limited housekeeping is provided.
Lover's Key Oasis - Caribbean
8.0 1 review

Lover's Key Oasis

house, Bonita Springs
Lover's Key Oasis, a beachfront flat in Fort Myers Beach, offers stunning sea views and is a short walk from Lovers Key Beach, approximately 19 kilometres from Delnor-Wiggins Pass State Park, and 23 kilometres from Silverspot Cinema.
This 48-square-metre one-bedroom apartment sleeps seven, features a fully equipped kitchen, private patio, swimming pool, jacuzzi, and free Wi-Fi; nearby attractions include cycling trails and a children's playground.
Villa Anosia Laman: Uitzicht Met Zonsondergang - Caribbean
10 6 reviews

Villa Anosia Laman: Uitzicht Met Zonsondergang

house
Laman, a modern boho villa in Sabana Westpunt, is a short walk to two beaches and offers a private pool.
This family-friendly apartment sleeps five across two bedrooms, featuring a kitchen with a fridge, freezer, and dishwasher, air conditioning, garden, and parking.

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 could visit Grace Bay Beach in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs might explore the historic forts of San Juan, Puerto Rico, or the ruins of Port Royal in Jamaica. Nature lovers should consider hiking in the lush rainforests of Dominica or exploring the underwater world of the coral reefs around Barbados. Each island offers unique experiences.
  • 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 renowned for its pristine beaches, it also features dramatic mountain ranges, like the Blue Mountains in Jamaica or the volcanic peaks of Martinique. Lush rainforests are common, especially in islands like Dominica and St. Lucia. There are also stunning coral reefs, mangrove swamps, and arid landscapes depending on the specific island.
  • What are the best villa rentals with a pool in Caribbean?

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

    Many hidden gems exist throughout the Caribbean. The Rio Camuy Cave Park in Puerto Rico offers a fascinating underground river system. The Boiling Lake in Dominica is a unique geothermal feature. For a more secluded beach experience, explore the less-visited beaches of the smaller islands like Anguilla or Nevis. Exploring beyond the well-trodden tourist paths often reveals unexpected delights.
  • 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, consider attending a local festival like Crop Over in Barbados or Carnival in Trinidad and Tobago. Participate in a cooking class focusing on local cuisine, perhaps learning to make jerk chicken in Jamaica or callaloo soup in the Bahamas. Visiting a local market, like the vibrant markets in St. Lucia, provides an opportunity to interact with vendors and learn about their products. Consider staying in a locally owned guesthouse or taking a guided tour led by a local expert.
  • What are the best villa rentals for families and kids in Caribbean?

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

    Thoroughly exploring the Caribbean is a significant undertaking given its many islands and diverse offerings. A minimum of two weeks allows for a good overview of a few islands, focusing on a specific area or interest. To truly appreciate the region's diversity, several months would be necessary, allowing for more in-depth exploration and island hopping.
  • What are the best pet friendly villa rentals in Caribbean?

    The best pet friendly villa rentals in Caribbean are Perfect Location Near Beach Shop Restaurants & Bus, Island Hideout and Yellow Door Carriage House.

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

    Beyond the usual swimwear and sunscreen, consider packing insect repellent, especially for evenings and rainforest exploration. A reusable water bottle is essential to stay hydrated in the tropical climate. A light rain jacket or poncho is useful, as tropical showers can be sudden. Comfortable walking shoes are crucial for exploring, and a small, lightweight daypack is practical for carrying essentials.
  • 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. Rum distilleries across the Caribbean, such as Mount Gay in Barbados or Appleton Estate in Jamaica, provide tours and tastings. Learning to make traditional crafts, like pottery in Barbados or basket weaving in the Bahamas, offers a hands-on cultural immersion. Some islands offer workshops on traditional music and dance, allowing for participation and interaction with local artists.
  • Are there any food festivals in the Caribbean where you can try local food?

    Yes, many food festivals celebrate Caribbean cuisine. Crop Over in Barbados includes food stalls and culinary events. Trinidad and Tobago's Carnival features many food vendors. Numerous smaller, local festivals throughout the islands also showcase regional specialties. These events provide opportunities to sample diverse dishes and engage with local culinary traditions.
  • What seasonal natural events, such as migrations or blooming periods, occur in the Caribbean?

    The Caribbean experiences various seasonal natural events. Whale watching tours are popular in certain seasons, with humpback whales migrating to warmer waters. Specific flowering periods vary depending on the island and species, but many tropical flowers bloom throughout the year. Sea turtle nesting season typically occurs during the summer months on many Caribbean beaches.

Best Caribbean villas and holiday homes with air conditioning

S8 Starlink Pool, Beach, Shops Within Walking Distance - Caribbean
9.5 301 reviews

S8 Starlink Pool, Beach, Shops Within Walking Distance

house, Las Terrenas
This holiday home is situated in El Centro, Las Terrenas, just a kilometre from Plaza Rosada Shopping Centre, Beach Garden Plaza, and Haitian Caraibes Art Gallery, offering a central location close to local amenities and attractions. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The two-bedroom house provides comfortable accommodation for families or groups of friends. Guests can enjoy a private outdoor pool and garden, as well as modern amenities such as free Wi-Fi, air conditioning, and a fully equipped kitchen.
Soha Suites I - Caribbean
8.9 221 reviews

Soha Suites I

house, Santiago de los Caballeros
Soha Suites I is located in Santiago de los Caballeros, just 2 kilometres from Leon Center and a short drive from the Monumento a los Heroes de la Restauracion, offering a convenient base for exploring the city. The property has received excellent ratings for location, cleanliness, and overall user experience.
Each suite offers a private bathroom and a balcony in some rooms, ensuring comfort and privacy. Guests can enjoy amenities such as a swimming pool, fitness centre, and free Wi-Fi, as well as a fully equipped kitchen with a fridge, microwave oven, and dishwasher.
Charming 2-bedroom House In La Caleta, Dominican Republic - Caribbean
No reviews

Charming 2-bedroom House In La Caleta, Dominican Republic

house, La Caleta
This 2-bedroom detached house is located in La Caleta, Dominican Republic, offering convenient access to La Caleta Underwater National Park and Playa Dominicus beach, both within 1 kilometre of the property.
This 122 square metre property accommodates two guests with two bedrooms and one bathroom, featuring a separate kitchen with essential appliances, air conditioning, a patio, balcony, terrace, and private parking.
Ohana House - Caribbean
9.2 33 reviews

Ohana House

house, San Andrés
Ohana House, in San Andrés, is conveniently located less than 1 kilometre from Gustavo Rojas Pinilla International Airport and a 15-minute walk from North End, close to Los Almendros and Spratt Bight beaches.
This 80-square-metre property sleeps up to 14 guests in three bedrooms and two bathrooms, offering a fully equipped kitchen, air conditioning, Wi-Fi, a terrace, and bicycle parking; airport shuttle available for a fee.

Best Caribbean villas and holiday homes with jacuzzi

Private Ocean-view Villa | Infinity Pool & Jacuzzi - Caribbean
9.8 278 reviews

Private Ocean-view Villa | Infinity Pool & Jacuzzi

house
Villa Solymar is located just 5km from the beach town of Las Terrenas and a 20km drive from the Salto de Limón Waterfall, offering easy access to both the area's natural beauty and bustling nightlife. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious 3-bedroom villa can comfortably accommodate up to 8 guests and spans 236 square metres. Guests can enjoy a range of amenities including a private pool, terrace, jacuzzi, spa, fitness centre, and tennis court, as well as a fully equipped kitchen and free Wi-Fi.
Private Fort Myers Escape W/ Screened Pool & Lanai - Caribbean
9.5 149 reviews

Private Fort Myers Escape W/ Screened Pool & Lanai

house, San Carlos Park
This four-bedroom house is located in Fort Myers, Florida, approximately 26 kilometres from the Sanibel and Captiva Chamber of Commerce and Visitors Centre and 29 kilometres from the Sanibel Lighthouse. The 254 square metre property features a private, screened pool and lanai, a heated pool, a hot tub, a well-equipped kitchen, and an outdoor dining area, perfect for enjoying the Florida sunshine.
Rooftop Pool - Hot Tub - Hollywood Beach Broad - Walk - Caribbean
8.4 22 reviews

Rooftop Pool - Hot Tub - Hollywood Beach Broad - Walk

house, Hollywood
This hotel is located in Hollywood, Florida, just a 3-minute walk from Hollywood Beach and within a 16-kilometre radius of major attractions like Las Olas Boulevard and the International Swimming Hall of Fame. It has consistently received excellent user ratings, making it a popular choice for travellers. The hotel offers comfortable rooms, with each one measuring 37 square metres and accommodating up to 2 guests. With amenities like a beachfront location, an infinity-edge swimming pool, a hot tub, a fitness centre, and free Wi-Fi, guests can enjoy a relaxing and convenient stay.
Maison Avec Piscine Et Jacuzzi A Fort Myers - Caribbean
10 1 review

Maison Avec Piscine Et Jacuzzi A Fort Myers

house, Cypress Lake
This two-bedroom residence is situated in Fort Myers, offering convenient access to local attractions and beaches, approximately 10 kilometres from Cypress Lake.
This property accommodates up to six guests and features a private swimming pool, a jacuzzi, and a well-equipped kitchen, making it an ideal base for exploring the area.
©2026 cozycozy.com