Villas and Holiday homes in Caribbean

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Caribbean villas
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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

Sunny Canal-view Villa W/ Lanai In Sebring! - Caribbean
9.4 10 reviews

Sunny Canal-view Villa W/ Lanai In Sebring!

house, Sebring
This three-bedroom, two-bathroom riverfront villa near Sebring is situated approximately 3 km from the William J. Gentry Jr. Memorial Eco Park and 4 km from Spring Lake Golf Resort, with Sebring International Raceway and Lake Josephine within a 14.5 km radius.
This 93-square-metre property offers guests a swimming pool, spa, and in-villa laundry facilities, accommodating up to six people and featuring a fully equipped kitchen; enjoy serene river views and proximity to various outdoor activities.
ωιℓℓу'ѕ νιℓℓα - Caribbean
10 7 reviews

ωιℓℓу'ѕ νιℓℓα

house, Jarabacoa
Willy's Villa is located just 10.3 kilometres from Salto de Jimenoa, a popular waterfall attraction in Jarabacoa, offering easy access to this natural wonder and the surrounding area. The villa enjoys excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
This spacious four-bedroom villa has two living rooms, five bathrooms and a fully equipped kitchen, making it ideal for large families or groups of friends. The villa offers a private swimming pool, a balcony, a picnic area, an open-air bath, a terrace with mountain views, an on-site bar, free Wi-Fi, free private parking, and facilities for disabled guests.
Zade's Vacation Home W/private Pool, Jaccuzi, Bbq - Caribbean
9.7 167 reviews

Zade's Vacation Home W/private Pool, Jaccuzi, Bbq

house
This luxurious three-bedroom villa is situated in a gated community in St Ann Parish, Jamaica, a mere 3.7km from Ocho Rios and 1.2km from the highway, offering easy access to local attractions.
The 121-square-metre property boasts a private pool with spa, outdoor kitchen, and access to community amenities including a tennis court, gym, and children's playground; it comfortably sleeps six guests and includes features such as smart TVs, air conditioning, and hypoallergenic bedding.
Blue Sky Rezidence - Salt Pool, 5 Min To Beach! - Caribbean
10 11 reviews

Blue Sky Rezidence - Salt Pool, 5 Min To Beach!

house, Bonita Springs
This Bonita Springs holiday home is conveniently located 7.4km from Delnor-Wiggins Pass State Park and offers easy access to Tin City (22.5km) and Naples Municipal Airport (25.7km).
This three-bedroom, two-bathroom property boasts 120 square metres of living space, a private saltwater pool, and can comfortably accommodate up to nine guests, with amenities including free Wi-Fi, private parking, and a tennis court.

Best Caribbean villas and holiday homes with a kitchen

708a Beachfront Sunrise Sunset Views - Caribbean
9.7 3 reviews

708a Beachfront Sunrise Sunset Views

house, Fort Myers Beach
This beachfront property in Fort Myers Beach is situated 2.4 kilometres from the town centre, 22.5 kilometres from Delnor-Wiggins Pass State Park, and within 37 kilometres of both Tin City and Southwest Florida International Airport.
This one-bedroom holiday home, boasting 46 square metres of floor space, comfortably sleeps seven guests and includes a swimming pool, tennis court, and free Wi-Fi, alongside a fully equipped kitchen and private parking.
Ecolodge Vistamar - Caribbean
9.7 70 reviews

Ecolodge Vistamar

house, Los Patos
Ecolodge Vistamar is situated in Enriquillo, just 42 kilometres from Los Patos and 42 kilometres from Bahia de las Aguilas. The property has received excellent ratings for cleanliness and user experience, as well as a very good rating for its location.
This one-bedroom property offers a comfortable and convenient stay. Amenities include a swimming pool, a terrace, a garden, a restaurant, a bar, room service, and free parking.
The Oasis I, Portmore Country Club - Caribbean
9.8 133 reviews

The Oasis I, Portmore Country Club

house, Portmore
This apartment is conveniently located in Greater Portmore, just a short drive from local shopping, historical attractions, and the beach. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers.
The apartment has two bedrooms and is 13 square metres in size. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, restaurant, and free parking.
Miss Julyn Sweet Home - Caribbean
9.3 78 reviews

Miss Julyn Sweet Home

house, San Andrés
This charming two-bedroom house is situated just 0.15 kilometres from the seafront in San Andrés, within easy walking distance of shops, restaurants and beaches. The house consistently receives excellent ratings for cleanliness and location, making it a popular choice for travellers.
The house is 80 square metres in size and features a well-equipped kitchen, a comfortable living-dining area and a modern bathroom. Guests can enjoy the warm Caribbean climate on the terrace or in the garden, and the house also benefits from air conditioning, free Wi-Fi and room service.

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

Right Lang Deh Soh - Caribbean
9.3 18 reviews

Right Lang Deh Soh

house, San Andrés
This three-bedroom, three-bathroom house, ideal for families or groups, is situated in San Andrés, a 0.7km walk from Los Almendros Beach and close to Spratt Bight Beach, San Andrés Bay, and North End, with Gustavo Rojas Pinilla International Airport just 1km away.
The 9-square-metre property offers a fully equipped kitchen, air conditioning, Wi-Fi, a terrace, and parking; guests can enjoy easy access to nearby beaches and the airport.
Moonstone, Private Room In Villa Casa Blue Pool Sea View - Caribbean
9.7 139 reviews

Moonstone, Private Room In Villa Casa Blue Pool Sea View

house, Koolbaai
Moonstone, a private room in Villa Casa Blue, is located in Koolbaai, just 3 kilometres from Princess Juliana International Airport, making it a convenient choice for travellers. This villa has received excellent ratings for its location, cleanliness and overall experience.
The villa offers a private room with a pool and sea views. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a terrace, a garden, a fitness centre, free Wi-Fi and parking.
Located 10 Mins From The Beach! Central Location! - Caribbean
10 2 reviews

Located 10 Mins From The Beach! Central Location!

cottage, Golden Gate
This cottage is situated in Naples, 1.9 kilometres from 5th Avenue South and 2.2 kilometres from Naples Zoo at Caribbean Gardens.
This 53 square metre property offers one bedroom and one bathroom, accommodating up to four guests with amenities including air conditioning, Wi-Fi, a fully equipped kitchen, and on-site parking, plus access to a communal swimming pool and hot tub.
Seaview Villa At Stonebrook Manor - Caribbean
9.7 78 reviews

Seaview Villa At Stonebrook Manor

house, Falmouth
This house is located in Trelawny Parish, just a short drive from Falmouth town, Falmouth Pier, Burwood Beach, and the Glistening Waters/Luminous Lagoon. Guests consistently rate the location, cleanliness, and overall experience as excellent. The spacious 118 square metre house has two bathrooms and is fully furnished and equipped with a kitchen, air conditioning, a private terrace, and a swimming pool. The property also benefits from a secure complex with a clubhouse, security cameras, and a secure gate, ensuring a peaceful stay.

Best Caribbean villas and holiday homes with jacuzzi

3 Bed 2 Bath Canal Home I Pool+spa Gulf Access - Caribbean
9.4 37 reviews

3 Bed 2 Bath Canal Home I Pool+spa Gulf Access

house, Marco Island
This waterfront property is situated on a peaceful street in Marco Island, just 5.5 kilometres from Marco Island Water Sports and 24 kilometres from both the Naples Botanical Garden and the Collier Museum of the Everglades. This house has received excellent ratings for location, cleanliness, and user experience.
This charming residence offers three bedrooms and two bathrooms, providing comfortable accommodation for families or groups of friends. Guests can enjoy a range of amenities, including a private swimming pool, a spa, free Wi-Fi, and air conditioning.
Bike To State Park: Family Getaway In Naples - Caribbean
10 1 review

Bike To State Park: Family Getaway In Naples

house, Naples Park
This Naples Park residence is a 14-minute walk from Delnor-Wiggins Pass State Park and an 18-minute walk from Vanderbilt Beach, with the Silverspot Cinema 2.7 kilometres away.
This detached home offers 167 square metres of space with 3 bedrooms, 2 bathrooms, accommodating up to 15 guests, and features a private swimming pool, hot tub, and fully equipped kitchen.
Hot Tub & Outdoor Pool: Bonita Springs Getaway! - Caribbean
9.0 1 review

Hot Tub & Outdoor Pool: Bonita Springs Getaway!

house, Bonita Springs
This Bonita Springs holiday home is situated approximately 30.6 km from Tin City and 13.4 km from Silverspot Cinema, with Delnor-Wiggins Pass State Park and Tiburon Golf Club also nearby.
The 130 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a private heated pool, hot tub, fully equipped kitchen, free Wi-Fi, and private parking (at an extra charge).
Hobe Sound Villa W/ Screened Porch: 4 Mi To Beach - Caribbean
9.4 15 reviews

Hobe Sound Villa W/ Screened Porch: 4 Mi To Beach

house, Hobe Sound
This Hobe Sound seaside villa, near Peck Lake Park (1.1 km) and Seabranch Preserve State Park (3.7 km), offers stunning ocean views and proximity to other nature reserves within a 9.7 km radius.
The 106-square-metre property boasts four bedrooms, two bathrooms, sleeps four guests, and includes a jacuzzi, terrace, garden, and fully equipped kitchen with modern appliances; outdoor barbecue facilities are also available.
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