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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

Spacious & Refreshing, The Mango Cottage: Near The Beach & All Things S. Fl! - Caribbean
10 57 reviews

Spacious & Refreshing, The Mango Cottage: Near The Beach & All Things S. Fl!

cottage, Pompano Beach
This Pompano Beach seaside holiday home is situated within a 2.4km walk of the Pompano Beach Aquatics Centre and Amphitheatre, and under 5km from the municipal golf course and Pompano Beach itself.
The 56 square metre property sleeps four guests in two bedrooms and one bathroom, and features a fully equipped kitchen, private terrace, swimming pool, and free Wi-Fi; a washing machine and dryer are also provided.
Villa Rg - Caribbean
9.7 3 reviews

Villa Rg

house, Jarabacoa
This spacious villa, part of the Ecovillage RG in Jarabacoa, Dominican Republic, is located 16km from the Salto de Jimenoa waterfall and 45km from Kaskada Park.
The 250 square metre property boasts four bedrooms, five bathrooms, and can accommodate up to 15 guests, offering a private pool, terrace, garden, free Wi-Fi, and parking; free toiletries are provided.
Hacienda Bella Vista - Caribbean
9.7 20 reviews

Hacienda Bella Vista

house, Limones
Hacienda Bella Vista is a two-bedroom property situated in Limones, just 56 kilometres from Luis Muñoz Marín International Airport and offering stunning mountain views.
This family-friendly house provides a private garden, a swimming pool, a terrace, and free parking, perfect for a relaxing stay with a capacity of up to five guests.
4 Bedroom Private Villa In The Heart Of Sosua, An Escape To Paradise. - Caribbean
9.2 15 reviews

4 Bedroom Private Villa In The Heart Of Sosua, An Escape To Paradise.

house, Sosua
This house is located in Sosua, just 1.6km from Laguna SOV and 2.3km from Sosua Beach, making it an ideal base for exploring the area. It has received excellent user ratings, suggesting a comfortable and enjoyable stay.
The property has four bedrooms and three bathrooms, spanning 279 square metres and accommodating up to eight guests. It features a private pool, fireplace, fully equipped kitchen, washing machine, barbecue grills, and housekeeping on request, ensuring a relaxing and convenient stay.

Best Caribbean villas and holiday homes with a kitchen

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.
Mountain Luxury Retreat  8-bedroom Villa With Private Pool - Caribbean
No reviews

Mountain Luxury Retreat 8-bedroom Villa With Private Pool

house, Jarabacoa
This eight-bedroom villa in a private Jarabacoa residential area offers easy access to Salto Baiguate Waterfall and Jarabacoa Golf Club, with Parque Nacional Valle Nuevo and the Central Park also within a reasonable distance (distances unspecified).
The property boasts a private pool, nine bathrooms, and can comfortably accommodate up to eighteen guests, providing a luxurious mountain retreat with all the amenities for a large group.
Résidence Amarillo Vue Mer Exceptionnelle Face à Saint-barthélémy - Caribbean
No reviews

Résidence Amarillo Vue Mer Exceptionnelle Face à Saint-barthélémy

house, Cul de Sac
This villa in Résidence AMARILLO, Cul-de-Sac, offers sea views and is conveniently located 2.1 kilometres from Orient Bay Beach and 1.9 kilometres from Grand Case-Espérance Airport.
Guests can enjoy a recently renovated villa with a swimming pool, sun terrace, bar, garden, and a fully equipped kitchen, with concierge and parking services available.
Jupiter Condo W/ Pool Access, Walk To Beach! - Caribbean
9.6 32 reviews

Jupiter Condo W/ Pool Access, Walk To Beach!

house, Jupiter
This Jupiter apartment is located just a short walk from Jupiter Beach, less than 800 metres from the ocean, and within 21 kilometres of both Port of Palm Beach and Rapids Water Park. It has consistently received excellent ratings for location, cleanliness, and user experience.
The two-bedroom apartment offers 116 square metres of space, comfortably accommodating up to four guests. It features a well-equipped kitchen, a relaxing lanai, a private swimming pool, a Jacuzzi, a spa, free Wi-Fi, and parking.

Frequently asked questions about villa rentals in Caribbean

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

    The Caribbean boasts incredible diversity! 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 in San Juan, Puerto Rico, or the ruins of Port Royal in Jamaica. For natural beauty, the lush rainforests of Dominica and the Pitons in St Lucia are breathtaking. Each island offers something unique, so it really depends on your interests.
  • What are the best villa rentals in Caribbean?

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

    The Caribbean is incredibly varied. You'll find stunning beaches across many islands, of course. But there are also dramatic mountain ranges, like the Blue Mountains in Jamaica or the volcanic peaks of Montserrat. Lush rainforests thrive in Dominica and other islands, while some islands also feature arid landscapes and even deserts. It's a diverse archipelago.
  • What are the best villa rentals with a pool in Caribbean?

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

    Many travellers overlook the smaller islands. Consider exploring Nevis, known for its laid-back atmosphere and pristine beaches, or Anguilla, famed for its unbelievably beautiful Shoal Bay East. Beyond the beaches, the underwater caves of Barbados and the untouched rainforests of Saba offer unique experiences. These lesser-known spots often retain a more authentic Caribbean feel.
  • What are the best villa rentals with a jacuzzi in Caribbean?

    The best villa rentals with a jacuzzi in Caribbean are La Finca Lodge, Jobo 7 Luxury Penthouse - Reserva Conchal and Passion Fruit Lodge.

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

    Attend a local festival, like Crop Over in Barbados or Carnival in Trinidad and Tobago, to experience the vibrant music, dance, and food. Take a cooking class to learn how to prepare traditional dishes. Visit a local market and chat with the vendors – you'll find everyone friendly and willing to share stories. Consider staying in a locally-owned guesthouse rather than a large resort 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! To properly explore even a few islands, at least two weeks is recommended. A month would allow you to experience more diversity, but even then, you'll only scratch the surface. It really depends on your travel style and how many islands you wish to visit.
  • What are the best pet friendly villa rentals in Caribbean?

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

    Rum distilleries across the islands offer tours and tastings, providing insight into a key part of Caribbean culture. Learning to make traditional crafts, such as pottery or basket weaving, is another great option. Many islands offer workshops on local music and dance, allowing you to actively participate in the culture.
  • What are the best villa rentals with parking in Caribbean?

  • Are there any food festivals in the Caribbean where you can try local food?

    Yes! The Taste of the Caribbean in Miami (although not in the Caribbean itself, it features Caribbean cuisine) showcases the region's culinary talent. Many islands also host smaller, local food festivals throughout the year. Check local event listings for specific dates and locations as these vary.
  • What seasonal natural events, such as migrations or blooming periods, occur in the Caribbean?

    The Caribbean's hurricane season runs from June to November. Whale watching is popular in certain areas during the winter months. Specific blooming periods vary by island and species, but many tropical flowers and plants flourish throughout the year.
  • What exclusive experiences are available when visiting the Caribbean?

    Private yacht charters allow for exploring secluded bays and beaches. Luxury resorts often offer exclusive dining experiences and private villas. Guided hikes through less-visited areas of the rainforests or national parks can provide unique access to the natural beauty of the islands. The possibilities are endless, depending on your budget.

Best Caribbean villas and holiday homes with air conditioning

Caribbean Lofts Villa - Caribbean
9.6 210 reviews

Caribbean Lofts Villa

house, Kralendijk
Caribbean Lofts Villa is located in Kralendijk, just a short distance from Flamingo International Airport and within easy reach of popular beaches like Te Amo Beach, Flamingo Beach, and Chachacha Beach. The property has received excellent ratings for location, cleanliness, and overall user experience.
The villa has three bedrooms, two living rooms, and three bathrooms, providing ample space for families or groups of friends. Guests can enjoy the private outdoor swimming pool, garden, and bar, as well as the restaurant, full-day security, concierge service, free Wi-Fi, and car rental service.
Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality - Caribbean
9.9 1015 reviews

Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality

house, Marathon
This house in Marathon, Florida is conveniently located just a short drive from attractions like the Florida Keys Aquarium Encounters and Captain Hook's Marina Dive Center. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The house features a terrace, a well-equipped kitchen, a private bathroom with amenities, and a dining area. It offers a range of amenities, including a swimming pool, a Jacuzzi, a sauna, a spa, a fitness centre, a tennis court, and free parking.
Swfl Lake Mcgregor Home Entire Home - Caribbean
9.6 5 reviews

Swfl Lake Mcgregor Home Entire Home

house, Cypress Lake
This detached property in Fort Myers is situated near Lake McGregor, offering a tranquil setting and is located 17 kilometres from the Sanibel and Captiva Chamber of Commerce and Visitors Centre and Southwest Florida International Airport.
This detached house, with a floor area of 121 square metres, accommodates up to 11 guests with two bathrooms, and includes a kitchen with fridge, microwave oven, and dishwasher, air conditioning, a terrace, garden, and parking, with free WiFi provided.
Sky Beach Club Villa Waterfall 1 Villa - Caribbean
8.6 132 reviews

Sky Beach Club Villa Waterfall 1 Villa

house, Governorʼs Harbour
This four-bedroom villa is located in Governor's Harbour, just 1.8 miles from Twin Coves Beach and 5 miles from the airport, offering easy access to the area's attractions. The property has been rated "very good" by previous guests, highlighting its high standards of comfort and service.
The villa provides spacious accommodation for families or groups of friends. It comes equipped with a private pool, a fully equipped kitchen, a washing machine, satellite TV, free Wi-Fi, and a private entrance, ensuring a comfortable and enjoyable stay.

Best Caribbean villas and holiday homes with jacuzzi

Coastal Bliss With Gulfside Charm - Your Perfect Fmb Escape Awaits! - Beach Haven - Caribbean
No reviews

Coastal Bliss With Gulfside Charm - Your Perfect Fmb Escape Awaits! - Beach Haven

house, Bonita Springs
This Bonita Springs cottage offers direct access to Lovers Key Beach, situated a mere 19 kilometres from Fort Myers Beach and 35 kilometres from Tin City.
This 48 square metre dwelling accommodates up to three guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, spa, terrace, and on-site water park, with WiFi and parking provided.
Amazing Heated Jacuzzi, Private Pool, 2 Bed/bath, Ac In Everyroom!!!! - Caribbean
10 12 reviews

Amazing Heated Jacuzzi, Private Pool, 2 Bed/bath, Ac In Everyroom!!!!

house, Sosúa
This Sosúa villa, located in the secure Residencial Hispaniola community, is a short walk from Sosúa Beach and approximately 1.6km from Cabarete Beach.
The 84 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a private pool, BBQ area, free daily maid service, and access to on-site tennis and basketball courts.
Beautiful Villa With An Amazing Pool And A Nice View To The Golf Courts - Caribbean
9.6 18 reviews

Beautiful Villa With An Amazing Pool And A Nice View To The Golf Courts

house, Punta Cana
This luxurious villa is situated within the secure Cocotal Golf and Country Club, just a short distance from the beach and Punta Cana International Airport, offering a peaceful retreat in a tranquil setting. The property has received excellent ratings for location, cleanliness, and overall user experience.
The spacious villa comfortably accommodates eight guests in its four bedrooms, each with ensuite bathrooms. The villa offers a range of amenities, including a private pool, Jacuzzi, garden, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for all.
Full Time Lic Mgr - Modern 3 Bed 4 Bath Villa - Upscale Oceanfront Resort - Indoor Pickleball - Speakeasy! - Caribbean
9.7 505 reviews

Full Time Lic Mgr - Modern 3 Bed 4 Bath Villa - Upscale Oceanfront Resort - Indoor Pickleball - Speakeasy!

house, Key Largo
This luxurious penthouse suite in Key Largo is located just a short drive from popular attractions like Pigeon Key and John Pennekamp State Park, offering easy access to the best of what the area has to offer. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The suite features three bedrooms and three bathrooms, providing ample space for families or groups of friends. Guests can enjoy a range of amenities, including a private pool with stunning ocean views, a fully equipped kitchen, a fitness centre, a tennis court, and a spa.
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