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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

Tropical Paradise Villa In Punta Cana - Caribbean
No reviews

Tropical Paradise Villa In Punta Cana

house, Punta Cana
Tropical Paradise Villa is located in Punta Cana, a short 1.8km walk from Bávaro Beach, 2.4km from Barceló Bávaro Golf, and 2.9km from Cocotal Golf & Country Club.
This two-bedroom, three-bathroom villa offers 100 square metres of living space, sleeping up to seven guests and boasting a private pool, free Wi-Fi, and parking; nearby activities include golf and beach access.
Beach Living At Island Pine Villas (Blj) - Caribbean
9.3 155 reviews

Beach Living At Island Pine Villas (Blj)

house, George Town
This apartment is located in George Town, just a short walk from the famous Seven Mile Beach and a 3.1-mile drive from Owen Roberts International Airport. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a one-bedroom, one-bathroom property with a floor area of 70 square metres, comfortably accommodating up to four guests. It offers a range of amenities including a private pool, a terrace, a garden, and a fully equipped kitchen, as well as free Wi-Fi and parking.
Villa Anosia Laman: Uitzicht Met Zonsondergang - Caribbean
10 5 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.
Villa Segur-a Vicente - Caribbean
9.8 99 reviews

Villa Segur-a Vicente

house, Concepción de La Vega
Villa Segura Vicente, a six-bedroom property in Concepción de La Vega, Dominican Republic, is located 21 kilometres from the Salto de Jimenoa waterfall.
This spacious villa offers guests a private pool, jacuzzi, sauna, and free Wi-Fi, perfect for large families or groups seeking a relaxing retreat near Cibao International Airport (82km).

Best Caribbean villas and holiday homes with a kitchen

Casa Caracol Los Farallones - Caribbean
9.5 30 reviews

Casa Caracol Los Farallones

house, Cabrera
Casa Caracol Los Farallones is situated in Cabrera, just 2.7 kilometres from El Breton Beach and 71 kilometres from Samaná El Catey International Airport, offering easy access to both the beach and the airport. This accommodation boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The villa features two bedrooms, two bathrooms, and a spacious living area, covering 230 square metres. Guests can enjoy a private terrace, a barbecue area, a garden, a swimming pool, and a restaurant and bar on-site, offering a range of amenities and activities to suit all preferences.
Cabaña En Playa Paradisíaca - Caribbean
10 88 reviews

Cabaña En Playa Paradisíaca

cabin
Cabaña Ardilla is a beachfront cottage in Guachaca, Colombia, situated 20 metres from the ocean and 7km from Tayrona National Park.
This one-bedroom, one-bathroom self-catering property sleeps three, boasting a fully equipped kitchen with a fridge, a tropical garden, and direct beach access with stunning Sierra Nevada mountain views.
Casa Pluda-las Terrenas - Caribbean
10 3 reviews

Casa Pluda-las Terrenas

house
This three-bedroom villa is situated in Las Terrenas, Dominican Republic, a mere 1-minute walk from the beach and offering straightforward access to local restaurants and attractions.
This property accommodates up to six guests and features air conditioning, internet, a kitchen, and parking, with a weekly cleaning service provided for a comfortable stay.
Luxury Dreamcondo Bromptons - Caribbean
9.6 79 reviews

Luxury Dreamcondo Bromptons

house, Kingston
This Kingston vacation home is located in the Bromptons district, a short distance from major landmarks and attractions. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom property features a fully equipped kitchen, a private patio, and a washing machine. You can also enjoy access to a fitness centre, an outdoor swimming pool, free Wi-Fi, cable TV, 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

Casa Piña Entire Property - Caribbean
9.4 217 reviews

Casa Piña Entire Property

apartment, Rincon
This property is located in Rincon, just a 15-minute walk from Playa Pools, Playa María, and Playa Punta Higuero, offering easy access to some of the area's best beaches. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This 4-bedroom house provides ample space for families or groups. It features a private pool, a terrace, a garden, and a fully equipped kitchen with a fridge and microwave. Guests can also enjoy the convenience of internet access, air conditioning, and parking.
Saltwater Pool & Lanai: Lehigh Acres Escape! - Caribbean
9.0 3 reviews

Saltwater Pool & Lanai: Lehigh Acres Escape!

house, Lehigh Acres
This Lehigh Acres holiday home is conveniently located approximately 19 kilometres from Southwest Florida International Airport, 19 kilometres from JetBlue Park, and 26 kilometres from Dunbar Park.
This two-bedroom, two-bathroom property boasts 137 square metres of living space, a private saltwater pool, free Wi-Fi, and parking, comfortably accommodating up to seven guests.
Hospitality Expert Cb3 Pool Beach Chef - Caribbean
9.3 1392 reviews

Hospitality Expert Cb3 Pool Beach Chef

house, Montego Bay
This two-bedroom property is situated in Montego Bay, just a short walk from Half Moon Point Beach and a 2.5-mile drive from Sangster International Airport. It has received excellent ratings for its location, cleanliness, and overall user experience.
The 100 square metre home boasts a private pool with stunning views, a fully equipped kitchen, and a terrace with sea views. Guests can enjoy a range of amenities, including a spa, a fitness centre, a tennis court, and a bar.
Tropical Cottage < 2 Mi To Hobe Sound Beach! - Caribbean
9.8 87 reviews

Tropical Cottage < 2 Mi To Hobe Sound Beach!

house, Hobe Sound
This charming cottage is located in Hobe Sound, just under 2 miles from the beach and around 22 miles from both the Port of Palm Beach and Rapids Water Park, offering a tranquil escape from the hustle and bustle. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cottage has one bedroom and one bathroom, spanning 65 square metres and comfortably accommodating up to four guests. It features a fully equipped kitchen, a relaxing garden setting, a patio with garden views, free Wi-Fi, air conditioning, and a range of other amenities for a pleasant and convenient stay.

Best Caribbean villas and holiday homes with jacuzzi

Lovers Key Resort 405 - Caribbean
No reviews

Lovers Key Resort 405

house, Bonita Springs
This holiday cottage is situated in Fort Myers Beach, a short walk from Lovers Key Beach, 19 kilometres from Delnor-Wiggins Pass State Park, and 35 kilometres from Naples Municipal Airport.
This 68 square metre rental property offers accommodation for up to 7 guests with 1 bedroom, 1 bathroom, a fully equipped kitchen, air conditioning, complimentary WiFi, a swimming pool, a hot tub, and a fitness centre.
210 M² House ∙ 2 Bedrooms ∙ 10 Guests - Caribbean
9.0 2 reviews

210 M² House ∙ 2 Bedrooms ∙ 10 Guests

house
This two-storey house in Tubará, Atlántico, Colombia, is situated 900 metres from Puerto Velero beach, 30km from Barranquilla, and 80km from Cartagena.
The 210 square metre property boasts two bedrooms, one bathroom, and sleeps up to ten guests, featuring a private pool, spa, and extensive outdoor space with BBQ, playground, and games area; plus internal parking.
Senda Terramia - Caribbean
9.5 200 reviews

Senda Terramia

house, Minca
Terramia Estate, located in Minca, Magdalena, is approximately 31 kilometres from Quinta de San Pedro Alejandrino and 34 kilometres from Santa Marta's Gold Museum and Cathedral.
This pet-friendly property boasts a swimming pool, jacuzzi, and spa, plus a fully equipped kitchen, private terraces with stunning mountain views, and free Wi-Fi; nearby hiking trails offer exploration of the Minca region.
Waterfront Condo In Anglers Cove With Pools And Spas - Caribbean
9.4 3 reviews

Waterfront Condo In Anglers Cove With Pools And Spas

house, Marco Island
Anglers Cove A-406, situated on Marco Island, Florida, is 5.5km from Marco Island Water Sports and within 24-27km of attractions including Tin City, Naples Botanical Garden, and the Collier Museum of the Everglades.
This one-bedroom, one-bathroom self-catering property, boasting a 65 square metre floor area, offers a private balcony, swimming pool, Jacuzzi, tennis court, free Wi-Fi, and free parking; guests can enjoy water activities, al fresco dining, and easy access to local amenities.
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