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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

4bd-4.bt~ocean View ~Pool! Fully Ac! Complimentary Breakfast! - Caribbean
9.7 51 reviews

4bd-4.bt~ocean View ~Pool! Fully Ac! Complimentary Breakfast!

house, Sandy Bay
This villa is located in Sandy Bay, just a 5-minute walk from Tryall Golf Club and the beach, with Fairview Shopping Center and Rocklands Bird Sanctuary within a 20-minute drive. It has excellent ratings for location, cleanliness, and user experience.
The property has four bedrooms, making it suitable for families or groups. It features a private pool, a fenced yard, free Wi-Fi, a fully equipped kitchen, and a unique water park.
Casa Piña Apartment 2 - Caribbean
9.3 147 reviews

Casa Piña Apartment 2

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.
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.
Amazing Ocean View, Private Pool And Large Deck Facing The Ocean. - Caribbean
9.9 125 reviews

Amazing Ocean View, Private Pool And Large Deck Facing The Ocean.

house, Cockburn Town
This apartment is situated directly on the beachfront in Turks and Caicos, just a short walk from excellent snorkelling spots. It has received excellent ratings for its location, cleanliness and overall experience.
The apartment is spacious, covering 158 square metres and offering two bedrooms, a living area and two bathrooms. Guests can enjoy a private pool and hot tub, a large deck with ocean views, a fully equipped kitchen and a range of other amenities, including a fire pit, beach cabana and access to scuba diving.

Best Caribbean villas and holiday homes with a kitchen

Sea Star Inn - Caribbean
9.8 65 reviews

Sea Star Inn

house, San Andrés
Sea Star Inn is situated in San Andrés, a short distance from Los Almendros Beach and Spratt Bight Beach, with San Andres Bay a 6-minute walk away and North End just 0.9 miles from the property. The property has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
This 4-bedroom house provides spacious accommodation for families or groups of friends. The kitchen is fully equipped with a dishwasher and coffee machine, and guests can enjoy the garden, terrace, and private amenities, along with valet parking and free Wi-Fi.
Beach Paradise Found! Heavenly Views 1/1 Villa Steps Away From Beach And Pool. - Caribbean
9.8 38 reviews

Beach Paradise Found! Heavenly Views 1/1 Villa Steps Away From Beach And Pool.

house, Fort Pierce
This beachfront villa in Fort Pierce, Florida is situated adjacent to a golf course and less than 1.6km from Fort Pierce Beach and Bear Point Sanctuary.
The one-bedroom, one-bathroom property offers a fully equipped kitchen, in-villa laundry, free Wi-Fi, a private balcony, swimming pool, fitness centre, and parking; guests can enjoy nearby Jetty Park Beach and John Brooks Park Riverside, both within 3.2km.
Summer Special Treasure Beach Sanguine Villa - Caribbean
10 105 reviews

Summer Special Treasure Beach Sanguine Villa

house
Sanguine's Villa is a beachfront property in Treasure Beach, on Jamaica's south coast, near the Calabash International Literary Festival and approximately 160km from Montego Bay Airport.
This fully staffed two-bedroom villa, offering a king-sized bed in each en-suite bedroom, an infinity pool, and optional Sanguine Suite addition for up to six guests, includes breakfast and dinner preparation (groceries excluded) and is within a 5-minute walk of two beaches.
Private Cottage Getaway. Close To The   River & Downtown River District. - Caribbean
9.6 101 reviews

Private Cottage Getaway. Close To The River & Downtown River District.

cottage, Tice
This charming one-bedroom cottage is situated in Broadview Manor, a short distance from Morse Shores Shopping Center and within easy reach of Manatee World and Manatee Park. The property has received excellent user ratings, making it a popular choice for travellers.
The 72 square metre cottage comfortably accommodates up to four guests and offers a range of amenities, including a fully equipped kitchen, a private patio, laundry facilities, and free Wi-Fi. You can also enjoy the convenience of air conditioning, a garden, and parking on site.

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

Colorful Fort Myers Home W/ Sunroom & Patio! - Caribbean
9.7 77 reviews

Colorful Fort Myers Home W/ Sunroom & Patio!

house, Villas
This three-bedroom house is located in Fort Myers, Florida, 48 kilometres from Fishermen's Village and 24 kilometres from the Sanibel and Captiva Chamber of Commerce and Visitors Centre. It has received excellent ratings for location, cleanliness and overall user experience.
The 131 square metre property comfortably accommodates up to seven guests and includes a fully equipped kitchen, air conditioning, a terrace, a garden, and parking. The house also benefits from free Wi-Fi and is conveniently located just 16 kilometres from Southwest Florida International Airport.
Maria Maria * Vacation Rental With Amazing Lake Vi - Caribbean
9.5 12 reviews

Maria Maria * Vacation Rental With Amazing Lake Vi

house, Lehigh Acres
This house is located in Lehigh Acres, just 22 kilometres from JetBlue Park and 32 kilometres from Lee County Sports Complex Hammond Stadium, offering a peaceful escape from the hustle and bustle of city life. Guests consistently rate the property highly for its cleanliness, location and overall experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a refreshing dip in the private pool, relax on the terrace, and prepare meals in the fully equipped kitchen, complete with a dishwasher, oven, washing machine, microwave, and fridge.
Privacy Pool Gulf Access And Luxury - Caribbean
9.0 4 reviews

Privacy Pool Gulf Access And Luxury

house, Bonita Springs
This Bonita Springs holiday home boasts Gulf access for boating and is situated approximately 12.6 km from both Silverspot Cinema and Delnor-Wiggins Pass State Park.
The 187-square-metre property offers three bedrooms, two bathrooms, sleeps ten guests, and includes a private pool, fully equipped kitchen, air conditioning, Wi-Fi, and laundry facilities.
Villa El Real Los Patos - Caribbean
8.2 45 reviews

Villa El Real Los Patos

house, Los Patos
Villa El Real Los Patos, a beachfront property in Los Patos, offers stunning ocean views.
This 100 square metre villa sleeps up to 14 guests, boasting three bedrooms, one bathroom with a hot tub, a fully equipped kitchen, air conditioning, a private terrace, swimming pool, jacuzzi, free Wi-Fi, and free parking.

Best Caribbean villas and holiday homes with jacuzzi

Kc73 R & R Retreat - Caribbean
9.0 36 reviews

Kc73 R & R Retreat

house, Key Colony Beach
This charming house in Key Colony Beach is conveniently located within walking distance of Sunset Park Beach and A Deep Blue Dive Center, offering easy access to the island's attractions and a peaceful escape from the hustle and bustle. The property has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The house features two bedrooms, accommodating up to four guests, within a 78 square metre space. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a tennis court, and parking, making it an ideal choice for families or groups seeking a relaxing and enjoyable holiday.
Heated Pool & Spa Home On A Scenic, Gulf Access Canal -Close To Bonita Beach! - Caribbean
8.5 2 reviews

Heated Pool & Spa Home On A Scenic, Gulf Access Canal -Close To Bonita Beach!

house, Bonita Springs
This Bonita Springs holiday home enjoys a scenic gulf access canal location, 10.1 km from Silverspot Cinema and 22.5 km from Tin City.
The 192-square-metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes a heated pool, Jacuzzi, and fully equipped kitchen; free Wi-Fi is also provided.
Luxury Villa With Heated Private Pool Near The Beach-bars-restaurants - Caribbean
No reviews

Luxury Villa With Heated Private Pool Near The Beach-bars-restaurants

house, Juan Dolio
This luxurious villa is situated in Guayacanes, Juan Dolio, less than 1 kilometre from Boca Chica Beach and close to Los Marlins and Guavaberry Golf Courses.
Sleeping up to 10 guests, this four-bedroom, seven-bathroom property boasts a private pool, air conditioning, Wi-Fi, and a fully equipped kitchen including a fridge and microwave; a private chef service is also available, and guests can enjoy nearby attractions such as Los Delfines Water Park.
Kc202a Ocean Oasis I - Caribbean
No reviews

Kc202a Ocean Oasis I

house, Key Colony Beach
This dog-friendly waterfront property in Key Colony Beach is situated 1.7 kilometres from Florida Keys Aquarium Encounters and a 14-minute walk from Sunset Park Beach, placing it 700 metres from the city centre.
This 138 square metre holiday home accommodates up to seven guests, offering a private pool, hot tub, air conditioning, a fully equipped kitchen, and a children's playground, alongside internet access and allowing pets.
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