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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

Modern Port St Lucie Home W/ Private Outdoor Oasis - Caribbean
9.4 91 reviews

Modern Port St Lucie Home W/ Private Outdoor Oasis

house, Port St. Lucie
This modern two-bedroom house is located in River Park, Port St. Lucie, just 18 kilometres from Fort Pierce City Marina and 23 kilometres from Fort Pierce Inlet State Park. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 131 square metre house comfortably accommodates up to 10 guests. Enjoy a relaxing stay with a private pool, a terrace, a garden, and a spa, as well as a fully equipped kitchen, air conditioning, and free Wi-Fi.
Bungalow La Casa Nina - Caribbean
10 34 reviews

Bungalow La Casa Nina

bungalow
This charming apartment is located in a peaceful area of Las Galeras, just 0.2 kilometres from the main street and 0.1 kilometres from the beach. It has received excellent ratings for its cleanliness, location and overall experience.
The apartment has one bedroom and one bathroom, and can comfortably accommodate two guests. It offers a variety of amenities including a kitchen with a fridge and freezer, a swimming pool, a garden, parking, internet and it is pet-friendly.
Penthouse On The Bay 4002 - Caribbean
8.8 16 reviews

Penthouse On The Bay 4002

house, Bonita Springs
Penthouse On The Bay 4002 is a Bonita Springs holiday home, a short 0.6-kilometre walk from Barefoot Beach and Bonita Beach, offering convenient access to Tin City and Delnor-Wiggins Pass State Park.
This self-catering apartment boasts a 47-square-metre floor area with one bedroom, one bathroom, sleeping up to three guests, and features a private patio, swimming pool access, free Wi-Fi, and on-site parking.
Beach Front 3 Bedroom Villa With Private Pool Sleeps 7 - Caribbean
9.8 348 reviews

Beach Front 3 Bedroom Villa With Private Pool Sleeps 7

apartment, Las Terrenas
This beachfront property is located in Las Terrenas, just a 5-minute walk from La Iglesia Beach, Haitian Caraibes Art Gallery, and Beach Garden Plaza, with Playa Ballenas and Punta Popy Beach within a 15-minute drive. The property enjoys excellent ratings for location, cleanliness, and user experience.
The three-bedroom villa comfortably accommodates a larger group with a sofa bed. Guests can enjoy the private pool, garden, barbecue facilities, and free Wi-Fi, as well as a fully equipped kitchen with a fridge, freezer, and microwave.

Best Caribbean villas and holiday homes with a kitchen

Miss Julyn Sweet Home - Caribbean
9.4 82 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.
Club Naples Cottage - Cozy Private Home 10 Minutes From The Beach! - Caribbean
10 5 reviews

Club Naples Cottage - Cozy Private Home 10 Minutes From The Beach!

cottage, Golden Gate
This one-bedroom cottage is situated in a quiet residential neighbourhood in Naples, Florida, just a short drive (approximately 5 kilometres) from the beaches of Naples and the shopping and dining district of 5th Avenue South. The cottage features a fully equipped kitchen, a private patio, a swimming pool, a Jacuzzi, and a garden, and can comfortably accommodate up to four guests.
A Few Steps From The Gorgeous Beach Of Punta Rucia! - Caribbean
9.9 296 reviews

A Few Steps From The Gorgeous Beach Of Punta Rucia!

house, Punta Rucia
This beachfront villa in Punta Rucia offers direct access to Punta Rucia Beach and is a short walk (less than 1 km) from Parque Central De Punta Rucia, with La Ensenada Beach (2.7 km) also easily accessible.
The 170 square metre property boasts three bedrooms, two bathrooms, sleeping up to six guests, and features a private pool, fully equipped kitchen, free Wi-Fi, and concierge services.
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.

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

2 Bdrm Modern House Mins From Beach & Casino Hb1 - Caribbean
9.1 461 reviews

2 Bdrm Modern House Mins From Beach & Casino Hb1

house, Hallandale Beach
This Hallandale Beach property is conveniently located just a short drive from Aventura Mall and the beach, offering easy access to both shopping and relaxation. The property benefits from excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The house features a comfortable bedroom, a well-equipped kitchen with a fridge and microwave, and a private balcony for enjoying the Florida sunshine. Guests can also take advantage of free Wi-Fi, air conditioning, a garden, and free private parking.
2 Mi To Boardwalk: Home W/ Grill In Dania Beach! - Caribbean
9.5 59 reviews

2 Mi To Boardwalk: Home W/ Grill In Dania Beach!

house, Dania Beach
This Dania Beach property is conveniently located just 3.2 kilometres from the Dania Beach boardwalk, 8.8 kilometres from the Seminole Hard Rock Hotel & Casino, and 9.2 kilometres from the Broward Convention Center. The property has consistently received excellent ratings for cleanliness, location, and overall user experience.
This two-bedroom, two-bathroom home spans 71 square metres and comfortably accommodates up to six guests. The property features a fully equipped kitchen, a private patio, air conditioning, free Wi-Fi, and a spa, offering everything you need for a relaxing and enjoyable stay.
* 1 Mile From The Beach! * Quiet Dead End Street In Great Location! * - Caribbean
9.9 84 reviews

* 1 Mile From The Beach! * Quiet Dead End Street In Great Location! *

apartment, Boquerón
Casa Tortugas, a three-bedroom house sleeping up to 12 guests, is situated in a safe neighbourhood near El Combate beach in Cabo Rojo, Puerto Rico, less than 2km from the beach and a short drive from Playa Buye, Boquerón, and La Playuela beaches.
This self-catering property boasts a private pool, pool table, barbecue, and parking for four cars, alongside a fully equipped kitchen and convenient access to water sports and local restaurants.
1 Bed Villa - Sleeps 2 - Garden - Parking - Wifi - Caribbean
No reviews

1 Bed Villa - Sleeps 2 - Garden - Parking - Wifi

house, Ocho Rios
This one-bedroom villa is located in Ocho Rios, just 0.6km from Ocho Rios Bay Beach and 1.6km from Little Dun's River Beach, offering easy access to the beautiful Jamaican coastline. The property has received excellent ratings for location, cleanliness, and overall user experience.
The villa provides 40 square metres of space, comprising a separate bedroom, living room, and seating area. Guests can enjoy a range of amenities including air conditioning, free Wi-Fi, a private garden, a swimming pool, a fitness centre, and parking.

Best Caribbean villas and holiday homes with jacuzzi

House ∙ 1 Bedroom ∙ 3 Guests - Caribbean
10 2 reviews

House ∙ 1 Bedroom ∙ 3 Guests

house, Marco Island
This fourth-floor apartment on Marco Island offers partial views of the Marco River from its district, situated a short distance from local shops and restaurants.
This stylish coastal abode accommodates up to three guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, and a screened lanai with views of the pool and bay, all within a complex that also boasts two pools, two hot tubs, and tennis courts.
Cozy Beach House - 5 Minutes From Vanderbilt Beach - Caribbean
9.3 89 reviews

Cozy Beach House - 5 Minutes From Vanderbilt Beach

house, Naples Park
This Naples Park holiday home is situated 2.4km from Vanderbilt Beach and 2.3km from Silverspot Cinema, offering easy access to the Gulf of Mexico and local entertainment.
The 118 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, hot tub, fully equipped kitchen, and free parking.
Bologna - Renovated First Floor 2br Condo In Greenlinks! Lake And Golf Views, Resort Pool, Jacuzzi, Gym And Tennis Access! Near Naples Beaches, Dining, Shopping And Marco Island Area, Perfect For Guests Who Value Convenience, Comfort And Nature! - Caribbean
8.8 83 reviews

Bologna - Renovated First Floor 2br Condo In Greenlinks! Lake And Golf Views, Resort Pool, Jacuzzi, Gym And Tennis Access! Near Naples Beaches, Dining, Shopping And Marco Island Area, Perfect For Guests Who Value Convenience, Comfort And Nature!

house, Lely Resort
This property is situated in the Lely Resort, a short drive from the bustling city of Naples and the tranquil Everglades. It is conveniently located near Tin City and Fifth Avenue South, popular destinations for shopping and dining. The property has received excellent user and location ratings, as well as a very good cleanliness rating.
The accommodation offers a comfortable and well-equipped space for a relaxing stay. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, tennis court, and fitness centre, as well as a spa, restaurant, and concierge service.
River View / Villa Frente Al Rio / Peace By The River - Caribbean
8.8 10 reviews

River View / Villa Frente Al Rio / Peace By The River

cabin, Las Guázaras
This riverfront lodge in Las Guázaras, Dominican Republic, is situated 14.5 km from Jarabacoa's attractions including the Saint Mary of the Gospel Monastery, Central Park, Corocitos MX Park, Malecón de Jarabacoa, and Salto Baiguate Waterfall.
The three-bedroom, four-bathroom property sleeps eight guests and boasts a private pool, outdoor pool access, fully equipped kitchen, washing machine, Smart TV, barbecue grills, balcony, and internet access.
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