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

C'renity Villa - Caribbean
9.2 50 reviews

C'renity Villa

house, Cul de Sac
C'RENITY VILLA is a one-bedroom villa situated near Grand Case–Espérance Airport in Saint Martin, approximately 2km from Orient Bay Beach and 2.7km from Grand Case Beach.
This 125 square metre property offers guests a private terrace with sea views, an infinity pool, a hot tub, a fully equipped kitchen, free Wi-Fi, and free private parking; accommodating up to two guests.
Casona La Carolina - Caribbean
8.9 271 reviews

Casona La Carolina

house, San Andrés
Casona La Carolina is located in San Andrés, just a short distance from the beach and downtown, offering easy access to nearby attractions like San Andres Bay and The Hill. The property has received excellent user ratings, with very good scores for location and cleanliness.
This one-bedroom holiday home has a bathroom, a kitchen with a dishwasher and a fridge, and a terrace or balcony. Guests can enjoy a swimming pool, a garden, and free Wi-Fi, and the property also offers room service 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.
Modern 3-suite Villa In Sosua Ocean Village - Caribbean
9.9 26 reviews

Modern 3-suite Villa In Sosua Ocean Village

house
This luxurious three-bedroom villa is located within the gated Sosúa Ocean Village community, a short walk from Sosúa Beach and within easy reach (under 5km) of Playa Alicia, Playa Charamicos, and Cabarete Beach.
Offering three ensuite master suites, a private pool with waterfall and outdoor grill, access to Sosúa Ocean Village amenities (day pass purchase required), and 24/7 security, this property sleeps six and includes smart TVs with NFL package and RedZone in every room.

Best Caribbean villas and holiday homes with a kitchen

Villa With Heated Pool, Laundry, Ping Pong & More - Caribbean
9.7 954 reviews

Villa With Heated Pool, Laundry, Ping Pong & More

house, Oakland Park
This smoke-free guesthouse is located in Fort Lauderdale, just a short distance from Funky Buddha Brewery, DRV PNK Stadium, and Wilton Drive. It offers a convenient location for exploring both the vibrant nightlife of Wilton Manors and the beautiful beaches of Fort Lauderdale. Guests consistently rate this accommodation as excellent for its cleanliness, location, and overall experience.
The guesthouse has one bedroom and one bathroom, covering 28 square metres and accommodating up to two guests. Enjoy a relaxing stay with amenities like a swimming pool, terrace, garden, and parking, along with a fully equipped kitchen for preparing meals.
Cozy 2br-2bt Apt Near The Beach And Main Street - Caribbean
9.1 4 reviews

Cozy 2br-2bt Apt Near The Beach And Main Street

house, Sosúa
This charming house is located in Sosúa, a short walk from Alicia Beach and just over 1 kilometre from Sosua Beach, with easy access to the main street. The property has consistently received excellent ratings for its location, cleanliness, and overall experience, offering guests a comfortable and enjoyable stay.
The house has two bedrooms and one bathroom, making it ideal for families or small groups. Amenities include a fully equipped kitchen, air conditioning, a private swimming pool, a spacious terrace, and a garden, providing a relaxing and enjoyable experience.
Beautiful Paradise In Wellington - Caribbean
9.5 159 reviews

Beautiful Paradise In Wellington

apartment, Wellington
This Wellington apartment is conveniently located just a short walk from the town centre and within a few miles of Wellington Green Mall, the Palm Beach International Equestrian Center, and the Polo Club. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers a comfortable 63 square metre space, sleeping up to two guests in one bedroom and one bathroom. Amenities include a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, parking, and a shared laundry facility, making it ideal for a relaxing and enjoyable stay.
Home By Beach 2 - Vanderbilt Beach - Caribbean
8.7 110 reviews

Home By Beach 2 - Vanderbilt Beach

house, Naples Park
This one-bedroom house is located just 1.6 kilometres from the Silverspot Cinema and a short distance from the beach in Delnor-Wiggins, a quiet residential area. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house has a garden and terrace, as well as a fully equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy free Wi-Fi, air conditioning, a swimming pool, and a tennis court, as well as free private parking and the option of renting bicycles.

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

Marina View Apartments - Caribbean
9.6 221 reviews

Marina View Apartments

apartment, 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.
Villa Vacacionales Los Cayos Con Playa Privada - Caribbean
8.9 22 reviews

Villa Vacacionales Los Cayos Con Playa Privada

house, Boca de Aroa
Villa Vacacionales Los Cayos Con Playa Privada is located in Boca de Aroa, just 15 miles from Morrocoy National Park and 26 miles from General Bartolomé Salom Airport. This property has received excellent ratings for its location, cleanliness, and user experience.
The villa has 2 bedrooms and can accommodate up to 8 guests, with a total floor area of 100 square meters. Enjoy a private beach, swimming pool, terrace with sea views, outdoor fireplace, fully equipped kitchen, BBQ facilities, and free Wi-Fi.
House On Manatee Pocket, Pet Friendly, Boat Slips - Caribbean
10 64 reviews

House On Manatee Pocket, Pet Friendly, Boat Slips

house, Port Salerno
This house is located in Rocky Point, just 3 kilometres from Seabranch Preserve State Park, Fish House Art Center, and Saint Lucie Inlet State Park, offering a peaceful escape from the hustle and bustle. It has received excellent ratings for user experience, location, and cleanliness.
The property features two bedrooms, accommodating up to four guests. It comes equipped with a fully equipped kitchen, free Wi-Fi, a patio, and a barbecue, allowing you to enjoy both indoor and outdoor living.
Crappie Cottage Tiny House For Two Lake Okeechobee - Caribbean
9.9 168 reviews

Crappie Cottage Tiny House For Two Lake Okeechobee

house, Buckhead Ridge
This charming cottage is located just 3 kilometres from the Kissimmee River, close to the Okee-Tantie Marina and C. Scott Driver Recreation Area, providing easy access to the natural beauty of the region. The cottage has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The cottage has one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a fully equipped kitchen, a patio with lake views, designated smoking areas, and internet access. Guests can enjoy fishing, kayaking, hiking, picnicking, and exploring the surrounding natural attractions.

Best Caribbean villas and holiday homes with jacuzzi

Les Galets Sxm Luxury Lodges - Caribbean
9.3 261 reviews

Les Galets Sxm Luxury Lodges

house, Orient Bay
Les Galets Sxm, near Orient Bay in Saint Martin, offers a self-catering property a 1.9km walk from Orient Bay Beach and 1.9km from Grand Case-Espérance Airport.
This adults-only property features a private entrance, swimming pool, garden, free Wi-Fi, free parking, and well-equipped kitchenettes including microwaves, toasters, fridges, coffee machines, and kettles, plus modern amenities such as flat-screen TVs with streaming services and safety deposit boxes.
Le Bleu Charming Poolside Retreat - Caribbean
10 1 review

Le Bleu Charming Poolside Retreat

house, Bonita Springs
LE BLEU, a Bonita Springs villa, is conveniently located approximately 11 kilometres from both Silverspot Cinema and Delnor-Wiggins Pass State Park, and within 24 kilometres of Tin City.
This one-bedroom, two-bathroom property boasts 177 square metres of floor space, a private pool, free Wi-Fi, parking, and can comfortably accommodate up to 15 guests.
Casa Paradise San Andrés - Con Jacuzzi - Caribbean
9.3 12 reviews

Casa Paradise San Andrés - Con Jacuzzi

house, San Andrés
This San Andrés villa is located 4 minutes on foot from Parceras Beach, 1.8 kilometres from San Andrés Bay and 1.6 kilometres from North End, with Gustav Rojas Pinilla International Airport a mere 1 kilometre away.
This spacious 600 square metre property accommodates up to 13 guests in 3 bedrooms and 2 bathrooms, featuring a private swimming pool, hot tub, air conditioning, free WiFi, and a fully equipped kitchen, ideal for families and groups seeking a comfortable stay with easy access to local attractions.
Lovers Key Resort 802 - Caribbean
No reviews

Lovers Key Resort 802

house, Bonita Springs
This apartment offers direct access to Lovers Key Beach and is situated 19 kilometres from Delnor-Wiggins Pass State Park and 35 kilometres from the attractions of Fort Myers Beach, including Tin City.
This 54 square metre apartment accommodates up to 7 guests, featuring a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, Wi-Fi, a private balcony, and access to an on-site swimming pool and hot tub.
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