Villas and Holiday homes in Caribbean

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Caribbean holiday homes
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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

Villa Wayaka - Caribbean
9.6 14 reviews

Villa Wayaka

house, Kralendijk
Villa Wayaka is a detached house located in Kralendijk, a 15-minute walk from Bachelor's Beach and 2.7 kilometres from Te Amo Beach, with Flamingo International Airport 2 kilometres away.
This villa offers three bedrooms and two bathrooms, featuring air conditioning, free WiFi, a private swimming pool, and barbecue facilities, with scuba diving opportunities nearby.
Summer Special Treasure Beach Sanguine Villa - Caribbean
10 102 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.
South Hutchinson Island Cottage W/ Beach Access! - Caribbean
9.6 76 reviews

South Hutchinson Island Cottage W/ Beach Access!

house, Jensen Beach
This South Hutchinson Island Cottage is situated in Jensen Beach, just 1.4 kilometres from the town centre and a 2.7 kilometre walk from Dollman Park Beach.
This two-bedroom, 74 square metre property offers a private patio, a fully equipped kitchen, air conditioning, and free Wi-Fi, making it perfect for families or groups of up to four people.
"Almost Beachfront " Snorkeling & Kayaks Across The Street. 2 Bed 2 Bath Cottage - Caribbean
10 21 reviews

"Almost Beachfront " Snorkeling & Kayaks Across The Street. 2 Bed 2 Bath Cottage

cottage, St. John
This charming beachfront cottage is located in Estate Freemans Ground, St. John, just 500 metres from Johnson Bay and a 6.4 kilometre drive from the Virgin Islands National Park. The surrounding area is peaceful and offers stunning views of the Caribbean Sea.
The cottage has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It is equipped with a fully fitted kitchen, a private pool, a hot tub, and a terrace with a BBQ grill, providing everything you need for a relaxing and enjoyable stay.

Best Caribbean villas and holiday homes with a kitchen

708a Beachfront Sunrise Sunset Views - Caribbean
9.7 3 reviews

708a Beachfront Sunrise Sunset Views

house, Fort Myers Beach
This beachfront property in Fort Myers Beach is situated 2.4 kilometres from the town centre, 22.5 kilometres from Delnor-Wiggins Pass State Park, and within 37 kilometres of both Tin City and Southwest Florida International Airport.
This one-bedroom holiday home, boasting 46 square metres of floor space, comfortably sleeps seven guests and includes a swimming pool, tennis court, and free Wi-Fi, alongside a fully equipped kitchen and private parking.
Blue Lizard House - Caribbean
9.9 170 reviews

Blue Lizard House

house, San Andrés
Blue Lizard House, a self-catering property in San Andrés, is located 13.3 km from San Andrés Bay and 12.1 km from Gustavo Rojas Pinilla International Airport, a 14-minute walk from Calle de las Palmeras Beach.
This one-bedroom, one-bathroom apartment sleeps two guests and features a swimming pool, garden, terrace, air conditioning, private parking, and a continental or American breakfast; bicycle and car rental are available on-site.
Cozy 2 Br Waterfront Home With Heated Pool - Caribbean
9.2 13 reviews

Cozy 2 Br Waterfront Home With Heated Pool

house, Fort Myers Shores
This waterfront property in Fort Myers Shores offers direct access to the bay and is conveniently located approximately 48 kilometres from Fisherman's Village and Sanibel/Captiva Islands, and 16 kilometres from local museums.
The 13-square-metre house features two bedrooms, two bathrooms, sleeps thirteen guests, and includes a private pool, free Wi-Fi, parking, and a well-equipped kitchen with modern appliances.
Villa Maria Montego  Bay - Caribbean
9.9 321 reviews

Villa Maria Montego Bay

house, Montego Bay
This White House villa is situated on the beach in Montego Bay, just 5km from Jamaica Beaches, Blue Diamond Shopping Centre, and Whitter Village, and 10km from Doctor's Cave Beach and Dead End Beach. The property has received excellent ratings for location, cleanliness, and overall user experience.
The villa offers four bedrooms, making it suitable for families or groups of friends. Guests can enjoy a private pool, a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, free Wi-Fi, a balcony, limited housekeeping, and designated smoking areas.

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 can't miss Grace Bay Beach in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs should explore the historic forts of Santo Domingo in the Dominican Republic or Port Royal in Jamaica. For a taste of nature, a visit to the rainforest of Dominica or the lush landscapes of Barbados is a must. And for something different, consider exploring the underwater world with a scuba diving trip to Bonaire or exploring the unique rock formations of Antigua.
  • 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 famous for its pristine beaches, it also features dramatic mountain ranges, like the Blue Mountains in Jamaica or the volcanic peaks of Martinique. Lush rainforests cover much of the islands, particularly in Dominica and St Lucia. You'll also find arid scrublands, particularly in some of the smaller islands, and extensive coral reefs surrounding many islands.
  • What are the best villa rentals with a pool in Caribbean?

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

    Beyond the well-trodden tourist paths, the Caribbean holds many surprises. The Rio Camuy Cave Park in Puerto Rico offers a fascinating underground river system. The Baths on Virgin Gorda in the British Virgin Islands are unique rock formations perfect for exploring. The lesser-known island of Nevis offers a more tranquil and secluded experience, with stunning beaches and historical sites. And for a truly off-the-beaten-path adventure, consider exploring the untouched beauty of the smaller islands of the Lesser Antilles.
  • 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, engage directly with the locals. Attend a local rum distillery tour to learn about the process and history of this iconic spirit. Take a cooking class and learn to prepare traditional dishes. Visit local markets and interact with vendors, learning about their products and stories. Attend a local festival or celebration, such as Carnival in Trinidad and Tobago or Crop Over in Barbados, to experience the vibrant culture firsthand. Consider staying in a locally-owned guesthouse or homestay 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 and diverse. To experience multiple islands and their unique cultures, you should plan for at least two to three weeks. Focusing on a single island allows for a deeper exploration of its culture, landscapes and activities, and a week is usually sufficient for this, but longer trips are always recommended.
  • What are the best pet friendly villa rentals in Caribbean?

  • Is there anything you might not think to pack for the Caribbean?

    While swimwear and sunscreen are obvious, consider packing insect repellent, especially if you plan on exploring rainforests or spending time outdoors in the evenings. A lightweight rain jacket is also useful, as rain showers can be sudden and brief. A reusable water bottle is essential for staying hydrated in the tropical heat. And don't forget a good book for relaxing on the beach!
  • 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. Learn to make traditional crafts like pottery or basket weaving in Jamaica. Participate in a steelpan drumming workshop in Trinidad and Tobago. Take a class on Caribbean dance styles, such as reggae or zouk. Consider a visit to a local art gallery or studio to learn about the region's artistic traditions. Many locations offer workshops on local medicinal plants and their uses.
  • Are there any food festivals in the Caribbean where you can try local food?

    Yes, many food festivals celebrate the diverse cuisine of the Caribbean. The Taste of the Caribbean in Miami (although not in the Caribbean itself, it showcases Caribbean cuisine) is a large-scale event. Many islands also host smaller, local food festivals throughout the year; these are often tied to specific harvests or celebrations. Research the specific islands you'll be visiting to find events during your travel dates.

Best Caribbean villas and holiday homes with air conditioning

Casa Blu, 2 Bed Lux Villa, Sov- Dominican Republic - Caribbean
10 54 reviews

Casa Blu, 2 Bed Lux Villa, Sov- Dominican Republic

house
Casa Blu, a villa in Sosúa Ocean Village, offers easy access to a water park, restaurants, bars, and the beach.
This two-bedroom, two-bathroom property sleeps four, boasting a private pool, spacious patio, fully equipped kitchen, and lavish interior with a glassed-in garden; nearby excursions include catamaran trips and snorkelling in Puerto Plata.
Endless Summer! Bike Or Walk To The Beach Or Mercato - Caribbean
10 2 reviews

Endless Summer! Bike Or Walk To The Beach Or Mercato

house, Naples Park
This Naples Park detached house is located a 18-minute walk from Vanderbilt Beach and 1.8 kilometres from Silverspot Cinema, with proximity to Delnor-Wiggins Pass State Park and Mercato.
This 90 square metre property accommodates up to 7 guests, offering a well-equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a terrace, garden, outdoor fireplace, and complimentary WiFi and private parking.
Aurelinda A Relaxing Villa With Magical Sunsets - Caribbean
9.8 225 reviews

Aurelinda A Relaxing Villa With Magical Sunsets

house
This spacious Santiago de los Caballeros villa is situated approximately 5 km from Cibao International Airport and 10 km from the Monument to the Heroes of the Restoration, offering convenient access to both the city centre and major tourist attractions.
The four-bedroom, three-bathroom property sleeps up to 12 guests and boasts extensive outdoor amenities including a swimming pool, gazebo with bar, outdoor kitchen, BBQ area, and a second gazebo with pool table and dominoes; all within a fully furnished house with air conditioning and internet access.
Kazamwen, Maison à Orient Bay 2 Chambres, Piscine Résidence Et Plage à 2 Minutes - Caribbean
8.9 14 reviews

Kazamwen, Maison à Orient Bay 2 Chambres, Piscine Résidence Et Plage à 2 Minutes

house, Orient Bay
This Orient Bay house, Kazamwen, is a 4-minute walk from Orient Bay Beach and 3.1km from Grand Case airport.
The 84 square metre property sleeps seven guests in two bedrooms and two bathrooms, offering a private beach area, swimming pool, and fully equipped kitchen including a dishwasher, plus free Wi-Fi.

Best Caribbean villas and holiday homes with jacuzzi

Walk To Best Eats And Shops With Salt H2o Spa - Caribbean
10 1 review

Walk To Best Eats And Shops With Salt H2o Spa

house, Fort Myers
This Cracker Cottage in Fort Myers offers a convenient location near restaurants and shops, approximately 22km from Southwest Florida International Airport and 30-40km from Sanibel Island attractions including the Sanibel Island Lighthouse.
The 74 square metre property features two bedrooms, two bathrooms, a fully equipped kitchen, private patio, garden, tennis court, and parking, accommodating up to four guests and offering free Wi-Fi.
One Bedroom In Lux Condo,casa Costa! Wbeachpass! - Caribbean
9.6 205 reviews

One Bedroom In Lux Condo,casa Costa! Wbeachpass!

house, Boynton Beach
This house is located in Boynton Beach, just 1.8 kilometres from two beaches, Ocean Ridge Hammock Park Beach and Oceanfront Park - Boynton Beach Municipal. It has received excellent ratings for user experience, location, and cleanliness.
The property is a one-bedroom, one-bathroom house with a floor area of 66 square metres and a capacity for two guests. It features a private pool, free parking, modern amenities like air conditioning and a fully equipped kitchen, and is close to shopping and transport links.
Paradise Found Cayo Hueso - Caribbean
9.2 227 reviews

Paradise Found Cayo Hueso

house, Key West
Paradise Found Cayo Hueso, near Smathers Beach in Key West, Florida, offers convenient access to attractions such as the Southernmost Point (2.6 km) and Ernest Hemingway's Home (3.2 km).
This 126-square-metre, two-bedroom, two-bathroom apartment boasts a balcony with sea views, a fully equipped kitchen, private parking, complimentary Wi-Fi, and access to a swimming pool, Jacuzzi, sauna, fitness centre, and tennis court.
Lovers Key Resort 401 - Caribbean
No reviews

Lovers Key Resort 401

house, Bonita Springs
This holiday cottage in Bonita Springs offers direct beach access to Lovers Key Beach and is situated 35 kilometres from Tin City.
This apartment, covering 72 square metres and accommodating up to 7 guests, features one bedroom, one bathroom, air conditioning, a swimming pool, a hot tub, a terrace, a garden, a fitness centre, and parking, with complimentary WiFi and an elevator for convenience.
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