Villas and Holiday homes in Caribbean

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Caribbean villas
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102837 Villa rentals in Caribbean

Best Caribbean villas and holiday homes with a pool

Among the 102837 accommodations in Caribbean, here are the 4 best villas and holiday homes with a pool

Modern Bedroom In Great Condo! Beach Pass Incl! - Caribbean
9.3 195 reviews
Caribbean
01/07 – 08/07
SG$137/nighttotal: SG$959 (7 )

Modern Bedroom In Great Condo! Beach Pass Incl!

1 2
house , Boynton Beach
This modern one-bedroom apartment is located in Boynton Beach, just 1.8 kilometres from both Ocean Ridge Hammock Park Beach and Oceanfront Park - Boynton Beach Municipal, offering easy access to the beautiful Florida coastline. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment is 66 square metres in size and can comfortably accommodate two guests. It features a private pool, modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen, as well as free parking and a beach pass for convenient access to the nearby beaches.
Bak A Yaad Timberland Cottage - Caribbean
10 13 reviews
Caribbean
01/07 – 08/07
SG$243/nighttotal: SG$1701 (7 )

Bak A Yaad Timberland Cottage

1 2
cottage , Negril
This family-friendly cottage is located in West End, Negril, just a short walk from the Negril Lighthouse and Cliffs, offering stunning views and easy access to local attractions. It has excellent user, location, and cleanliness ratings, making it a great choice for your Negril getaway.
The cottage has one bedroom and one bathroom, providing comfortable accommodation for a small family or group of friends. It includes a fully equipped kitchen, a private swimming pool, a terrace, a garden, and a tennis court, offering plenty of space for relaxation and entertainment.
Sun Caraibes - Caribbean
9.0 92 reviews
Caribbean
05/07 – 12/07
SG$301/nighttotal: SG$2107 (7 )

Sun Caraibes

1 2
house , Orient Bay
This house is located in Orient Bay, just 6 kilometres from Saint Martin, offering easy access to the beach and the island's main attractions. The accommodation has received excellent ratings for location, cleanliness and user experience, ensuring a comfortable and enjoyable stay.
The house features a kitchen with a fridge and microwave, a swimming pool, a terrace or balcony, a garden, and a tennis court. Guests can also enjoy a concierge service, parking, air conditioning, and direct access to the beach.
Villa Mit 3 Apartments - Caribbean
9.8 26 reviews
Caribbean
27/08 – 05/09
SG$397/nighttotal: SG$3573 (9 )

Villa Mit 3 Apartments

4 2
house , Jan Thiel
This Jan Thiel villa is situated less than 2km from Caracas Bay and Jan Thiel Beach, and 4.2km from Mambo Beach, offering easy access to these popular Curaçao destinations.
The four-bedroom property sleeps eight guests and boasts a private pool, barbecue, fully equipped kitchen with dishwasher, free Wi-Fi, and a fenced garden; perfect for families or groups seeking a relaxing Caribbean getaway.

Best Caribbean villas and holiday homes with a kitchen

A World Apart Villa | The Perfect Getaway | Direct Access To Beach - Caribbean
9.4 149 reviews
Caribbean
17/08 – 23/08
SG$391/nighttotal: SG$2346 (6 )

A World Apart Villa | The Perfect Getaway | Direct Access To Beach

3 4
house , Humacao
This 3-bedroom villa is located in Palmas del Mar, just 0.5 kilometres from Palmas del Mar Beach and 2.5 kilometres from Palmas Del Mar Golf Club. The property has received excellent ratings for user experience, location, and cleanliness.
The villa comfortably sleeps 6 guests and comes equipped with 4 bathrooms, a fully fitted kitchen, and a spacious living area. Guests can enjoy the private swimming pool, barbecue facilities, and free Wi-Fi, as well as explore the nearby Humacao Nature Reserve and take advantage of the on-site parking.
Family-friendly Palm River Estates House! - Caribbean
9.9 48 reviews
Caribbean
06/12 – 20/12
SG$613/nighttotal: SG$8582 (14 )

Family-friendly Palm River Estates House!

3 5
house , Naples Park
This family-friendly house is situated in Naples, just 19 kilometres from Tin City and 6 kilometres from Silverspot Cinema, offering a relaxing escape close to attractions. The property has consistently received excellent ratings from previous guests for its cleanliness, location and overall experience.
The three-bedroom house, spanning 171 square metres, comfortably accommodates up to eight guests. Enjoy a range of amenities including a fully-equipped kitchen, private terrace, a swimming pool and a jacuzzi, perfect for a relaxing stay.
La Belle Créole - Caribbean
9.7 97 reviews
Caribbean
21/12 – 31/12
SG$289/nighttotal: SG$2890 (10 )

La Belle Créole

1 3
house , Las Galeras
La Bella Créole is a comfortable house situated in Las Galeras, just 3.1 miles from the beautiful Playa Rincon, offering a peaceful escape from the bustling town. It consistently receives excellent ratings for location, cleanliness, and overall experience.
The 140 square metre house features two bedrooms and provides a fully equipped kitchen, air conditioning, a private garden, terrace, and swimming pool. Guests can enjoy barbecue facilities, a flat-screen TV, and parking, making it a perfect choice for families and groups looking for a relaxing and enjoyable stay.
Sosua Luxiry 3 Bedroom Event Friendly Villa - Caribbean
Caribbean
26/06 – 29/06
SG$261/nighttotal: SG$783 (3 )

Sosua Luxiry 3 Bedroom Event Friendly Villa

3 1
house , Sosua
This sea-facing villa in Sosúa is located a 12-minute drive from Sosúa Beach and a 14-minute walk from Laguna SOV Leisure Centre.
This 111 square meter villa offers accommodation for up to 6 guests, featuring 3 bedrooms, 3 bathrooms, a private swimming pool, a private terrace, and an enclosed courtyard, with a well-equipped kitchen and air conditioning provided.

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

Your Home Away From Home - Caribbean
9.0 178 reviews
Caribbean
06/01 – 20/01
SG$188/nighttotal: SG$2632 (14 )

Your Home Away From Home

3 2
house , Deerfield Beach
This three-bedroom house is located in Pompano Beach, just 2.6 km from Broward Health North and within 10 km of attractions like Festival Flea Market and Butterfly World. It has been rated excellent for cleanliness and very good for location, guaranteeing a comfortable and enjoyable stay.
The 121 square metre house can accommodate up to eight guests and features a fully equipped kitchen, a private garden, a terrace, and parking. Guests can also enjoy free Wi-Fi, air conditioning, and a washing machine, making it perfect for a relaxing and convenient holiday.
Bright, Family Friendly Villa 350 Mts To The Beach! - Caribbean
9.0 2 reviews
Caribbean
26/06 – 29/06
SG$165/nighttotal: SG$495 (3 )

Bright, Family Friendly Villa 350 Mts To The Beach!

3 1
house , Las Terrenas
This beachfront villa in Las Terrenas is a 0.8km walk from La Iglesia Beach and Playa Ballenas, and within 1.2km of Beach Garden Plaza and the Haitian Caraibes Art Gallery.
The three-bedroom, two-bathroom property sleeps six, offering a complete kitchen, air conditioning, Wi-Fi, a swimming pool, terrace, garden, and parking; enjoy nearby watersports and explore local attractions.
Villa Casalilo, Orient Bay - Caribbean
9.9 55 reviews
Caribbean
27/08 – 05/09
SG$501/nighttotal: SG$4509 (9 )

Villa Casalilo, Orient Bay

2 2
house , Orient Bay
Villa Casalilo is a two-bedroom property located in Orient Bay, a two-minute walk from Orient Bay Beach and 3.1km from Grand Case–Espérance Airport.
This 75 square metre villa offers a private pool, garden, free parking, and a fully equipped kitchen including a dishwasher, accommodating up to four guests and providing free Wi-Fi.
Jhadano 3br Pool & Gym Shuttle Gated - Caribbean
9.9 134 reviews
Caribbean
06/01 – 20/01
SG$300/nighttotal: SG$4200 (14 )

Jhadano 3br Pool & Gym Shuttle Gated

3 2
house , Florence Hall Village
This luxurious Stonebrook Manor property in Florence Hall Village offers 24-hour security within a gated community, and proximity to various village attractions (distances unspecified).
The 135 square metre house boasts a fully equipped, tastefully designed open-plan layout, sleeping up to six guests with all bedrooms en suite, plus access to a swimming pool, fitness centre, and complimentary airport shuttle for up to four guests.

Best Caribbean villas and holiday homes with jacuzzi

Villa ∙ 1 Bedroom ∙ 2 Guests - Caribbean
Caribbean
27/06 – 04/07
SG$203/nighttotal: SG$1421 (7 )

Villa ∙ 1 Bedroom ∙ 2 Guests

1 2
house , Lagun
This detached villa is located on a cliff in the westernmost part of Curaçao, just 100 metres from Playa Lagun and a short distance from Christoffelpark National Park.
This property offers private apartments with air conditioning, a fridge, freezer, microwave oven, swimming pool, jacuzzi, terrace, garden, and parking for 2 guests, with direct access to the Caribbean Sea and breathtaking ocean and sunset views.
Relaxinn@nettles Island Private Beach 2 Pools & More - Caribbean
10 43 reviews
Caribbean
17/08 – 23/08
SG$250/nighttotal: SG$1500 (6 )

Relaxinn@nettles Island Private Beach 2 Pools & More

2 4
cottage , Jensen Beach
This charming cottage is situated on Hutchinson Island South, just 2.4 kilometres from Fort Pierce Beach, Normandy Beach, and Waveland Beach, offering easy access to the beautiful coastline. Guests consistently rate this property as excellent for its location and amenities.
The two-bedroom cottage comfortably accommodates up to five guests and features a fully equipped kitchen, a relaxing spa tub, and a private garden. Enjoy the on-site fitness centre, tennis court, and swimming pool, or take advantage of the nearby water park for a fun-filled day.
Bonita Lake Home - Luxury Taken To The Next Level - Caribbean
9.2 48 reviews
Caribbean
17/08 – 23/08
SG$453/nighttotal: SG$2718 (6 )

Bonita Lake Home - Luxury Taken To The Next Level

3 4
house , Bonita Springs
Bonita Lake House is situated in Bonita Springs, just 24 kilometres from Tin City and 11 kilometres from Silverspot Cinema, offering a peaceful retreat close to attractions. The property has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
This three-bedroom home spans 10 square metres and comfortably accommodates up to eight guests. The house offers a range of amenities and activities, including a private swimming pool, a fully equipped kitchen, a restaurant, a bar, a tennis court, and a children's playground, making it ideal for families and groups.
Park Shore Resort-deluxe Condo 1st Floorbldge 134 - Caribbean
Caribbean
01/11 – 15/11
SG$385/nighttotal: SG$5390 (14 )

Park Shore Resort-deluxe Condo 1st Floorbldge 134

2 6
house , Naples
This Park Shore Resort condominium is situated in Naples, 2.7 kilometres from Clam Pass Park Beach and 2.2 kilometres from the Naples Museum of Art.
This 101 square metre apartment offers accommodation for up to 11 guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, a private balcony, barbecue facilities, and access to a shared fitness centre, swimming pool, and tennis court.
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