Caribbean

Villas and Holiday Homes in Caribbean

1250230 Villas and Holiday Homes in Caribbean

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Best villa offers in Caribbean

Fo-3 Finca Oasis - Rest, Disconnect, Reconnect - Caribbean
Caribbean
1 1
£60/nighttotal: Â£120 (2 )

Fo-3 Finca Oasis - Rest, Disconnect, Reconnect

farm - Los Llanos
Located in Los Llanos, this farm stay is just 2.5 kilometers from the shopping centres of Cuadra San Isidro and Coral Mall, and a short drive from the natural attractions of Boca Chica Beach and La Caleta Underwater National Park.
Offering a tranquil escape for two guests, this villa provides a unique opportunity for personal discovery and early nature connection, with year-round organic produce, shared kitchens for self-catering, and opportunities to participate in traditional community activities like fire rings and drum circles.
Paradise Found - Luxury Waterfront Pool Home, 50' Dock - Caribbean
Caribbean
4 5
£525/nighttotal: Â£3675 (7 )

Paradise Found - Luxury Waterfront Pool Home, 50' Dock

house - Marathon
Discover this luxury waterfront villa in Marathon, offering exclusive living just 5.5 kilometres from the Florida Keys Aquarium Encounters and the Seven Mile Bridge.
This expansive 5-bedroom holiday home, ideal for up to 23 guests, boasts 200 square metres of living space, a private 50-foot dock, an outdoor swimming pool, a children's playground, and complimentary WiFi.
Beautiful Little Two Bedroom Cottage In Scenic Jensen Beach. - Caribbean
9.1Excellent 207 reviews
Caribbean
2 2
£97/nighttotal: Â£582 (6 )

Beautiful Little Two Bedroom Cottage In Scenic Jensen Beach.

cottage - Jensen Beach
Directly opposite Langford Park, this delightful cottage in the historic fishing village of Rio, Jensen Beach, offers a prime location just a short walk from water sports and the original Florida Pineapple Plantations on the Indian River.
This 78 square meter villa rental, accommodating up to four guests, boasts a fully renovated interior with a gourmet kitchen and new bathroom, plus a swimming pool, garden, and terrace, providing easy access to Jensen Beach attractions and nearby Savannas Preserve State Park for outdoor adventures.
74 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Caribbean
10Excellent 2 reviews
Caribbean
4 2
£279/nighttotal: Â£1395 (5 )

74 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage - Delray Beach
This Delray Beach cottage, a superb holiday home, is conveniently located 800 metres from East Atlantic Avenue and 500 metres from Delray Beach Market, with beaches and attractions within a 2-kilometre radius.
Offering a heated saltwater swimming pool and an outdoor bar with three grills, this 74-square-metre villa rental comfortably accommodates four guests in two bedrooms and features a well-equipped kitchen with multiple coffee makers and complimentary WiFi.
Tropical Seahorse At Coral Lagoon ~ Waterfront Villa W Resort Pool & Slip - Caribbean
9.3Excellent 154 reviews
Caribbean
6 3
£556/nighttotal: Â£3892 (7 )

Tropical Seahorse At Coral Lagoon ~ Waterfront Villa W Resort Pool & Slip

resort - Marathon
Tropical Seahorse At Coral Lagoon ~ Waterfront Villa W Resort Pool & Slip offers a luxurious three-bedroom villa in Marathon's Coral Lagoon neighbourhood, boasting waterfront views and convenient access to the Vaca Cut for Gulf and ocean exploration.
This spacious villa rental, covering 133 square meters and accommodating up to eight guests, features a fully equipped gourmet kitchen, nautical-themed décor, a private balcony with marina and canal views, an on-site heated saltwater pool, and is a short drive from Sombrero Beach, making it a superb holiday home for exploring the Keys.
Sanctuary Home Naples-private Pool And Lanai! - Caribbean
9.9Excellent 224 reviews
Caribbean
4 2
£245/nighttotal: Â£980 (4 )

Sanctuary Home Naples-private Pool And Lanai!

house - Naples Park
Nestled in Naples Park, this luxury villa offers exclusive access to a private beach area and is situated just 2.1 kilometres from Vanderbilt Beach and 15.1 kilometres from Tin City.
This welcoming holiday home boasts a private year-round outdoor pool, a hot tub, and on-site mini-golf, alongside a fully equipped kitchen and two bedrooms, providing an exceptional beach house experience.
Your Tropical Retreat In The Heart Of Boqueron, Wifi, Full A/c, Wi-fi, Sleeps 6 - Caribbean
9.8Excellent 214 reviews
Caribbean
5 1
£125/nighttotal: Â£875 (7 )

Your Tropical Retreat In The Heart Of Boqueron, Wifi, Full A/c, Wi-fi, Sleeps 6

house - Boqueron
Directly in Boqueron Poblado, this villa offers immediate access to the town's attractions, situated just a short walk from Boqueron's beaches, pubs, bars, restaurants, and local shops in Cabo Rojo.
This welcoming holiday home boasts a private swimming pool and spa, comfortably accommodating up to six guests with its air-conditioned interior featuring a bedroom with two queen beds and a living area with a sleeper sofa, alongside a well-equipped kitchen and Wi-Fi.
Luxurious And Cozy Chalet Close To Playa Buye To Disconnect From Everything! - Caribbean
9.8Excellent 6 reviews
Caribbean
2 1
£101/nighttotal: Â£707 (7 )

Luxurious And Cozy Chalet Close To Playa Buye To Disconnect From Everything!

chalet - Cabo Rojo
Just 300 meters from the renowned Buye Beach, this exclusive chalet in Cabo Rojo offers a luxurious coastal escape, with Refugio Nacional Cabo Rojo also within easy reach.
This welcoming villa rental, featuring one bedroom and one bathroom for up to two guests, boasts air conditioning, Wi-Fi, a swimming pool, and parking, providing a perfect base for exploring nearby water sports and cultural sites.
100 M² Cottage ∙ 1 Bedroom ∙ 2 Guests - Caribbean
Caribbean
1 1
£361/nighttotal: Â£2527 (7 )

100 M² Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage - West Palm Beach
Flamingo Park, West Palm Beach, hosts this Mediterranean-style cottage, offering a serene escape within lush tropical gardens on a historic estate, just a 15-20 minute walk from The Square and Convention Center, and a 5-10 minute drive to Palm Beach island's renowned beaches and attractions.
This 100 square meter villa rental, accommodating two guests, features air conditioning, a fully equipped kitchen, and access to a palm tree-lined free-form swimming pool and private patio with outdoor dining, perfect for enjoying al fresco meals.
Deluxe Miami House W 5br Mini Golf & Heated Pool L62 - Caribbean
9.7Excellent 112 reviews
Caribbean
10 1
£533/nighttotal: Â£3731 (7 )

Deluxe Miami House W 5br Mini Golf & Heated Pool L62

house - Country Walk
This deluxe Miami house, a 5-bedroom villa, is located approximately 16 kilometres from Fruit Spice Park and 20 kilometres from Homestead Miami Speedway, offering a suburban retreat with convenient access to local attractions.
Guests can enjoy a private heated outdoor swimming pool, a garden, and an on-site mini golf course, alongside a fully equipped kitchen, complimentary WiFi, and laundry service, making this holiday accommodation perfect for families or groups.
Luxury 5-bedrooms 4-bathrooms Waterfront Home With Heated Pool And Tiki Hut - Caribbean
9.4Excellent 92 reviews
Caribbean
10 1
£720/nighttotal: Â£5040 (7 )

Luxury 5-bedrooms 4-bathrooms Waterfront Home With Heated Pool And Tiki Hut

bungalow - Deerfield Beach
Just 400 meters from Deerfield Beach, this luxury waterfront villa offers a private heated swimming pool, a large Tiki-hut for outdoor entertaining, and a private boat dock, providing direct access to water activities and stunning views.
This spacious holiday home boasts an open-plan layout ideal for groups, featuring a game room with a pool table, a fully equipped kitchen, and an indoor dining area seating up to 10, with nearby access to Fort Lauderdale Beach, Deerfield Beach Pier, Quiet Waters Park, and extensive shopping opportunities.
Seaside Getaway - Where Peace And Tranquility Are Plenty! - Caribbean
9.7Excellent 24 reviews
Caribbean
3 2
£128/nighttotal: Â£1792 (14 )

Seaside Getaway - Where Peace And Tranquility Are Plenty!

cottage - Andros
Located in Stafford Creek, North Andros, this newly built cottage is a 15-minute flight from Nassau and a 25-minute taxi ride from San Andros Airport, offering direct access to the Lucayan Archipelago and Andros Barrier Reef.
This family-friendly villa rental boasts a waterfront position with sea exploration and fishing opportunities, featuring two bedrooms accommodating up to five guests, a kitchen with fridge and microwave, air conditioning, a jacuzzi, a terrace, garden, parking, and complimentary WiFi, plus two bikes for exploring the surrounding natural beauty.

Villas and Holiday Homes with Pool in Caribbean

Among the 1250230 villas in Caribbean here are the 8 best villas with pool

San Juan, Guest Suite W/private Pool, Outdoor Kitchen/bbq & Peaceful - Caribbean
9.9Excellent 141 reviews
Caribbean
2 1
£132/nightfor 1 night

San Juan, Guest Suite W/private Pool, Outdoor Kitchen/bbq & Peaceful

house - San Juan
This private guest suite in Monacillo, San Juan, is situated within a secure, gated community, offering a peaceful retreat just a short drive from Isla Verde Beach (12 km), Old San Juan (14 km), and the Convention Centre.
This welcoming villa rental boasts a private pool with terrace access to a second pool, an outdoor kitchen with a barbecue, and is conveniently located within walking distance of shops, restaurants, and entertainment, with independent entry and self-check-in ensuring a convenient stay.
Modern Beach House On Nettles Island - Caribbean
9.4Excellent 140 reviews
Caribbean
2 1
£174/nighttotal: Â£1044 (6 )

Modern Beach House On Nettles Island

island - Jensen Beach
Perfectly situated in Hutchinson Island South, Jensen Beach, this apartment offers exceptional access to the community pool and tennis courts, with the Elliott Museum and The House of Refuge Museum just a short distance away.
This welcoming villa rental, ideal for up to six guests, boasts two bedrooms and two bathrooms, alongside a BBQ grill and picnic table, and includes a golf cart and kayak for exploring the area, with complimentary high-speed WIFI and parking provided.
Casa Del Mar, Luxury And Magical View Of Orient Bay - Caribbean
Caribbean
10 5
£803/nighttotal: Â£5621 (7 )

Casa Del Mar, Luxury And Magical View Of Orient Bay

house - Orient Bay
Located in Orient Bay, Casa Del Mar is a luxury villa offering a private entrance and soundproofing, situated a mere 300 meters from the popular Orient Bay Beach and 3.1 kilometres from Grand Case-Espérance Airport.
This expansive holiday home boasts 300 square metres of living space, featuring 5 bedrooms and 5 bathrooms to accommodate up to 18 guests, alongside a private swimming pool, a well-equipped kitchen with a dishwasher and microwave, air conditioning, and complimentary Wi-Fi and parking.
Private Gated Entrance, Pool, Jacuzzi Tubs, Awesome Views, 7 Bedrooms Villa - Caribbean
9.2Excellent 84 reviews
Caribbean
6 7
£342/nighttotal: Â£1710 (5 )

Private Gated Entrance, Pool, Jacuzzi Tubs, Awesome Views, 7 Bedrooms Villa

house - alto de cofresi
Located in Puerto Plata, this expansive villa in Alto de Cofresi offers breathtaking ocean and mountain views, situated less than 1 mile from Cofresi Beach and nearby theme parks.
This luxurious holiday home boasts 7 bedrooms and 8 bathrooms, a deluxe family kitchen, a main balcony with a pool, a third-floor master suite with a jacuzzi, and a tennis court, providing ample space and entertainment for up to 14 guests.
Villa With Ocean View And Amazing Infinity Pool - Caribbean
10Excellent 2 reviews
Caribbean
6 3
£288/nighttotal: Â£1440 (5 )

Villa With Ocean View And Amazing Infinity Pool

house - Willemstad
Spectacular infinity ocean views await at this luxury villa, perfectly situated in Piscadera, Willemstad, offering direct, free walking distance access to Piscadera Bay beach, just 300 meters away, and close proximity to the Curaçao Sea Aquarium.
This welcoming holiday accommodation boasts 3 bedrooms for up to 6 guests, featuring a private swimming pool, a shadow deck for relaxation, and convenient access to nearby water sports and adventure activities.
Emerald Tides - Luxury Oceanfront Home, Private Pool, 30' Dock - Caribbean
Caribbean
1 5
£650/nighttotal: Â£9750 (15 )

Emerald Tides - Luxury Oceanfront Home, Private Pool, 30' Dock

house - Marathon
Emerald Tides is a luxurious oceanfront villa in Marathon, offering sea views and situated 6.27 kilometres from Florida Keys Aquarium Encounters and 4.18 kilometres from Seven Mile Bridge.
This five-bedroom holiday home boasts a private swimming pool, a 30-foot dock, on-site parking, a spa centre, and an elevator, accommodating up to 12 guests with amenities including free WiFi and a fully equipped kitchen.
Group & Family House Galant Curaçao - Caribbean
9.8Excellent 86 reviews
Caribbean
6 7
£464/nighttotal: Â£3248 (7 )

Group & Family House Galant Curaçao

house - Willibrordus
Directly on the beachfront in Willibrordus, this luxury villa is mere steps from Coral Estate Beach and 19 kilometres from Christoffel National Park, with Curaçao International Airport 17 kilometres away.
This spacious 7-bedroom holiday home offers ample room for large groups, featuring a fully equipped kitchen, private balcony with pool views, and extensive garden and terrace areas for outdoor enjoyment.
The Boat House In Vaca Cove Unit (F) - Caribbean
9.6Excellent 40 reviews
Caribbean
10 4
£531/nighttotal: Â£3717 (7 )

The Boat House In Vaca Cove Unit (F)

boat - Marathon
Directly on Shelter Bay, this exclusive private oasis offers a 35-foot deep water dockage with access to both the Atlantic and Gulf waters, conveniently located near the Marathon Air Museum and Crane Point Museum and Nature Centre.
This welcoming family-friendly apartment boasts four bedrooms, three bathrooms, and accommodates up to ten guests, featuring a resort-style swimming pool, private jacuzzi, a garden, terrace, and a gas grill with a bait freezer for an ultimate holiday home experience.

Frequently Asked Questions about Caribbean

  • What are the must-see attractions that I should visit in the Caribbean?

    For a truly memorable experience in the Caribbean, consider visiting Dunn's River Falls in Jamaica, a stunning terraced waterfall you can climb. In Barbados, a visit to the historic Bridgetown and its Garrison offers a glimpse into colonial history. The Pitons in St. Lucia are iconic volcanic spires offering breathtaking views and excellent hiking opportunities. For underwater exploration, the vibrant coral reefs of Bonaire are a world-renowned diving destination.
  • How much does it typically cost to stay in a villa in the Caribbean?

    Villa rental costs in the Caribbean can vary significantly. A modest two-bedroom villa might range from $200 to $500 per night, while a larger, luxurious property with ocean views and amenities like a private pool could cost $1,000 to $5,000 or more per night. Prices are also influenced by the island, the season, and the specific features of the villa.
  • What are the best towns, villages, or areas to rent a villa in the Caribbean?

    For a diverse range of villa experiences, consider Grace Bay in Turks and Caicos for its pristine beaches and upscale offerings. St. Barts is known for its luxurious villas and exclusive atmosphere. In Antigua, English Harbour provides historical charm alongside beautiful bays. For a more laid-back vibe with stunning natural beauty, consider areas around Soufrière in St. Lucia.
  • When is the best time to book a villa in the Caribbean, and how far in advance should I plan?

    The peak season for the Caribbean is typically from mid-December to mid-April, which also means higher prices. For the best selection and potentially better rates, booking a villa six to nine months in advance is recommended, especially if traveling during this popular period. The shoulder seasons, from late April to June and again from September to November, can offer a good balance of pleasant weather and fewer crowds, with booking 3 to 6 months ahead often sufficient.
  • What are the must-see festivals or seasonal events in the Caribbean?

    The Caribbean hosts vibrant celebrations throughout the year. The Crop Over Festival in Barbados, typically held in July and early August, is a major summer festival with calypso music and parades. Carnival celebrations, particularly in Trinidad and Tobago in February or March, are world-famous for their elaborate costumes and energetic street parties. The St. Lucia Jazz & Arts Festival, usually held in late April or May, attracts international musicians.

Villas in Popular Destinations

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