Villas and Holiday Homes in Caribbean

1250230 Villas and Holiday Homes in Caribbean

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Caribbean
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Best villa offers in Caribbean

Adorable Pink Cottage-ocean Front On Coco Bay With A Dock. 15% April Discount! - Caribbean
8.6 7 reviews
Caribbean
27/10 – 04/11
£226/nighttotal: £1808 (8 )

Adorable Pink Cottage-ocean Front On Coco Bay With A Dock. 15% April Discount!

2 2
cottage, Green Turtle Cay
Offering dual waterfront access to the Atlantic Ocean and protected Coco Bay with a dock, this Green Turtle Cay villa is situated near Coco Bay and Gillam Bay, just a short drive from Treasure Cay Golf Course and Marina.
This welcoming holiday home, featuring a master bedroom with a king bed and a private ocean view porch, along with a second bedroom with three twin beds, provides Starlink internet, a full kitchen, and complimentary dockage for boaters, ensuring a comfortable stay for families and groups.
Keys Waterfront Half-duplex, Ocean Side 37' Dock, - Caribbean
10 120 reviews
Caribbean
04/01 – 13/01
£179/nighttotal: £1611 (9 )

Keys Waterfront Half-duplex, Ocean Side 37' Dock,

1 3
cottage, Marathon
Directly channel-side in Marathon, this newly remodelled holiday home offers a prime location just three lots from the ocean and less than 4 kilometres to the amenities of Sombrero Beach.
This welcoming villa rental, boasting 51 square metres of living space, accommodates up to four guests with one bedroom and one bathroom, featuring a fully equipped kitchen, air conditioning, a swimming pool, and ample parking suitable for boat trailers, with opportunities for jet skiing, kayaking, and snorkelling nearby.
Private 3 Bedroom Villa 5 Minutes To The Beach - Caribbean
9.8 144 reviews
Caribbean
04/01 – 13/01
£263/nighttotal: £2367 (9 )

Private 3 Bedroom Villa 5 Minutes To The Beach

3 3
house, Noord
This spacious villa is located in Sabana Liber, Noord, offering convenient access to theme parks and a water park, and is just a short drive to Eagle Beach and Palm Beach.
Enjoy a private, large swimming pool and an expansive BBQ area at this family-friendly holiday home, which also provides easy access to water sports and is perfect for groups seeking a memorable stay.
Villa Indigo Pearl, Luxury, Orient Bay Seaview - Caribbean
Caribbean
30/07 – 06/08
£832/nighttotal: £5824 (7 )

Villa Indigo Pearl, Luxury, Orient Bay Seaview

3 2
house, Orient Bay
Villa Indigo Pearl is situated in Orient Bay, a 17-minute walk from Orient Bay Beach and 3.1 kilometres from Grand Case-Espérance Airport.
This spacious villa offers 280 square metres of accommodation with 3 bedrooms and 3 bathrooms, sleeping up to 9 guests, featuring a private swimming pool, air conditioning, a well-equipped kitchen with a dishwasher and microwave, and complimentary WiFi.
Cute Cozy Cottage With Private Entrance And Ocean Views In Prime Neighborhood - Caribbean
10 112 reviews
Caribbean
17/10 – 24/10
£174/nighttotal: £1218 (7 )

Cute Cozy Cottage With Private Entrance And Ocean Views In Prime Neighborhood

1 2
cottage, St. John
Located in St. John's Chocolate Hole neighbourhood, this villa rental is a mere 10-minute drive from the stunning beaches of Virgin Islands National Park and a few minutes from Cruz Bay town, offering convenient parking and a private entrance.
This 1-bedroom, 1-bathroom cottage, accommodating up to 2 guests, boasts a private deck with sea and hillside views, a fully equipped kitchen, air conditioning, and a spa, alongside thoughtful beach amenities for an excellent holiday home experience.
Grand Cayman Private Beach Cottage Without The High Price - Caribbean
10 41 reviews
Caribbean
12/07 – 18/07
£522/nighttotal: £3132 (6 )

Grand Cayman Private Beach Cottage Without The High Price

1 2
cottage, Pease Bay
Coconut Cottage, a luxurious holiday home, is located directly on the beach in Bodden Town, Grand Cayman, offering exclusive use of an 8-acre property with private beach access, just moments from Grand Cayman Beaches and Governor's Beach. This exceptional villa rental provides accommodation for up to four guests, boasting a private swimming pool, a high-end kitchen with granite countertops, air conditioning, and convenient access to kayaking, scuba diving, and horse riding activities.
Private | Mountain View | Firepit & Disconnection - Caribbean
10 33 reviews
Caribbean
16/08 – 23/08
£104/nighttotal: £728 (7 )

Private | Mountain View | Firepit & Disconnection

1 2
cabin, Ángeles
Just minutes from rivers and caves in Ángeles, this secluded natural retreat offers a private escape with an outdoor fire pit perfect for stargazing and enjoying S'mores.
This 1-bedroom cabin, accommodating 2 guests, features an outdoor kitchen with a mini-refrigerator, stove, and grill, an open-air bathroom with hot water, and a unique 'maya catamaran' and hammock for ultimate relaxation, with no WiFi or TV to encourage a digital detox.
Bonita Springs Condo 4 Mi To Beach: Private Patio! - Caribbean
9.6 112 reviews
Caribbean
11/09 – 17/09
£188/nighttotal: £1128 (6 )

Bonita Springs Condo 4 Mi To Beach: Private Patio!

2 3
house, Bonita Springs
Located in Bonita Springs, this welcoming villa offers a private patio and is situated just 6.4 kilometres from the beach, with Delnor-Wiggins Pass State Park 7.5 kilometres away and Tin City 15 kilometres distant.
This 118 square meter ground-floor holiday home boasts a fully fitted kitchen, air conditioning, a swimming pool, jacuzzi, and on-site spa, making it an excellent choice for a relaxing stay.
Le Petit Maison - Caribbean
9.2 16 reviews
Caribbean
04/01 – 13/01
£239/nighttotal: £2151 (9 )

Le Petit Maison

2 3
cottage, Miami
Prime Coconut Grove offers this welcoming cottage, just 200 metres from waterfront dining at Monty's and within easy reach of Fresh Market South and a diverse selection of restaurants along Bayshore Avenue.
This 2-bedroom, 1-bathroom villa rental sleeps 4 guests and features air conditioning, a fridge, and microwave oven, with parking and a garden for your convenience, located approximately 30 minutes by car from South Beach and Miami International Airport.
Spanish Villa With Private Pool 8 Min From The Beach! - Caribbean
9.8 211 reviews
Caribbean
04/01 – 14/01
£84/nighttotal: £840 (10 )

Spanish Villa With Private Pool 8 Min From The Beach!

2 3
house, Sosúa
Just 300 meters from Sosúa Beach, this luxurious three-bedroom bungalow-style villa offers a private pool and a non-heated jacuzzi, set within a large tropical garden complete with an outdoor entertaining palapa and al fresco dining. This holiday home is perfectly situated for exploring nearby attractions such as Cabarete Beach and Laguna SOV, making it an excellent choice for family reunions and gatherings.
This spacious villa rental boasts a fully stocked kitchen, ideal for self-catering, and all three bedrooms feature private bathrooms, promising an unmatched experience for your stay in Sosúa. The property also includes a covered terrace and is equipped with air conditioning, Wi-Fi, and parking, ensuring a comfortable and convenient stay.
Casa Coco-perla Superior 2 Bedroom @ Casa Linda - Caribbean
9.9 45 reviews
Caribbean
31/08 – 03/09
£130/nighttotal: £390 (3 )

Casa Coco-perla Superior 2 Bedroom @ Casa Linda

2 2
house, Sosúa
Centrally located in Sosúa, this villa is just a short walk from Sosúa Beach and within easy reach of other notable beaches and attractions.
This award-winning CASA COCO-PERLA villa offers a private pool, king-sized beds, air conditioning throughout, and a well-equipped outdoor living area with a wet bar and BBQ, complemented by daily breakfast at the CASA COCO 24/7 Eatery & Bar.
Charming 2-bedroom Farmhouse Private Pool Retreat With Friendly Animals! - Caribbean
10 2 reviews
Caribbean
04/01 – 13/01
£230/nighttotal: £2070 (9 )

Charming 2-bedroom Farmhouse Private Pool Retreat With Friendly Animals!

2 3
manor house, Southwest Ranches
Enjoy a tranquil farm stay in Southwest Ranches, offering a private pool and garden, with proximity to Regional Park at Weston and Miramar Regional Park, and a short drive to Sawgrass Mills and Weston Town Center. This welcoming villa rental accommodates up to four guests across two bedrooms, featuring a fully equipped kitchen, air conditioning, and the unique opportunity to participate in morning farm chores alongside friendly animals.

Villas and Holiday Homes with Pool in Caribbean

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

Posada In Tucacas - Caribbean
Caribbean
27/07 – 07/08
£39/nighttotal: £429 (11 )

Posada In Tucacas

1 2
house, Tucacas
Located in Tucacas, Venezuela, this expansive villa offers convenient access to local attractions, situated away from the immediate town centre.
This welcoming holiday home, boasting a generous 480 square meters of floor area, accommodates up to 31 guests with its one bedroom and three bathrooms, featuring a refreshing outdoor swimming pool, air conditioning throughout, and a balcony with garden views.
Nos Soño Stay And Dive, Holidays In Paradise!  Guest Home - Caribbean
10 1 review
Caribbean
31/08 – 03/09
£285/nighttotal: £855 (3 )

Nos Soño Stay And Dive, Holidays In Paradise! Guest Home

3 2
chalet, Sabana Westpunt
Perfectly situated in Sabana Westpunt, this chalet offers a prime location just 200 meters from Grandi Beach and an 8-minute walk to Kalki Beach, placing you at the heart of local experiences and a short drive from Christoffel and Shete Boka National Parks.
This family-friendly villa rental, accommodating up to 6 guests across 3 bedrooms and 3 bathrooms, boasts a fully equipped kitchen with a dishwasher, air conditioning, a swimming pool, onsite parking, and a BBQ grill, ensuring a comfortable and convenient holiday home experience.
Yellow Oasis At Otro Curaçao - Caribbean
Caribbean
31/10 – 10/11
£95/nighttotal: £950 (10 )

Yellow Oasis At Otro Curaçao

1 2
cottage, Willemstad
Located in the UNESCO World Heritage district of Otrobanda in Willemstad, this studio cottage is within walking distance of downtown amenities, art galleries, and restaurants, serving as a central base for exploring Curaçao.
This stylish villa rental offers a private plunge pool, access to a tropical garden, and panoramic views from the Otro Tower, with accommodation for up to three guests and Wi-Fi included.
Casa Campo Obymar, Panoramic Villa With Private Pool. Electric Generator - Caribbean
9.7 207 reviews
Caribbean
11/09 – 17/09
£184/nighttotal: £1104 (6 )

Casa Campo Obymar, Panoramic Villa With Private Pool. Electric Generator

3 3
chalet, Moca
This welcoming chalet in Moca offers a tranquil rural riverside escape, situated 64 kilometres from Crash Boat Beach and 29 kilometres from Gozalandia Waterfall, with proximity to water parks and wildlife activities.
Guests can enjoy the outdoor pool and garden, a firepit, complimentary WiFi, and a fully equipped kitchen in this family-friendly villa rental, providing a comfortable holiday home experience.
Paradise Point - Luxury Oceanfront Estate - Pool, Dock, Outdoor Kitchen & Family Amenities - Caribbean
Caribbean
06/11 – 15/11
£623/nighttotal: £5607 (9 )

Paradise Point - Luxury Oceanfront Estate - Pool, Dock, Outdoor Kitchen & Family Amenities

3 2
house, Marathon
Ideally located in Marathon, this luxury oceanfront villa is a mere 10-minute walk from Florida Keys Aquarium Encounters and 2.25 kilometres from A Deep Blue Dive Center, offering an exclusive holiday home experience with direct sea views.
This expansive 177 square meter property accommodates up to 8 guests across 3 bedrooms and 3 bathrooms, boasting a private dock, outdoor kitchen, on-site pool and spa, and complimentary WiFi, ensuring a comfortable and amenity-rich beach house stay.
Group & Family House Galant Curaçao - Caribbean
9.8 47 reviews
Caribbean
09/09 – 15/09
£414/nighttotal: £2484 (6 )

Group & Family House Galant Curaçao

7 2
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 Ebberly House - Amazing Pool In Gated Community - Caribbean
Caribbean
16/09 – 17/09
£1530/nightfor 1 night

The Ebberly House - Amazing Pool In Gated Community

1 1
house, Key West
Accommodation. This accommodation is located in Key West.
Facilities and services: air conditioning, a washing machine and a dish washer. Take advantage of the terrace in this house in Key West.
The Love Nest - Caribbean
10 25 reviews
Caribbean
30/07 – 06/08
£163/nighttotal: £1141 (7 )

The Love Nest

1 2
cabin, Rincón
Just 100 steps from a secluded beach and 30 steps from a dream pool, this 1-bedroom villa offers exclusive access to nature trails and exceptional sunset and sunrise views in Rincón.
This holiday home, perfect for two guests, features a kitchen with a fridge, air conditioning, a garden, and rooftop stargazing opportunities, with a 4x4 vehicle recommended for access to this off-the-beaten-path gem.

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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