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

Casa Del Mar- Luxury Waterfront Pool Home, 45' Dock - Caribbean
Caribbean
02/01 – 09/01
£906/nighttotal: £6342 (7 )

Casa Del Mar- Luxury Waterfront Pool Home, 45' Dock

4 9
house, Marathon
This luxury waterfront villa in Marathon boasts a 45-foot dock and is conveniently situated 5.6 kilometres from Florida Keys Aquarium Encounters and the iconic Seven Mile Bridge.
Offering 185 square metres of living space with four bedrooms and four bathrooms, this holiday home comfortably accommodates up to 19 guests and features a private outdoor swimming pool, a fully equipped kitchen, complimentary Wi-Fi, and on-site parking.
Ms. Kay's Cottage, In Lucaya Near To Beach And Port Lucaya - Caribbean
9.0 8 reviews
Caribbean
07/09 – 13/09
£132/nighttotal: £792 (6 )

Ms. Kay's Cottage, In Lucaya Near To Beach And Port Lucaya

3 2
cottage, Freeport
Located in the Lucaya district of Freeport, this cottage offers seclusion in a private cul-de-sac, just 5 minutes from Taino Beach and a 10-minute walk or drive to Port Lucaya.
This welcoming holiday home boasts 3 bedrooms and accommodates up to 5 guests, featuring a kitchen with a fridge and microwave, air conditioning, a swimming pool, a garden, a spa, and parking, with the option of daily maid service for an additional fee.
House W/ Shared Pool Access: 4 Mi To Beaches! - Caribbean
Caribbean
13/09 – 19/09
£143/nighttotal: £858 (6 )

House W/ Shared Pool Access: 4 Mi To Beaches!

1 2
cottage, Fort Lauderdale
Located in East Fort Lauderdale, this cottage is conveniently situated within 1.6 kilometres of Southport Shopping Centre and the Greater Fort Lauderdale-Broward County Convention Centre, and within 4.8 kilometres of Las Olas Boulevard and Fort Lauderdale Beach.
This villa rental offers a full kitchen with microwave and dishwasher, air conditioning, an outdoor swimming pool, and barbecue grills, providing a comfortable holiday home experience with free WiFi in public areas.
4 Mi To Jensen Beach Park: Family Home W/ Pool! - Caribbean
10 1 review
Caribbean
25/07 – 31/07
£317/nighttotal: £1902 (6 )

4 Mi To Jensen Beach Park: Family Home W/ Pool!

1 2
cottage, Jensen Beach
Located in Jensen Beach, this welcoming cottage is situated 2.7 kilometres from Savannas Preserve State Park and within 9.7 kilometres of Indian Riverside Park and St Lucie Inlet State Park.
This villa rental boasts a swimming pool, garden, and barbecue grills, complemented by a kitchen equipped with a microwave and dishwasher, offering a comfortable holiday home experience with complimentary WiFi and parking.
Waterfront Cottage Dockside Patio Jeep Suv Kayak Sup Bike Boat Beaches Jet Ski - Caribbean
9.8 83 reviews
Caribbean
30/12 – 09/01
£237/nighttotal: £2370 (10 )

Waterfront Cottage Dockside Patio Jeep Suv Kayak Sup Bike Boat Beaches Jet Ski

1 4
cottage, Cooper Jack Bay Settlement
Located in Cooper Jack Bay Settlement on Providenciales, this waterfront cottage offers direct access to a private garden with a hammock and beach chairs, just 300 meters from the pristine shores of Grace Bay Beach.
This 37 square meter villa rental, accommodating up to four guests, features an open-concept interior with vaulted Caribbean wood beam ceilings, a well-equipped kitchen, and a screened-in porch, providing a perfect holiday home experience with a barbecue deck and Weber grill.
Coconut Bay Bahamas - Caribbean
Caribbean
17/07 – 21/07
£336/nighttotal: £1344 (4 )

Coconut Bay Bahamas

1 2
chalet
Prime beachfront accommodation in Salt Pond, this chalet offers exclusive private beach access and is situated 7.3 kilometres from Deadman's Cay Caves and 7.5 kilometres from Salt Pond Beach.
This welcoming villa rental boasts a refreshing outdoor swimming pool, air conditioning, and complimentary self-parking, with proximity to Dean's Blue Hole (32 km) and Buckley Settlement Church, making it an ideal holiday home.
Modern Naples Duplex Home ~ 7 Mi To Beach! - Caribbean
Caribbean
17/07 – 21/07
£120/nighttotal: £480 (4 )

Modern Naples Duplex Home ~ 7 Mi To Beach!

1 2
cottage, Lely
Conveniently located in Lely, this cottage is situated just 1.4 kilometres from Riviera Golf Club and within 5 kilometres of Hibiscus Golf Club and Mustang Golf Course, offering easy access to premier golfing.
This villa rental provides a fully equipped kitchen with a microwave oven, air conditioning, free WiFi in public areas, and barbecue grills, alongside complimentary self-parking and a garden for a comfortable stay.
Walk To 2026 Fifa World Cup! Home W/ Spacious Yard - Caribbean
Caribbean
26/09 – 03/10
£156/nighttotal: £1092 (7 )

Walk To 2026 Fifa World Cup! Home W/ Spacious Yard

1 2
cottage, Miami Gardens
Conveniently located in Norland, this cottage offers easy access to major attractions, situated just 3.4 kilometres from Hard Rock Stadium and within 10 kilometres of Aventura Mall, Calder Casino and Race Course, Mall at 163rd Street, and Aventura Hospital and Medical Center.
This villa rental features a microwave oven and a full kitchen with an oven and stovetop, complemented by air conditioning and a garden with a patio for outdoor relaxation, providing a comfortable holiday home experience.
Great Cottage - Caribbean
8.4 5 reviews
Caribbean
17/07 – 21/07
£132/nighttotal: £528 (4 )

Great Cottage

1 2
cottage, Greenacres
Located in Greenacres, this secluded cottage offers a tranquil retreat, just a short distance from the Port of Palm Beach and PGA National, with CityPlace and Clematis Street easily accessible for shopping.
This welcoming villa rental, perfect for two guests, features a private patio with BBQ facilities, a compact kitchen, and a comfortable queen-sized bed, providing a functional and private holiday home experience.
{Monohaus}@ Centro+luxury+piscina+monumento+sauna - Caribbean
9.8 74 reviews
Caribbean
06/01 – 12/01
£80/nighttotal: £480 (6 )

{Monohaus}@ Centro+luxury+piscina+monumento+sauna

2 4
apartment, Santiago de los Caballeros
Located in an exclusive and strategic district of Santiago de los Caballeros, this luxury apartment is conveniently situated close to top restaurants, shops, and local attractions, offering an ideal base for exploring the city.
This stylish apartment boasts high-end minimalist interiors, two bedrooms accommodating up to four guests, and features a communal infinity pool, air-conditioned fitness centre, and designer bathrooms, providing a sophisticated holiday home experience.
Indigo Reef #48 - Pirates Cove- Luxury Waterfront Villa, 31' Dock - Caribbean
Caribbean
18/07 – 25/07
£346/nighttotal: £2422 (7 )

Indigo Reef #48 - Pirates Cove- Luxury Waterfront Villa, 31' Dock

3 3
house, Marathon
This luxury waterfront villa in Marathon's Pirates Cove offers sea views and a private 31-foot dock, conveniently located near Florida Keys Aquarium Encounters and Captain Hook's Marina Dive Centre, with A Deep Blue Dive Centre 1.5 kilometres away.
Boasting 149 square meters of living space, this 3-bedroom holiday home accommodates up to 15 guests, featuring a swimming pool, spa, fitness centre, and on-site parking, making it an ideal beach house for exploring Marathon.
Luxury Retreat In Secret Paradise - Caribbean
9.5 2 reviews
Caribbean
30/07 – 07/08
£323/nighttotal: £2584 (8 )

Luxury Retreat In Secret Paradise

4 2
house, Bonita Springs
Located in Bonita Springs, this exclusive villa is precisely 19 kilometres from Tin City and 12 kilometres from Southwest Florida International Airport.
This welcoming holiday home offers four bedrooms accommodating up to 15 guests, featuring a private entrance, a fully equipped kitchen with a dishwasher and oven, an outdoor swimming pool and garden, on-site parking, complimentary WiFi, and is perfect for enjoying cycling activities in the area.

Villas and Holiday Homes with Pool in Caribbean

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

Dalkeith Cottage-ultimate Summer Vacation - Caribbean
Caribbean
01/11 – 28/01
£84/nighttotal: £7392 (88 )

Dalkeith Cottage-ultimate Summer Vacation

2 1
cottage, Knockpatrick
Luxury cottages at Dalkeith Great House are located in a rural area of Manchester, near Manchester Parish Court and Marshall's Pen Great House.
This welcoming 2-bedroom villa rental offers air conditioning, a swimming pool, and a garden for up to 4 guests, with Wi-Fi and parking provided.
2-bedrooms Villa With Panoramic Sea View And Private Pool - Caribbean
9.0 3 reviews
Caribbean
30/12 – 03/01
£178/nighttotal: £712 (4 )

2-bedrooms Villa With Panoramic Sea View And Private Pool

1 4
house, Saint Martin
Boasting panoramic sea views, this exclusive villa is located in Saint Martin, a mere 4-minute walk from Coralita Beach and 5.6 miles from Grand Case-Espérance Airport.
This 70 square meter holiday home offers air conditioning, a private swimming pool, and a fully equipped kitchen with a dishwasher, comfortably accommodating up to 7 guests.
Casa Ola, Lux 5 Bdrm Villa, Pool, 2 Min Walk-beach - Caribbean
9.9 78 reviews
Caribbean
02/01 – 09/01
£503/nighttotal: £3521 (7 )

Casa Ola, Lux 5 Bdrm Villa, Pool, 2 Min Walk-beach

5 9
house, Las Terrenas
Directly on Playa Coson, this luxury villa offers exclusive beachfront access via a private path, just 300 meters from the award-winning sands and a 10-kilometre drive from Las Terrenas town centre.
This spacious, 5-bedroom holiday home, accommodating up to 10 guests, features a private swimming pool, a well-equipped kitchen with a dishwasher, and high-speed Starlink WiFi, with access to Coson Bay Hotel amenities nearby.
Nassau Suite Just Steps To Duval Tropical Oasis  Quiet Location Downtown - Caribbean
9.2 439 reviews
Caribbean
25/07 – 01/08
£254/nighttotal: £1778 (7 )

Nassau Suite Just Steps To Duval Tropical Oasis Quiet Location Downtown

1 4
apartment, Key West
Located in Key West's Historic Seaport, The Nassau Suite is just 50 meters from Duval Street, offering proximity to nightlife and South Beach.
This 79 square meter villa rental accommodates up to 4 guests, featuring a king-size bedroom, a queen sleeper sofa, a well-equipped kitchen, a covered porch, and access to a shared swimming pool, making it a delightful holiday home near the coast.
Lazy Palm Retreat Heated Pool Jacuzzi Gulf Canal - Caribbean
9.2 9 reviews
Caribbean
19/10 – 26/10
£131/nighttotal: £917 (7 )

Lazy Palm Retreat Heated Pool Jacuzzi Gulf Canal

3 1
house, Lochmoor Waterway Estates
Located in North Fort Myers, Lazy Palm Retreat is approximately 29 kilometres from Southwest Florida International Airport and 34 kilometres from the Sanibel and Captiva Chamber of Commerce, with Gulf Canal access.
This welcoming villa rental offers a heated outdoor swimming pool and a private patio with lake views, boasting 3 bedrooms, 2 bathrooms, and accommodation for up to 11 guests, complete with a well-equipped kitchen and on-site jacuzzi.
Villa With Pool Steps From The Buyé Beach - Caribbean
9.9 270 reviews
Caribbean
10/09 – 17/09
£148/nighttotal: £1036 (7 )

Villa With Pool Steps From The Buyé Beach

1 2
house, Cabo Rojo
Just 300 meters from the exclusive Buye Beach, this luxurious villa in Cabo Rojo offers a contemporary, hotel-like experience with private, controlled access and its own dedicated swimming pool.
This welcoming holiday home sleeps up to six guests and features air conditioning, WiFi, two 50" TVs with Netflix and Disney Channel, and is conveniently located near attractions such as Tunel Guaniquilla and Surf 'N Fun Water Park.
Island Oasis ~ Your Paradise Awaits In Venture Out Resort! - Caribbean
9.6 14 reviews
Caribbean
06/01 – 12/01
£321/nighttotal: £1926 (6 )

Island Oasis ~ Your Paradise Awaits In Venture Out Resort!

2 4
cottage, Cudjoe Key
Offering expansive open water views and a 17' seawall overlooking a 60' wide canal, this waterfront cottage in Summerland Key is located approximately 32 kilometres from Key West within a secure, 24-hour gated community.
This family-friendly villa rental, accommodating up to six guests, boasts a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, terrace, garden, and tennis court, with convenient access to water activities like jet skiing and kayaking, and proximity to Florida Keys Beaches and Coupon Bight Aquatic Preserve.
Salty Beach, Amazing 1 Bedroom Beachfront, Nettle Bay Beach Club - Caribbean
9.4 6 reviews
Caribbean
04/12 – 09/12
£212/nighttotal: £1060 (5 )

Salty Beach, Amazing 1 Bedroom Beachfront, Nettle Bay Beach Club

1 2
house, Baie Nettle
Directly on Nettle Bay Beach, this holiday home offers immediate access to the sea and stunning garden views from its swimming pool, located in Baie Nettle.
This 70 square meter villa rental accommodates up to 7 guests with 1 bedroom and 1 bathroom, featuring complimentary WiFi, air conditioning, a fully equipped kitchen, and private parking.

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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