Villas and Vaction Homes in Caribbean

1250230 Villas and Vacation Homes in Caribbean

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Caribbean
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Best villa offers in Caribbean

Luxury Oceanfront Mansion With Sea Access, Including A Private Boat And Jet Ski. - Caribbean
Caribbean
06/01 – 06/30
$1323/nighttotal: $38367 (29 )

Luxury Oceanfront Mansion With Sea Access, Including A Private Boat And Jet Ski.

5 2
chalet, Key Largo
Directly on the oceanfront in Buccaneer Point, Key Largo, this luxury villa offers exclusive access to the turquoise waters of the Florida Keys, just miles from John Pennekamp Coral Reef State Park and the Christ of the Abyss statue.
This five-bedroom, five-bathroom holiday home accommodates fifteen guests and features a unique guitar-shaped swimming pool, private dock with boat and jet ski included, and an exterior kitchen with a professional BBQ grill, making it an ideal beach house for unforgettable stays.
Godfather Room #2: Ocean View With Private Balcony - Caribbean
Caribbean
02/22 – 03/08
$90/nighttotal: $1260 (14 )

Godfather Room #2: Ocean View With Private Balcony

1 2
aparthotel, Cabrera,
Offering breathtaking panoramic views of the ocean and mountains, this aparthotel is precisely situated in the mountains of Cabrera, Dominican Republic, just over 1 mile from the stunning natural beaches of Playa el Bretón and Playa Diamante, and a short drive from the Playa Grande Golf Course.
This 270 sq ft, one-bedroom, one-bathroom aparthotel accommodates up to two guests and features a kitchen with a fridge and microwave, air conditioning, a swimming pool, a garden, and parking, making it an ideal holiday home for exploring the Dominican Republic's northeast coast.
Fort Myers Florida Waterfront Luxury Home, Newly Remodeled, Sleeps 12! - Caribbean
9.7 87 reviews
Caribbean
06/29 – 07/06
$634/nighttotal: $4438 (7 )

Fort Myers Florida Waterfront Luxury Home, Newly Remodeled, Sleeps 12!

4 10
apartment, Tice
Located in Fort Myers' Alabama Grove Terrace, this waterfront apartment offers direct boat and jet ski access and is a short 12-minute Uber ride to the River District's bars and restaurants, with Burroughs Home and Gardens and Edison and Ford Winter Estates nearby.
This 2450 sq ft apartment comfortably accommodates 12 guests with 4 bedrooms and 2 bathrooms, featuring a newly remodeled owner's suite with a romantic 4-poster bed, a brand new heated 30ft pool, multiple patio areas, and two provided kayaks for exploring the waterways.
Cute Coastal Cottage Close To Beach And Downtown Nightlife. - Caribbean
9.8 17 reviews
Caribbean
05/23 – 06/06
$151/nighttotal: $2114 (14 )

Cute Coastal Cottage Close To Beach And Downtown Nightlife.

2 5
cottage, Stuart
Located in Stuart, this welcoming cottage is just a short walk to a convenience store and within a 10-minute drive of retail centers like Walmart, Martin Memorial Hospital, and downtown Stuart's dining and entertainment.
This family-friendly villa offers accommodation for up to 5 guests with 2 bedrooms, a full kitchen, a dedicated workspace, and spacious outdoor areas featuring a fenced front yard with a lit sitting area and an illuminated backyard with ample seating and a grill, perfect for enjoying the Florida lifestyle.
102 M² Cottage ∙ 1 Bedroom ∙ 2 Guests - Caribbean
10 17 reviews
Caribbean
06/01 – 06/30
$203/nighttotal: $5887 (29 )

102 M² Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage, Jupiter Farms
This island-themed cottage in Jupiter, Florida, offers a serene escape with convenient access to Jupiter Beach (11.7 miles), Busch Wildlife Sanctuary (7.7 miles), and Loxahatchee River Battlefield Park (4.6 miles).
This welcoming 1100 square foot villa, ideal for couples or solo travelers, features a fully equipped kitchen with stainless steel appliances, a private patio, and a backyard with a BBQ and fire pit, providing a perfect holiday home experience.
Marine Villas # 3 Beach Access - Caribbean
Caribbean
06/15 – 06/22
$342/nighttotal: $2394 (7 )

Marine Villas # 3 Beach Access

1 2
chalet, Hollywood
Located in the Hollywood Beach neighborhood, this chalet offers convenient access to Aventura Mall and Dania Pointe, and is a short distance from Hollywood Beach and Sunny Isles Beach.
This one-bedroom villa, accommodating up to 2 guests, features a fully equipped kitchen, a garden with BBQ, complimentary bikes for exploring the Boardwalk, and on-site parking, making it an ideal holiday home.
Comfy Bedrooms Minutes Away From Beach, Free Wifi, Spa Hut, Bbq,24-hour Security - Caribbean
9.0 246 reviews
Caribbean
08/01 – 08/09
$118/nighttotal: $944 (8 )

Comfy Bedrooms Minutes Away From Beach, Free Wifi, Spa Hut, Bbq,24-hour Security

1 2
house, Ocho Rios
Located within the exclusive, secured Mamme Bay resort in Ocho Rios, this villa offers a 5-minute walk to a beautiful beach and is a 10-minute drive from Dunn's River Falls, Dolphin Cove, and Mystic Mountain.
This 270 square feet, 1-bedroom villa, accommodating up to 4 adults, features a private swimming pool, jacuzzi, terrace, garden, and air conditioning, with optional Jamaican cuisine prepared by Chef Chris.
Caribbean Beach Villa Playa Bonita Las Terrenas - Caribbean
9.7 158 reviews
Caribbean
08/01 – 08/08
$449/nighttotal: $3143 (7 )

Caribbean Beach Villa Playa Bonita Las Terrenas

3 3
house, Las Terrenas
Directly on Playa Bonita, this beachfront villa offers unparalleled access to the coast and is conveniently located 3.4 miles from the cultural hub of Pueblo de los Pescadores.
This welcoming holiday home boasts 1940 square feet, featuring three bedrooms, a fully equipped kitchen with a fridge, microwave, oven, and coffee machine, an outdoor swimming pool, spa, tennis court, and barbecue facilities, ensuring a comfortable and activity-filled stay.
Luxury Golf Villa In Beautiful Lely Resort With Pool - Caribbean
9.9 82 reviews
Caribbean
08/01 – 08/08
$282/nighttotal: $1974 (7 )

Luxury Golf Villa In Beautiful Lely Resort With Pool

2 3
house, Lely Resort
Located within the prestigious Lely Resort, this luxury golf villa is approximately 6.1 miles from the Collier Museum Of The Everglades and 6.3 miles from the Naples Botanical Garden.
This welcoming holiday home offers 1540 square feet of living space, featuring 2 bedrooms, air conditioning, a private swimming pool, and a well-equipped kitchen with a dishwasher, microwave, and refrigerator, perfect for enjoying your stay.
Chalet ∙ 3 Bedrooms ∙ 8 Guests - Caribbean
Caribbean
02/16 – 03/16
$208/nighttotal: $5824 (28 )

Chalet ∙ 3 Bedrooms ∙ 8 Guests

3 2
chalet, Cabarete
Located in a lush tropical garden, this chalet is just a few minutes' walk from the beach, supermarkets, and numerous bars in Cabarete, offering a prime position for exploring the area.
This welcoming villa accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a pool, BBQ area, outside lounge, and on-site rentals for moto scooters and kite gear, making it an ideal holiday home for surf enthusiasts.
Paradise Awaits! Pga Paradise Cottage Ii - Caribbean
10 161 reviews
Caribbean
06/27 – 07/05
$397/nighttotal: $3176 (8 )

Paradise Awaits! Pga Paradise Cottage Ii

2 4
cottage, Palm Beach Gardens
This cottage is precisely located in Palm Beach Gardens, a mere 15-minute drive from the beautiful beaches of Palm Beach and 10 minutes from The Gardens Mall, offering convenient access to shopping and dining.
Enjoy this welcoming holiday home featuring a private swimming pool and jacuzzi, a beautifully decorated coastal design living area, a modern open kitchen with new stainless steel appliances, and an outdoor patio with a gas grill, all complemented by high-speed WiFi and an in-unit washer and dryer.
Relax Poolside & Walk Or Bike To The Beach From This Amazing Naples Pool Home! - Caribbean
9.3 112 reviews
Caribbean
07/20 – 07/26
$391/nighttotal: $2346 (6 )

Relax Poolside & Walk Or Bike To The Beach From This Amazing Naples Pool Home!

3 4
house, Naples Park
This Naples pool home is located in Naples Park, just 1.2 miles from Delnor-Wiggins Pass State Park and 1.7 miles from Vanderbilt Beach, offering easy access to coastal attractions and a water park.
This 1550 square foot villa features 3 bedrooms, a full kitchen with a dishwasher, microwave, and freezer, a private patio with garden views, an outdoor swimming pool, a jacuzzi, and on-site spa services, with free WiFi and parking provided.

Villas and Vacation Homes with Pool in Caribbean

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

A Great Relaxing Villa With Lake View And A Few Steps From The Pool<br><br> - Caribbean
9.4 17 reviews
Caribbean
04/03 – 04/10
$230/nighttotal: $1610 (7 )

A Great Relaxing Villa With Lake View And A Few Steps From The Pool<br><br>

2 2
house, Humacao
Located in Palmas del Mar, Humacao, this ground floor villa offers a tranquil lake view and is just 100 steps from a sandy beach, providing convenient access to water activities and a short 5-minute drive to golf courses and dining.
This welcoming holiday home features 2 bedrooms and 3 bathrooms, accommodating up to 6 guests with amenities including air conditioning, a swimming pool, and a jacuzzi, making it an ideal beach house for exploring the natural beauty and recreational opportunities nearby.
Peace On Pompei - Caribbean
9.1 208 reviews
Caribbean
07/26 – 08/02
$254/nighttotal: $1778 (7 )

Peace On Pompei

3 5
house, Naples
Peace on Pompei is a welcoming villa located in Naples, situated 1.1 miles from the Naples Museum Of Art and 3.2 miles from the Naples Zoo at Caribbean Gardens, with Tin City 5.1 miles away and Lowdermilk Beach 3.9 miles away.
This 1460 sq ft holiday home offers 3 bedrooms, 2 bathrooms, air conditioning, a well-equipped kitchen with a dishwasher, microwave, and oven, a swimming pool, a garden, and parking, all conveniently located near Port - O - Call Marina and Silverspot Cinema, with Naples Municipal Airport 6.2 miles away.
Oasis Villa! Cayman Stations - Caribbean
9.8 92 reviews
Caribbean
02/22 – 03/08
$110/nighttotal: $1540 (14 )

Oasis Villa! Cayman Stations

1 2
apartment, St Catherine
This welcoming apartment in Kingston, Jamaica, offers a prime location in a gated community, serving as a central hub between Portmore and Spanish Town, with convenient access to Jamaica House and Iron Bridge, and just a short drive to Sovereign Village Mall.
Enjoy a range of recreational facilities including a community swimming pool, tennis court, and football field, complemented by an on-site solar water heater and lush landscaped spaces perfect for an active holiday home experience.
La Perla Bianca - 1 Br Beachfront Luxury Villa Offering Utmost Privacy - Caribbean
10 1 review
Caribbean
05/25 – 05/26
$893/nightfor 1 night

La Perla Bianca - 1 Br Beachfront Luxury Villa Offering Utmost Privacy

1 2
house, Les Terres Basses
Directly on Baie Rouge Beach, this exclusive villa in Les Terres Basses offers unparalleled privacy and beachfront access.
This spacious 1-bedroom beach house accommodates up to 3 guests and features a well-equipped kitchenette, air conditioning, a private swimming pool, garden, and stunning sea views from its terrace, with WiFi and parking included.
Jhadano Villa 3br Pool Shuttle 3 Mins To Beach - Caribbean
9.8 18 reviews
Caribbean
05/10 – 05/17
$128/nighttotal: $896 (7 )

Jhadano Villa 3br Pool Shuttle 3 Mins To Beach

1 2
house, Falmouth
Located in Falmouth, this family-friendly vacation home is conveniently situated near the airport, 1.8 miles from the Martha Brae River, and within 9.3 miles of the Luminous Lagoon and Burwood Beach.
This welcoming villa offers a private fenced yard, a swimming pool, an on-site fitness center, complimentary WiFi, and self-parking, ensuring a comfortable and convenient stay with fully equipped kitchens featuring modern appliances.
Casa De Kai | Private Pool & Panoramic Ocean Views - Caribbean
9.9 105 reviews
Caribbean
05/23 – 06/06
$367/nighttotal: $5138 (14 )

Casa De Kai | Private Pool & Panoramic Ocean Views

2 5
house, Rincon
This villa is located in a rural area of Rincon, a mere 2-minute drive from Sandy Beach and close to local restaurants and surfing spots.
This 2-bedroom, 2-bathroom holiday home accommodates up to 5 guests and features a private swimming pool, an expansive terrace with a lounge area and hammocks, and an open-concept living space.
Villas On Great Bay Villa Foxie - Caribbean
9.8 46 reviews
Caribbean
08/01 – 08/09
$451/nighttotal: $3608 (8 )

Villas On Great Bay Villa Foxie

2 2
house, Philipsburg
Directly on Great Bay Beach in Philipsburg, VILLA FOXIE offers a beachfront location with a 13-minute walk to Little Bay Beach, providing an exclusive beach house experience.
This luxurious villa accommodates up to 9 guests with 2 air-conditioned bedrooms, featuring a well-equipped kitchen, a private terrace with sea views, a garden, a swimming pool, and on-site parking, ideal for families.
Exquisite Yacht Club Townhome - B7 - Caribbean
9.4 2 reviews
Caribbean
02/23 – 03/02
$982/nighttotal: $6874 (7 )

Exquisite Yacht Club Townhome - B7

1 1
apartment, Turtle cove
Direct waterfront access to Turtle Cove's turquoise waters positions this 2-bedroom apartment, a perfect holiday home, just 500 feet from Smith's Reef and a short walk to Turtle Cove Marina, Babalua Beach, and popular dining spots.
This luxurious 3-story villa boasts a spacious layout for 6 guests, featuring a private screened-in balcony with marina sunset views and access to The Yacht Club's swimming pool and gardens.

Frequently Asked Questions about Caribbean

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

    When exploring the Caribbean, several attractions stand out. In Barbados, a visit to Harrison's Cave offers a chance to see impressive stalactites and stalagmites. For those in Jamaica, Dunn's River Falls provides a natural wonder where you can climb alongside cascading water. St. Lucia's iconic Pitons, two volcanic spires, are a breathtaking sight and a UNESCO World Heritage site. In Puerto Rico, the El Yunque National Forest is the only tropical rainforest in the U.S. National Forest System and features waterfalls and diverse plant life.
  • How much does it typically cost to stay in a villa in the Caribbean?

    The cost of a villa in the Caribbean can vary quite a bit, generally ranging from around $1,500 per week for a smaller, more basic option to $10,000 or more for a large, luxurious property with amenities like a private pool and staff. Factors like the island, the size of the villa, its proximity to the beach, and the time of year all play a significant role in pricing. During peak season, expect higher rates.
  • What are the best towns, villages, or areas to rent a villa in the Caribbean?

    For villa rentals, many travelers favor areas known for their beautiful beaches and amenities. In Turks and Caicos, Grace Bay is a popular choice for its stunning beach and upscale villas. Barbados offers options in areas like St. James, known for its platinum coast and elegant properties. St. Barts is renowned for its high-end villas and exclusive atmosphere. For a more laid-back vibe, consider areas in Antigua like Jolly Harbour.
  • When is the best time to book a villa in the Caribbean, and how far in advance should I plan?

    Booking a villa in the Caribbean is generally best done well in advance, especially for popular islands and during peak travel times. Planning six to twelve months ahead is advisable for the winter season, which runs from mid-December to mid-April, as this is when many people seek warmer climates. For the shoulder seasons, like late spring or fall, three to six months in advance might suffice, offering potentially better availability and prices.
  • What are the must-see festivals or seasonal events in the Caribbean?

    The Caribbean hosts vibrant festivals throughout the year. Carnival is a major event celebrated across many islands, with spectacular parades and music, notably in Trinidad and Tobago and Barbados (Crop Over). In December, many islands observe Christmas and New Year's with local celebrations and fireworks. The St. Lucia Jazz & Arts Festival, typically held in late April or early May, attracts international artists and showcases local talent.

Villas in Popular Destinations

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