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

Pigeon Cay Beach Club - Caribbean
9.0 6 reviews
Caribbean
04/25 – 05/02
$237/nighttotal: $1659 (7 )

Pigeon Cay Beach Club

1 2
cottage, Pigeon Cay
Directly on a private white sand beach, this Pigeon Cay cottage offers exclusive access for kayaking, with Blue Hole, Port Royal Beach, and Camperdown Beach all within 20 miles, and Fernandez Bay and The Hermitage of Father Jerome located 25 miles away.
This welcoming holiday home provides a soundproofed, family-friendly retreat with a fully equipped kitchen, air conditioning, and onsite dining at the Pigeon Cay Beach Club, making it an ideal villa for a memorable beach house experience.
La Perla Bianca - 1 Br Beachfront Luxury Villa Offering Utmost Privacy - Caribbean
10 1 review
Caribbean
05/23 – 05/31
$1243/nighttotal: $9944 (8 )

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.
Canalfront Cape Coral Escape - Ada Friendly! - Caribbean
Caribbean
04/25 – 05/02
$225/nighttotal: $1575 (7 )

Canalfront Cape Coral Escape - Ada Friendly!

1 2
cottage, Cape Coral
Directly on the beach, this Hancock cottage in Cape Coral offers a welcoming holiday home experience, conveniently located within 1 mile of El Rio Golf Club and Fort Myers Shopping Center, and within 3 miles of Lee Health Women's Health and Pine Island Shopping Center.
This family-friendly villa features a swimming pool, air conditioning, a full kitchen with a microwave and dishwasher, and onsite amenities like a playground and barbecue grills, providing a perfect base for seaside enjoyment and exploring nearby attractions.
Bunita Blenchi. Private Pool, Porch 42m2, Beautiful Beaches And Nice Restaurants - Caribbean
10 17 reviews
Caribbean
04/25 – 05/02
$138/nighttotal: $966 (7 )

Bunita Blenchi. Private Pool, Porch 42m2, Beautiful Beaches And Nice Restaurants

3 2
house, Fontein
Located in the secure Villa Park Fontein, this villa is situated in a quiet district of Curacao, 15 miles from Hato Airport and 30 miles from Willemstad, providing easy access to beaches like Cas Abou and nature attractions such as Christoffelberg.
This luxuriously furnished 1720 square feet holiday home features 3 bedrooms accommodating up to 6 guests, a private swimming pool, a spacious corner porch with a lounge set, and a well-equipped kitchen with high-end appliances.
Villa 7075 On Duck Key Boat Slip Available - 2bd 2.5ba - Caribbean
9.4 143 reviews
Caribbean
08/03 – 08/10
$363/nighttotal: $2541 (7 )

Villa 7075 On Duck Key Boat Slip Available - 2bd 2.5ba

3 5
house, Duck Key
Waterfront villa guests enjoy an exclusive island neighborhood in Marathon, Duck Key, just miles from Sombrero Beach and Curry Hammock State Park, with Marathon Air Museum and Crane Point Museum and Nature Center also nearby.
This 900 sq ft holiday home comfortably accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, and a deck with breathtaking sunset views, while optional boat slip access is available for an additional fee.
Beautiful Country House Near The Sea, Jacuzzie, Bbq, Gym - Caribbean
Caribbean
07/20 – 07/25
$116/nighttotal: $580 (5 )

Beautiful Country House Near The Sea, Jacuzzie, Bbq, Gym

3 2
cottage, Santa marta
Located in Bello Horizonte, Santa Marta, this cottage is just 500 feet from the Caribbean Sea and a two-minute drive from the Santa Marta airport.
This 1080 sq ft villa offers a welcoming retreat with a private jacuzzi, garden, and terrace, accommodating up to 11 guests with amenities including air conditioning and a fully equipped kitchen, perfect for exploring nearby Rodadero Beach and Tayrona National Natural Park.
Riverfront Home Perfect For Groups In The Middle Of The Mountains - Caribbean
Caribbean
07/20 – 07/25
$230/nighttotal: $1150 (5 )

Riverfront Home Perfect For Groups In The Middle Of The Mountains

6 2
chalet, Vallejito Abajo
Located in Los Cacaos, this chalet offers easy access to the Monumento Natural Dunas de las Calderas, just a short distance away, providing a peaceful atmosphere ideal for exploration and unwinding.
This welcoming villa accommodates up to 12 guests with 6 bedrooms and 2 bathrooms, featuring a cozy terrace with landscape views, direct river access within steps, and ample space for outdoor cooking and dining, perfect for family gatherings and group getaways.
Secluded Cottage - Caribbean
Caribbean
05/02 – 05/08
$114/nighttotal: $684 (6 )

Secluded Cottage

2 3
cottage, kingston
Secluded in the cool hills of Jack's Hill, this welcoming cottage offers a tranquil mountain escape just 2 miles from Jamaica House and Devon House in Kingston.
This 120 square feet, 2-bedroom, 1-bathroom cottage comfortably accommodates up to 4 guests, featuring a kitchen, garden, and parking, with proximity to the Constant Spring Golf Club and Bob Marley Museum.
Le Petit Maison - Caribbean
9.2 15 reviews
Caribbean
08/03 – 08/10
$321/nighttotal: $2247 (7 )

Le Petit Maison

2 4
cottage, Miami
Prime Coconut Grove, Miami, this 2-bedroom cottage offers a welcoming base just two blocks from waterfront restaurants like Monty's and Sushi Macki, and a short 30-minute drive to South Beach and Vizcaya Museum and Gardens.
This family-friendly holiday home accommodates up to 4 guests with air conditioning, a kitchen featuring a fridge and microwave, and a garden, providing convenient access to Coconut Grove's commercial district and major Miami attractions.
Lodge ∙ 3 Bedrooms ∙ 8 Guests - Caribbean
Caribbean
07/20 – 07/25
$104/nighttotal: $520 (5 )

Lodge ∙ 3 Bedrooms ∙ 8 Guests

3 2
chalet
Located in a quiet area of the Dominican Republic, this chalet offers a serene retreat close to local amenities and natural surroundings.
This welcoming villa accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a private swimming pool, a fully equipped kitchen with a microwave and oven, air conditioning, complimentary Wi-Fi, and a BBQ grill for outdoor gatherings.
Tropical Villa Ideal For Family Gatherings - Caribbean
9.8 71 reviews
Caribbean
10/31 – 11/07
$1305/nighttotal: $9135 (7 )

Tropical Villa Ideal For Family Gatherings

6 12
house, Sosua
Offering panoramic ocean views from its hillside perch in Sosua, this luxury villa is located on the North Coast of the Dominican Republic, just a short distance from the town's attractions.
This expansive 4000 sq ft villa accommodates up to 12 guests with 6 bedrooms, featuring a 45-foot pool, outdoor jacuzzi, and full staff services including a private chef and concierge, making it an ideal holiday home.
Naples Oasis With Screened Pool, Bike To Beach! - Caribbean
9.6 95 reviews
Caribbean
08/13 – 08/20
$300/nighttotal: $2100 (7 )

Naples Oasis With Screened Pool, Bike To Beach!

2 5
house, Naples Park
Located in Naples Park, this villa offers convenient access to Delnor-Wiggins Pass State Park, just 1.3 miles away, and Silverspot Cinema, 2 miles distant.
This welcoming holiday home features 1230 square feet of living space, including 2 bedrooms and 2 bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, free WiFi, a private screened pool, and a spa center.

Villas and Vacation Homes with Pool in Caribbean

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

The Jazzy Escape - Caribbean
8.9 221 reviews
Caribbean
08/02 – 08/09
$127/nighttotal: $889 (7 )

The Jazzy Escape

2 1
house, Miami Gardens
Located in Miami Gardens, this villa is 3.3 miles from Hard Rock Stadium and 7.7 miles from Seminole Hard Rock Hotel & Casino, offering convenient access to major entertainment venues.
This welcoming holiday home features two bedrooms, a fully equipped kitchen with an oven and coffee machine, air conditioning, a swimming pool, garden, terrace, and free private parking with WiFi.
Villa Gogorobi Mit Privatem Pool - Caribbean
Caribbean
06/14 – 06/23
$160/nighttotal: $1440 (9 )

Villa Gogorobi Mit Privatem Pool

3 2
house, Willemstad
Located east of Willemstad in the Kwarchi neighborhood of Villapark Flamboyan, this secluded luxury villa is just 1.5 miles from the Sint Jorisbaai nature reserve and a short drive to popular beaches such as Santa Barbara, Jan Thiel, and Mambo Beach.
This recently renovated 1,570 sq ft house offers 3 bedrooms and 2 bathrooms accommodating up to 6 guests, featuring a private pool with a deck, an outdoor kitchen with a gas BBQ, air conditioning, free WiFi, and is conveniently situated within a 15-minute drive of major supermarkets and downtown Willemstad.
Mermaid Cottage - Caribbean
10 18 reviews
Caribbean
10/09 – 10/14
$201/nighttotal: $1005 (5 )

Mermaid Cottage

2 2
cottage, Jensen Beach
Located in Jensen Beach, this cottage offers prime positioning on the inter-coastal waterway, just a short drive to Jensen Beach and close to the Stuart Heritage Museum and Veterans Memorial Park.
This 800 sq ft villa accommodates up to 6 guests and features a heated swimming pool, a garden, a terrace, and is equipped with WiFi and a washing machine, with opportunities for jet skiing, kayaking, and scuba diving nearby.
Off Grid Living! Enjoy And Love The Nature! - Caribbean
9.2 10 reviews
Caribbean
08/02 – 08/09
$113/nighttotal: $791 (7 )

Off Grid Living! Enjoy And Love The Nature!

1 1
cottage, Savaneta
Centrally located in rural Savaneta, this cottage is a 5-minute drive from Santo Largo beach and a 10-minute drive from Mangel Halto beach, providing a tranquil, private sanctuary.
This welcoming holiday home offers a unique off-grid living experience with solar panels and batteries, featuring air conditioning, a kitchen with a fridge, a shared swimming pool, and an outdoor cooking area, perfect for a soul-enriching escape for two guests.
Great View Villa Galant Curaçao - Caribbean
9.3 29 reviews
Caribbean
06/14 – 06/23
$351/nighttotal: $3159 (9 )

Great View Villa Galant Curaçao

3 2
house, Willibrordus
Directly on Coral Estate Beach in Willibrordus, Great View Villa Galant offers stunning sea views from its terrace and is located 12 miles from Christoffel National Park.
This welcoming 3-bedroom villa, a perfect beach house for your holiday home needs, features a shared kitchen, lounge, air conditioning, a swimming pool with a view, and barbecue facilities, with diving and fishing activities nearby.
Villa Coral Blue In Playa Las Ballenas, Las Terrenas - Caribbean
9.6 119 reviews
Caribbean
08/02 – 08/09
$234/nighttotal: $1638 (7 )

Villa Coral Blue In Playa Las Ballenas, Las Terrenas

4 1
house, Las Terrenas
Directly steps from the beautiful Las Ballenas Beach in Las Terrenas, this exclusive villa is located in a premier gated neighborhood, offering proximity to numerous restaurants, bars, and dance clubs.
This welcoming 2-story, 4-bedroom, 4-bathroom holiday home accommodates up to 10 guests and features a private swimming pool with an exterior terrace, air conditioning in all bedrooms, a 24/7 concierge, and an inverter generator backup.
1 Mi To Beach Access Naples Home With Lanai - Caribbean
9.9 140 reviews
Caribbean
07/01 – 07/08
$263/nighttotal: $1841 (7 )

1 Mi To Beach Access Naples Home With Lanai

2 4
house, Naples Park
Located in Naples Park, this villa is just 1 mile from beach access and conveniently close to Delnor-Wiggins Pass State Park (1.2 miles) and Vanderbilt Beach (1.6 miles).
This welcoming holiday home offers 930 square feet of living space, featuring 2 bedrooms, a well-equipped kitchen with a dishwasher and microwave, air conditioning, a swimming pool, and a private patio and terrace for enjoying garden views.
Puerto Rico Vacation Dream House - Caribbean
Caribbean
10/03 – 10/17
$1259/nighttotal: $17626 (14 )

Puerto Rico Vacation Dream House

5 5
chalet, San Juan
Located in Santurce, San Juan, this villa is just a short walk from Condado Beach and Escambron Beach, and conveniently close to the Pan American Pier and Port of San Juan.
This luxurious holiday home features 5 bedrooms, 7 bathrooms, a private pool, and dedicated workspaces, comfortably accommodating up to 11 guests within its 2000 square feet of floor area.

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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