Caribbean

Villas and Vaction Homes in Caribbean

1250230 Villas and Vacation Homes in Caribbean

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Best villa offers in Caribbean

Villa Franchella - Waterfront Luxury Home, Pool, 45 Dock - Caribbean
Caribbean
4 4
$1247/nighttotal: $17458 (14 )

Villa Franchella - Waterfront Luxury Home, Pool, 45 Dock

house - Marathon
Villa Franchella is located in Marathon, a short walk from Florida Keys Aquarium Encounters and 0.9 miles from Captain Hook S Marina Dive Center.
This luxury villa offers 1560 square feet of living space with 4 bedrooms and 3 bathrooms, accommodating up to 15 guests with amenities including a private pool, spa, fitness center, and a 45-foot dock.
Family-friendly Palm River Estates House! - Caribbean
9.8Excellent 61 reviews
Caribbean
8 3
$611/nighttotal: $4277 (7 )

Family-friendly Palm River Estates House!

house - Naples Park
Palm River Estates offers a welcoming family-friendly atmosphere, located 12 miles from Tin City and within 4.1 miles of Silverspot Cinema and Delnor-Wiggins Pass State Park.
This 1840 square foot villa features 3 bedrooms, a private outdoor pool, a hot tub, a terrace, and a fully equipped kitchen, providing ample space and amenities for your stay.
Entire 3 Bedroom House In St Thomas, Jamaica - Caribbean
Caribbean
2 3
$112/nighttotal: $448 (4 )

Entire 3 Bedroom House In St Thomas, Jamaica

house - Port Morant
Located in Port Morant, Jamaica, this 3-bedroom house offers a private escape just 19 miles from Reach Falls and 35 miles from Norman Manley International Airport.
This family-friendly holiday home features air conditioning throughout, a private swimming pool, a garden, and complimentary high-speed WiFi, accommodating up to 12 guests with a floor area of 150 square feet.
1 Mi To Beach: Sunny Lantana Cottage W/ Pool! - Caribbean
10Excellent 19 reviews
Caribbean
2 3
$235/nighttotal: $3290 (14 )

1 Mi To Beach: Sunny Lantana Cottage W/ Pool!

cottage - Lantana
Centrally located in Lantana's Ocean Breeze neighborhood, this holiday home is just 1 mile from Lantana Municipal Beach and beachfront restaurants, offering easy access to South Palm Beach (2 miles) and the Palm Beach Zoo & Conservation Society (7 miles).
This inviting cottage, boasting 1430 square feet and sleeping up to 6 guests, features a fully equipped kitchen, air conditioning, a swimming pool, and a family-friendly game room with a pool table, making it an ideal beach house for your next getaway.
Chill Out, Relax And Reconnect In A Sweet Cottage By The Beach - Caribbean
10Excellent 32 reviews
Caribbean
4 2
$576/nighttotal: $2880 (5 )

Chill Out, Relax And Reconnect In A Sweet Cottage By The Beach

cottage - Whitby
Directly on a magnificent 7-mile sandy beach in Whitby, North Caicos, this cottage is a 10-minute walk to the Pelican Beach Hotel and close to The Regent Village and Salt Mills Plaza shopping areas.
This 1800 sq ft beach house offers 2 bedrooms, 2 bathrooms, sleeps 8, and features a screened deck with a sound system, washer/dryer, and a full kitchen, making it an ideal holiday home for your getaway.
7 Mi To River District: Cape Coral Home W/ Lanai - Caribbean
Caribbean
2 1
$233/nighttotal: $2563 (11 )

7 Mi To River District: Cape Coral Home W/ Lanai

cottage - Cape Coral
Located in Hancock, this cottage offers convenient access to family entertainment and historical sites, situated within 2 miles of Mike Greenwell's Bat-A-Ball & Family Fun Park, Tropical Breeze Fun Park, and the Cape Coral Historical Museum, with Sun Splash Water Park just 5 miles away.
This villa provides a fully equipped kitchen with a dishwasher, air conditioning, a garden, free WiFi in public areas, and complimentary self-parking, making it a welcoming holiday home for your stay.
Pet-friendly Home 10 Mi To Lake Okeechobee! - Caribbean
9.9Excellent 45 reviews
Caribbean
4 3
$186/nighttotal: $930 (5 )

Pet-friendly Home 10 Mi To Lake Okeechobee!

house - Montura
Located in Clewiston, this pet-friendly villa is approximately 28 miles from Lake Okeechobee and 62 miles from Southwest Florida International Airport.
This welcoming holiday home offers 1790 square feet of living space with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, free Wi-Fi, air conditioning, and an on-site spa.
Ecoscape Jamaica - 2 Bedroom Cottage By The River - 30 Minutes To Ocho Rios - Caribbean
Caribbean
2 2
$278/nighttotal: $1668 (6 )

Ecoscape Jamaica - 2 Bedroom Cottage By The River - 30 Minutes To Ocho Rios

cottage - St. Ann Parish
Located in the Newground, Limehall forestry of St. Ann Parish, this eco-friendly cottage is just 14 miles from Seville Heritage Park and 25 miles from Ocho Rios, offering an immersive natural environment with unique heritage appeal.
This 2-bedroom villa, accommodating up to 4 guests, features a semi-outdoor bathroom, a well-equipped kitchen, and on-property activities like river hiking and birdwatching, providing a perfect holiday home experience.
Sombrero Beach Beauty- Luxury Waterfront Pool Home, 50` Dock - Caribbean
Caribbean
9 5
$1072/nighttotal: $15008 (14 )

Sombrero Beach Beauty- Luxury Waterfront Pool Home, 50` Dock

house - Marathon
This luxury waterfront villa in Marathon offers exclusive living with a private 50-foot dock, located just 1.1 miles from Sombrero Beach and within 4.4 miles of Florida Keys Aquarium Encounters, Captain Hook S Marina Dive Center, and Seven Mile Bridge.
Boasting 3630 square feet of floor area, this holiday home comfortably accommodates up to 23 guests with 5 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, concierge service, and on-site parking.
Lux 2br 2ba Iconic Architectural Collections - Caribbean
Caribbean
2 2
$345/nighttotal: $3105 (9 )

Lux 2br 2ba Iconic Architectural Collections

cottage - West Palm Beach
Located in a quiet, walkable West Palm Beach neighborhood, this modern tropical cottage is just minutes from downtown Clematis Street, the Norton Museum of Art, and Palm Beach Island.
This exclusive 1350 sq ft villa, accommodating up to 4 guests, features two king bedrooms, two bathrooms, a chef's kitchen with a marble waterfall island, and a private walled courtyard with lush palms, offering a luxurious holiday home experience.
Great Cistern Beach Village - Caribbean
9.4Excellent 20 reviews
Caribbean
2 1
$321/nighttotal: $3531 (11 )

Great Cistern Beach Village

cottage - Marsh Harbour
Directly on the beach in Marsh Harbour, this cottage is steps from the Lucayan Archipelago and within 6 miles of Abaco Beach and Marsh Harbour, offering a prime beachfront location.
This welcoming villa provides individually decorated accommodations, each with 2 bedrooms, a full kitchen including a dishwasher, complimentary WiFi, and onsite gas grills with a picnic area for guest use.
House - Sleeps 6 - Patio - Parking - Caribbean
Caribbean
3 3
$123/nighttotal: $1353 (11 )

House - Sleeps 6 - Patio - Parking

house - Belfast
This 3-bedroom, 2-bathroom house is located in Belfast, 19 miles from Reach Falls and 37 miles from Norman Manley International Airport.
This spacious holiday home offers 1350 square feet of living space, air conditioning, WiFi, a garden, and parking, accommodating up to 11 guests with a 12:00 PM check-out.

Villas and Vacation Homes with Pool in Caribbean

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

Villa Typique, Indépendante, Jardin Parc Privé D'une Belle Propriété Sécurisée. - Caribbean
Caribbean
2 2
$108/nighttotal: $4536 (42 )

Villa Typique, Indépendante, Jardin Parc Privé D'une Belle Propriété Sécurisée.

house - Las Terrenas
Located in the La Iglesia neighborhood of Las Terrenas, this villa is just 50 meters from food shops and a 15-minute walk to the beach.
This welcoming 1080 sq ft holiday home offers 2 bedrooms to sleep 4 guests, featuring a modern kitchen, air conditioning, a private swimming pool, and an inverter with solar panels for reliable electricity.
Luxurious Golf View Villa - Caribbean
10Excellent 71 reviews
Caribbean
20 7
$2458/nighttotal: $17206 (7 )

Luxurious Golf View Villa

house - La Romana
This luxurious villa in La Romana's Los Naranjos neighborhood offers exceptional views of the La Romana Country Club Golf Course and is a mere 5-minute golf cart ride to Minitas Beach.
Boasting 10 square feet of floor area and 7 bedrooms, this property features a private home theater, a pool, a jacuzzi, and comprehensive concierge services for an unforgettable holiday home experience.
House With Pool Ideal For You - Caribbean
Caribbean
2 3
$124/nighttotal: $1240 (10 )

House With Pool Ideal For You

house - Santo Domingo Este
This welcoming villa in Santo Domingo Este offers a serene riverside location, conveniently situated just a 5-minute drive from Megacentro Mall and an 8-minute drive from El Obelisco.
Enjoy a comfortable stay with 3 bedrooms, 3 bathrooms, and a guest capacity of 8, featuring amenities like air conditioning, a full kitchen with a microwave and fridge, free WiFi, a swimming pool, and a terrace with outdoor furniture and a BBQ grill.
Villa At St. James Place “H”, Luxury, Pet Friendly - Caribbean
9.6Excellent 205 reviews
Caribbean
4 1
$327/nighttotal: $2289 (7 )

Villa At St. James Place “H”, Luxury, Pet Friendly

house - Miami Shores
Located in Miami Shores, this villa is 5.4 miles from the Adrienne Arsht Center for the Performing Arts and 5.8 miles from the American Airlines Arena, with Miami International Airport 9.3 miles away.
This pet-friendly holiday home boasts an outdoor swimming pool, a garden with a picnic area, and a terrace with an outdoor dining area, offering ample space for relaxation and entertainment.
Cabaña Tranquila - Bungalow In Peaceful Magdalena With Wifi - Caribbean
Caribbean
2 1
$126/nighttotal: $756 (6 )

Cabaña Tranquila - Bungalow In Peaceful Magdalena With Wifi

apartment - Magdalena
Located in Santa Marta, this bungalow offers convenient access to Rodadero Beach, just minutes away, and is within reach of Tayrona National Natural Park.
This welcoming villa features one bedroom, one bathroom, and accommodates up to four guests, boasting a private swimming pool shaded by a mango tree and an outdoor bathtub surrounded by bamboo for ultimate relaxation.
Paradise View, Creole House With Private Pool - Caribbean
9.8Excellent 65 reviews
Caribbean
2 1
$238/nighttotal: $2142 (9 )

Paradise View, Creole House With Private Pool

house - Orient Bay
Paradise View is a Creole house in Orient Bay, located 1.1 miles from Orient Bay Beach and 1.9 miles from Grand Case-Espérance Airport.
This 860 square foot holiday home offers a private swimming pool, air conditioning, and a well-equipped kitchen, making it an excellent choice for a relaxing stay.
Paradise Luxury Villa W/oceanview & Infinity Pool - Caribbean
10Excellent 86 reviews
Caribbean
4 3
$360/nighttotal: $2520 (7 )

Paradise Luxury Villa W/oceanview & Infinity Pool

house - Ocho Rios
Richmond Estates, Ocho Rios, offers a private, fully furnished 3-bedroom villa located just 3 minutes from beach access and 20 minutes from Ocho Rios town center, providing convenient proximity to attractions like Dunn's River Falls and Dolphin Cove.
This family-friendly holiday home boasts resort-style amenities including an infinity pool, fitness center, and 24/7 security, accommodating up to 8 guests with high-speed Wi-Fi and a fully equipped kitchen.
Luxury 5-room Modern Villa With Movie Theater At Exclusive Punta Cana Golf And Beach Resort - Caribbean
Caribbean
9 5
$2953/nighttotal: $41342 (14 )

Luxury 5-room Modern Villa With Movie Theater At Exclusive Punta Cana Golf And Beach Resort

house - Punta Cana
Located within an exclusive Punta Cana golf and beach resort, this luxury villa is an 8-minute walk from Puntacana Resort & Club Beach and 700 yards from La Cana Golf Club, offering prime access to premier golf and coastal attractions.
Spanning 6,460 square feet, this air-conditioned villa boasts a private movie theater, a fully equipped kitchen, a terrace, complimentary WiFi, and on-site parking, ensuring a comfortable and entertaining stay just 3.7 miles from Punta Cana International Airport.

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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