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

89 M² Cottage ∙ 2 Bedrooms ∙ 6 Guests - Caribbean
9.9 30 reviews
Caribbean
05/03 – 05/31
$200/nighttotal: $5600 (28 )

89 M² Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 2
cottage, Lake Worth
Located in Lake Worth, this cottage is just 0.4 miles from Lake Worth Lagoon and 2.3 miles from Lake Worth Beach Park, offering convenient access to coastal attractions.
This 960 sq ft holiday home accommodates up to 6 guests, featuring 2 bedrooms, 1 bathroom, a full kitchen with a coffee bar, a private putting green, a patio with a hot tub, and a fire table for outdoor enjoyment, making it an ideal villa for a relaxing getaway.
Brand New Magical Oceanfront Villa (Both Villas) - Caribbean
9.7 122 reviews
Caribbean
04/02 – 04/06
$432/nighttotal: $1728 (4 )

Brand New Magical Oceanfront Villa (Both Villas)

3 5
house, Willemstad
Spectacular luxury oceanfront villa offering a magical Caribbean experience, this exclusive holiday home is located in the northwestern part of Curaçao, approximately 18.6 miles northwest of Willemstad and just a 3-minute walk to Playa Lagun.
This tranquil villa provides air conditioning, a fridge, and a microwave oven, with a garden for a peaceful escape and excellent user, location, and cleanliness ratings for a truly memorable stay.
Tiki Paradise House & Pool - 10 Min To Beach! - Caribbean
9.5 181 reviews
Caribbean
07/05 – 07/20
$411/nighttotal: $6165 (15 )

Tiki Paradise House & Pool - 10 Min To Beach!

4 10
house, Estero
Located in Bonita Springs, this welcoming vacation home is 20 miles from Tin City and 12 miles from Silverspot Cinema, offering convenient access to local attractions.
This 2260 square foot villa provides ample space with 4 bedrooms, a fully equipped kitchen, air conditioning, an outdoor swimming pool, and barbecue facilities for a comfortable stay.
Luxury Water View Villa In Terres Basses With Pool - Caribbean
Caribbean
05/01 – 05/10
$1001/nighttotal: $9009 (9 )

Luxury Water View Villa In Terres Basses With Pool

3 2
house, Les Terres Basses
Located in Les Terres Basses, this villa offers prime proximity to Baie Longue Beach and Cupecoy Beach, with Mullet Bay Beach just 1.2 miles away.
This 3-bedroom, 4-bathroom holiday home, accommodating up to 10 guests, boasts a private pool, garden, casino, and 3230 square feet of living space with complimentary WiFi and parking.
Charming 2bedroom Cottage With Ac, Wifi,two-minute Walk To Beach.island Getaway! - Caribbean
10 1 review
Caribbean
04/02 – 04/06
$526/nighttotal: $2104 (4 )

Charming 2bedroom Cottage With Ac, Wifi,two-minute Walk To Beach.island Getaway!

2 5
cottage, Exuma
Just 1,000 feet from the shores of Coco Plum Beach, this cottage offers a prime location in Exuma, part of the Lucayan Archipelago, with Sandals Emerald Reef Golf Club also a short distance away.
This welcoming villa provides a comfortable retreat for up to 4 guests, featuring 2 bedrooms, 1 bathroom with a rain shower, a full kitchen, air conditioning, and entertainment options like Netflix, making it an ideal holiday home.
Hippie Chalet Pr  A Boho Retreat Near Piñones State Forest & Piñones Beaches! - Caribbean
10 150 reviews
Caribbean
07/20 – 08/02
$278/nighttotal: $3614 (13 )

Hippie Chalet Pr A Boho Retreat Near Piñones State Forest & Piñones Beaches!

3 2
apartment, Loíza
Located in Campamento Piñones, Loíza, this holiday home is situated in a rural area just 0.5 miles from Isla Verde Beach and Condado Beach, offering convenient driving access to Pan American Pier and Port of San Juan.
This exceptional villa boasts a private backyard with a swimming pool, terrace, outdoor grill gazebo, and firepit, alongside three bedrooms with five beds, a full kitchen, and air conditioning in all rooms, perfect for water adventures and exploring the local chinchorreo tradition.
Top Florida's La Casita - Caribbean
9.4 3 reviews
Caribbean
06/15 – 06/25
$182/nighttotal: $1820 (10 )

Top Florida's La Casita

2 2
cottage, Fort Myers
La Casita, a welcoming guest house, is precisely located in Fort Myers' Historic River District, two blocks from riverfront sunsets and a 2-minute drive to the Edison Ford estate.
This family-friendly villa offers 2 bedrooms, sleeping 4 guests, and features a private swimming pool and garden, with Fort Myers and Sanibel beaches a 25-minute drive away, making it an ideal holiday home.
Tikki Balu - Caribbean
Caribbean
03/21 – 03/28
$122/nighttotal: $854 (7 )

Tikki Balu

3 2
house, Jan Thiel
Located within the Don Genaro apartment complex in Jan Thiel, this detached holiday home offers an idyllic countryside setting just 3 meters from the nearest town center.
This spacious 1290 square foot villa accommodates up to 6 guests with 3 air-conditioned bedrooms, 2 bathrooms, a private swimming pool, and a fully equipped outdoor kitchen, all set on a 6,000m² property with unique resort amenities and proximity to various activities.
Casa Monte Verde - Heated Pool - Generator - Caribbean
Caribbean
05/01 – 05/10
$715/nighttotal: $6435 (9 )

Casa Monte Verde - Heated Pool - Generator

5 2
chalet, Comerío
Located in Comerío, Puerto Rico, this chalet is approximately 1 hour and 15 minutes from SJU Airport, offering proximity to local cultural sites like Estación Experimental Agrícola de Puerto Rico and Luis Munoz Marin Foundation.
This spacious 2400 sq ft villa accommodates up to 12 guests with 5 bedrooms and 4.5 bathrooms, featuring a heated swimming pool, hot tub, covered BBQ area with an outdoor kitchen, and free gated parking for 2 vehicles.
Chill Out, Relax And Reconnect In A Sweet Cottage By The Beach - Caribbean
10 17 reviews
Caribbean
03/21 – 03/28
$579/nighttotal: $4053 (7 )

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

2 2
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.
Hostal La Caridad - Caribbean
10 40 reviews
Caribbean
05/03 – 05/31
$15/nighttotal: $420 (28 )

Hostal La Caridad

1 2
B&B, Santa Clara
Centrally located in Santa Clara, Hostal La Caridad is directly across from a beautiful park and the historic Catholic Church, offering cultural immersion and immediate access to surrounding bars, restaurants, and banks.
This welcoming B&B provides private rooms with separate entrances, air conditioning, a mini-bar, and 2 bathrooms, accommodating up to 3 guests, with a garden, covered terrace, and on-site dining for a comfortable stay.
Pets Welcome: Cozy Home W/ Pool In Margate! - Caribbean
Caribbean
08/22 – 08/29
$212/nighttotal: $1484 (7 )

Pets Welcome: Cozy Home W/ Pool In Margate!

1 3
cottage, Margate
This Margate cottage is conveniently located 3.1 miles from Seminole Casino Coconut Creek and within 6 miles of Coral Square Mall and Promenade at Coconut Creek.
Enjoy a relaxing stay with amenities including an outdoor pool, barbecue grills, complimentary WiFi in public areas, and an equipped kitchen, making this a perfect holiday home for your visit.

Villas and Vacation Homes with Pool in Caribbean

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

Caribbean Villa / Private Pool And Jacuzzi / 200m From Las Ballenas Beach / Wifi - Caribbean
9.7 119 reviews
Caribbean
10/01 – 10/06
$253/nighttotal: $1265 (5 )

Caribbean Villa / Private Pool And Jacuzzi / 200m From Las Ballenas Beach / Wifi

3 2
house, Las Terrenas
Just 200 meters from Las Ballenas Beach, this 3-bedroom villa offers a prime location within an intimate and secure residence in Las Terrenas, providing convenient beach access and proximity to attractions like Cayos Las Ballenas and shopping centers such as Plaza Rosada.
This welcoming holiday home boasts 1830 square feet of living space, featuring an open-plan ground floor with a fully equipped kitchen, living, and dining area, a private pool, jacuzzi, and is equipped with a power inverter for continuous electricity, accommodating up to 6 guests.
Un Descanso Perfecto - Caribbean
Caribbean
05/30 – 06/06
$260/nighttotal: $1820 (7 )

Un Descanso Perfecto

2 2
cottage, Santa Marta
Located in the artisanal fishing neighborhood of Dumaruka, within Taganga, this cottage is a mere 15-minute bus ride from Santa Marta and offers convenient access to Taganga Beach and Rodadero Beach.
This tranquil 1040 square feet villa accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a modern swimming pool, a garden, a spa, air-conditioned bedrooms, a fully equipped kitchen with a fridge, and high-speed WiFi for a comfortable stay.
Palapino - Caribbean
Caribbean
03/21 – 03/28
$95/nighttotal: $665 (7 )

Palapino

1 2
house, Jan Thiel
Located in the peaceful Don Genaro complex in northwest Curaçao, this holiday home is situated approximately 3 miles from the nearest town center and 5 miles from the sea.
This 700 square foot villa offers 1 bedroom and 1 bathroom to accommodate up to 2 guests, featuring a private outdoor kitchen, a small relaxation pool, and access to a large communal swimming pool.
Casa Coco-selva Superior 3 Bedroom @ Casa Linda - Caribbean
9.6 240 reviews
Caribbean
05/30 – 06/06
$260/nighttotal: $1820 (7 )

Casa Coco-selva Superior 3 Bedroom @ Casa Linda

3 2
house, Sosúa
Just 500 feet from Sosúa Beach, this award-winning CASA COCO complex offers a superior 3-bedroom villa within the desirable Casa Linda amenities phase, providing exclusive access to a private pool and daily breakfast at the CASA COCO Eatery & Bar.
This luxurious villa boasts air conditioning throughout, a saltwater infinity pool, custom sun loungers, a wet bar, and a BBQ, with optional services like pre-arrival grocery shopping and airport transportation available for a seamless stay.
Attractive Tropical Cottage For 4 With Pool (Resort). - Caribbean
10 1 review
Caribbean
05/30 – 06/06
$89/nighttotal: $623 (7 )

Attractive Tropical Cottage For 4 With Pool (Resort).

2 2
cottage, Willemstad
Just an 8-minute walk from L Aldea Rainforest Mystery and a 4-minute drive from Curaçao Ostrich Farm, this cottage in Willemstad offers convenient access to local attractions.
This welcoming 2-bedroom, 1-bathroom cottage, ideal for up to 4 guests, features 940 square feet of living space, air conditioning, a well-equipped kitchen, WiFi, and a communal swimming pool, making it a perfect holiday home.
Safety And Security Cameras 24/7 - Caribbean
Caribbean
03/26 – 04/01
$96/nighttotal: $576 (6 )

Safety And Security Cameras 24/7

7 2
house, BONAO
Offering unparalleled mountain views and surrounded by fruit trees and gardens, this expansive villa in Bonao provides an authentic natural experience, located just a short walk from a nearby river and within close proximity to Parque Nacional Valle Nuevo and Saltos de Jima.
This spacious 7-bedroom, 5-bathroom holiday home accommodates up to 16 guests and features a swimming pool, basketball court, volleyball court, and billiard table, along with convenient handicap accessibility and 24/7 on-site security.
New Las Ballenas Villa Nikkita Piscine Privée - Caribbean
9.9 15 reviews
Caribbean
07/05 – 07/20
$400/nighttotal: $6000 (15 )

New Las Ballenas Villa Nikkita Piscine Privée

5 10
house, Las Terrenas
Located in Playa las Ballenas, Villa Nikita is a mere 5-minute walk to the beach and a 5-minute drive from Las Terrenas town, offering a tranquil escape.
This luxurious 5-bedroom villa comfortably accommodates 10 guests with a private saltwater infinity pool, spacious garden, and all living areas opening directly onto the outdoor spaces, making it an ideal holiday home.
Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays Only - Caribbean
10 2 reviews
Caribbean
05/03 – 05/31
$196/nighttotal: $5488 (28 )

Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays Only

1 2
house, Key West
Located in Key West, this vacation home is just an 11-minute walk from South Beach and 0.9 miles from Mallory Dock, offering convenient access to Duval Street and the Ernest Hemingway Home and Museum.
This air-conditioned 710 sq ft villa features a fully equipped kitchen with a dishwasher and microwave, complimentary WiFi, a private patio with an outdoor dining area, and access to a shared swimming pool, making it an excellent holiday home option.

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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