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Caribbean holiday homes
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102837 Villa rentals in Caribbean

Best Caribbean villas and holiday homes with a pool

Among the 102837 accommodations in Caribbean, here are the 4 best villas and holiday homes with a pool

Family-friendly Palm River Estates House! - Caribbean
9.9 48 reviews
Caribbean
06/12 – 20/12
NZ$820/nighttotal: NZ$11480 (14 )

Family-friendly Palm River Estates House!

3 5
house , Naples Park
This family-friendly house is situated in Naples, just 19 kilometres from Tin City and 6 kilometres from Silverspot Cinema, offering a relaxing escape close to attractions. The property has consistently received excellent ratings from previous guests for its cleanliness, location and overall experience.
The three-bedroom house, spanning 171 square metres, comfortably accommodates up to eight guests. Enjoy a range of amenities including a fully-equipped kitchen, private terrace, a swimming pool and a jacuzzi, perfect for a relaxing stay.
La Romana Endless Summer Beach Home W/private Pool - Caribbean
9.8 10 reviews
Caribbean
23/06 – 01/07
NZ$228/nighttotal: NZ$1824 (8 )

La Romana Endless Summer Beach Home W/private Pool

3 4
house , La Romana
This La Romana villa is situated 0.6km from Playa Caleta and 2.1km from Playa de Isla Catalina, within a 9.6km radius of La Romana Port and El Obelisco.
The three-bedroom, three-bathroom property sleeps six guests and boasts a private pool, Jacuzzi, fully equipped kitchen, free Wi-Fi, and convenient access to on-site barbecue grills and a washing machine.
Princess Coco, Beachfront, Pool, Orient Bay, Ultra Fast Wifi - Caribbean
9.8 65 reviews
Caribbean
17/08 – 23/08
NZ$587/nighttotal: NZ$3522 (6 )

Princess Coco, Beachfront, Pool, Orient Bay, Ultra Fast Wifi

2 4
house , Orient Bay
This beachfront villa in Orient Bay offers direct sand access and is a 4-minute walk to Orient Bay Beach, located 3 kilometres from Grand Case-Espérance Airport.
This 120-square-metre villa features two bedrooms, air conditioning, a fully equipped kitchen with a dishwasher, a private swimming pool, and complimentary Wi-Fi and parking.
Villa Vacacionales Los Cayos Con Playa Privada - Caribbean
8.6 24 reviews
Caribbean
27/06 – 04/07
NZ$157/nighttotal: NZ$1099 (7 )

Villa Vacacionales Los Cayos Con Playa Privada

2 4
house , Boca de Aroa
Villa Vacacionales Los Cayos Con Playa Privada is located in Boca de Aroa, just 15 miles from Morrocoy National Park and 26 miles from General Bartolomé Salom Airport. This property has received excellent ratings for its location, cleanliness, and user experience.
The villa has 2 bedrooms and can accommodate up to 8 guests, with a total floor area of 100 square meters. Enjoy a private beach, swimming pool, terrace with sea views, outdoor fireplace, fully equipped kitchen, BBQ facilities, and free Wi-Fi.

Best Caribbean villas and holiday homes with a kitchen

Ecolodge Vistamar - Caribbean
9.6 76 reviews
Caribbean
17/09 – 21/09
NZ$244/nighttotal: NZ$976 (4 )

Ecolodge Vistamar

1 2
house , Los Patos
Ecolodge Vistamar is situated in Enriquillo, just 42 kilometres from Los Patos and 42 kilometres from Bahia de las Aguilas. The property has received excellent ratings for cleanliness and user experience, as well as a very good rating for its location.
This one-bedroom property offers a comfortable and convenient stay. Amenities include a swimming pool, a terrace, a garden, a restaurant, a bar, room service, and free parking.
Casa Rústica | Beautiful Rustic Tropical Villa In Aguadilla - Caribbean
9.7 153 reviews
Caribbean
12/10 – 18/10
NZ$380/nighttotal: NZ$2280 (6 )

Casa Rústica | Beautiful Rustic Tropical Villa In Aguadilla

3 2
house , Maleza Baja, Aguadilla, Puerto Rico
This beachfront villa in Maleza Baja, Aguadilla, Puerto Rico is less than 2km from Punta Borinquen Golf Club and Survival Beach, and within 3km of Discover Scuba Diving and Borinquen Beach.
The three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, private balcony, garden, and parking, with ocean views and access to various watersports nearby.
Casa Korora - Caribbean
9.5 145 reviews
Caribbean
01/07 – 08/07
NZ$348/nighttotal: NZ$2436 (7 )

Casa Korora

3 2
house , San Andrés
Casa Korora, located in San Luis, San Andrés, is a short 0.2 km walk from San Luis Beach and within easy reach of other beaches such as Playa Zarpada (2.1 km) and Cocoplum Bay Beach (3 km).
This 130 square metre property offers three bedrooms, a fully equipped kitchen, free Wi-Fi, private parking, daily room service, and a private terrace perfect for families or groups, sleeping up to six.
Cozy And Private Apartment - Caribbean
9.9 112 reviews
Caribbean
20/11 – 30/11
NZ$202/nighttotal: NZ$2020 (10 )

Cozy And Private Apartment

2 4
house , Bayamón
This Bayamón apartment, ideally situated in a central location, offers convenient access to various Bayamón landmarks, although precise distances remain unspecified.
The two-bedroom, two-bathroom property sleeps four guests and boasts a fully equipped kitchen, 55" smart TV, private outdoor area with hammock, and on-site parking.

Frequently asked questions about villa rentals in Caribbean

  • What are the must-see attractions in the Caribbean?

    The Caribbean boasts incredible diversity. For stunning beaches, you can't miss Grace Bay Beach in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs should explore the historic forts of Santo Domingo, Dominican Republic, or the UNESCO World Heritage site of Old San Juan in Puerto Rico. Nature lovers will adore the lush rainforest of Dominica, with its Boiling Lake and Trafalgar Falls, or the underwater wonders of the coral reefs around Barbados.
  • What are the best villa rentals in Caribbean?

  • Is the Caribbean known for mountains, beaches, forests, or other types of landscapes?

    The Caribbean's landscape is incredibly varied. You'll find pristine beaches across many islands, of course. However, there are also dramatic volcanic mountains, like those in Dominica and St. Lucia, dense rainforests teeming with wildlife, such as in Jamaica and Puerto Rico, and even arid landscapes like those found in parts of Aruba and Curaçao.
  • What are the best villa rentals with a pool in Caribbean?

  • What are the most surprising and hidden attractions in the Caribbean?

    Many smaller islands offer hidden gems. Consider exploring the underwater caves of the Bahamas, the secluded beaches of Culebra, Puerto Rico, or the untouched rainforest trails in Montserrat. The Rio Camuy Cave Park in Puerto Rico is another less-visited, yet spectacular, natural wonder.
  • What are the best villa rentals with a jacuzzi in Caribbean?

  • What are some unique ways to learn about the culture of the Caribbean by engaging with its people?

    Attend a local festival like Crop Over in Barbados or Carnival in Trinidad and Tobago to experience vibrant music and dance. Take a cooking class to learn about Caribbean cuisine and its regional variations. Visit local markets, like the one in Bridgetown, Barbados, to interact with vendors and learn about local produce. Consider staying in a guesthouse or small hotel run by locals for a more immersive experience.
  • What are the best villa rentals for families and kids in Caribbean?

  • How much time should you set aside to thoroughly explore the Caribbean?

    There's no single answer, as the Caribbean is vast and diverse. To truly experience multiple islands and their unique cultures, at least two to three weeks is recommended. However, you could focus on one or two islands for a shorter, more in-depth trip, perhaps a week per island.
  • What are the best pet friendly villa rentals in Caribbean?

  • Is there anything you might not think to pack for the Caribbean?

    Beyond sunscreen and swimwear, consider packing reef-safe sunscreen to protect the coral reefs. Mosquito repellent is essential, especially during the wetter months. A reusable water bottle is a must to stay hydrated, and a light raincoat is useful, as showers can be brief but intense.
  • What are the best villa rentals with parking in Caribbean?

  • What cultural experiences or workshops in the Caribbean offer something different?

    Consider learning to make rum in Barbados, participating in a traditional callaloo preparation workshop in Trinidad and Tobago, or taking a drumming lesson in Cuba. Many islands also offer workshops on local crafts, such as pottery or basket weaving.
  • Are there any food festivals in the Caribbean where you can try local food?

    Yes! Many islands host food festivals. The Taste of Barbados food festival showcases the island's culinary scene. Trinidad and Tobago has Carnival, which features a wide variety of food stalls offering local delicacies. Numerous smaller, local festivals also occur throughout the year.
  • What seasonal natural events, such as migrations or blooming periods, occur in the Caribbean?

    Whale watching tours are popular in certain seasons, particularly in the Dominican Republic. Many Caribbean islands experience blooming periods for various flowers and plants throughout the year, depending on the specific location and species. Sea turtle nesting season varies by island, but generally occurs during the warmer months.
  • What exclusive experiences are available when visiting the Caribbean?

    Luxury resorts offer exclusive experiences like private yacht charters, gourmet dining experiences, and access to private beaches. Some islands offer unique opportunities such as diving with whale sharks (seasonal) or staying in overwater bungalows.

Best Caribbean villas and holiday homes with air conditioning

Blue Bay Beach Villa 27 3-min Beach-pool-golf - Caribbean
9.9 81 reviews
Caribbean
06/12 – 20/12
NZ$549/nighttotal: NZ$7686 (14 )

Blue Bay Beach Villa 27 3-min Beach-pool-golf

3 5
house , Blue Bay
This villa is situated just a short walk from Blue Bay Beach, offering easy access to the stunning turquoise waters and white sands, and is conveniently located near popular attractions like Queen Emma Bridge and the Curacao Sea Aquarium. The property has received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The villa offers three bedrooms and two bathrooms, providing ample space for families or groups of friends. Guests can enjoy a range of amenities and activities, including a swimming pool, jacuzzi, spa, fitness centre, tennis court, restaurant, bar, and a private beach area.
'Villa Maracuja': Sharming Colonial Style Villa With Tropical Garden - Caribbean
10 63 reviews
Caribbean
09/11 – 16/11
NZ$136/nighttotal: NZ$952 (7 )

'Villa Maracuja': Sharming Colonial Style Villa With Tropical Garden

3 2
house , Las Terrenas
This charming villa is located in La Iglesia, just a short walk from the beautiful beaches of La Iglesia and Punta Popy, and within easy reach of local art galleries and shopping. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The villa offers three bedrooms and three bathrooms, spanning 136 square metres, providing ample space for families or groups. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, and parking, as well as a fully equipped kitchen and air conditioning.
Boutique One Bdrm Close To Aventura Mall & Beach - Caribbean
9.1 451 reviews
Caribbean
06/07 – 13/07
NZ$317/nighttotal: NZ$2219 (7 )

Boutique One Bdrm Close To Aventura Mall & Beach

1 3
house , Hallandale Beach
This Hallandale Beach property is conveniently located just a short drive from Aventura Mall and the beach, offering easy access to both shopping and relaxation. The property benefits from excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The house features a comfortable bedroom, a well-equipped kitchen with a fridge and microwave, and a private balcony for enjoying the Florida sunshine. Guests can also take advantage of free Wi-Fi, air conditioning, a garden, and free private parking.
Avanti Vacation Rental - Caribbean
8.7 71 reviews
Caribbean
08/07 – 20/07
NZ$717/nighttotal: NZ$8604 (12 )

Avanti Vacation Rental

1 8
house , Naples Park
This Naples Park holiday home is located just 8.8 kilometres from Fifth Avenue South and Tin City, offering easy access to the area's shops and attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The three-bedroom house spans 144 square metres and features a private pool, full kitchen, and access to a range of amenities including a spa, fitness centre, tennis court, and restaurant. Guests can enjoy grocery deliveries, free Wi-Fi, and the option of heating the pool during the cooler months.

Best Caribbean villas and holiday homes with jacuzzi

Les Galets Sxm Luxury Lodges - Caribbean
9.3 248 reviews
Caribbean
01/07 – 08/07
NZ$364/nighttotal: NZ$2548 (7 )

Les Galets Sxm Luxury Lodges

1 2
house , Orient Bay
Les Galets Sxm, near Orient Bay in Saint Martin, offers a self-catering property a 1.9km walk from Orient Bay Beach and 1.9km from Grand Case-Espérance Airport.
This adults-only property features a private entrance, swimming pool, garden, free Wi-Fi, free parking, and well-equipped kitchenettes including microwaves, toasters, fridges, coffee machines, and kettles, plus modern amenities such as flat-screen TVs with streaming services and safety deposit boxes.
Severina Vacation Rental - Caribbean
9.5 124 reviews
Caribbean
08/07 – 20/07
NZ$773/nighttotal: NZ$9276 (12 )

Severina Vacation Rental

1 8
house , Naples Park
The Severina Vacation Rental is situated in Naples Park, just 15 kilometres from the Naples Museum of Art and 14.6 kilometres from Tin City in Naples.
This three-bedroom house offers a private pool, spa facilities, and a fully equipped kitchen, making it perfect for families or groups looking for a comfortable and convenient stay in Naples Park.
Comfy Bedrooms Minutes Away From Beach, Free Wifi, Spa Hut, Bbq,24-hour Security - Caribbean
9.1 224 reviews
Caribbean
09/11 – 16/11
NZ$203/nighttotal: NZ$1421 (7 )

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

1 2
house , Ocho Rios
This seaside villa near Ocho Rios, Jamaica, is situated 1.9km from the Green Grotto Caves and 4.3km from Dunn's River Falls, offering easy access to major attractions.
The 25 square metre property features one bedroom, one bathroom, a fully equipped kitchen, a private swimming pool, jacuzzi, and access to an on-site water park; perfect for a couple seeking a relaxing yet activity-filled Jamaican getaway.
Luxury Mountain Retreat In The Heart Of Jarabacoa -Where The Clouds Meet Comfort - Caribbean
Caribbean
12/10 – 18/10
NZ$366/nighttotal: NZ$2196 (6 )

Luxury Mountain Retreat In The Heart Of Jarabacoa -Where The Clouds Meet Comfort

3 2
house , Jarabacoa
This villa in Jarabacoa is situated a 7-minute drive from Salto Baiguate waterfall and a 5-minute drive from Central Park, offering convenient access to local attractions.
This property features three bedrooms and three and a half bathrooms, accommodating up to eight guests with amenities including air conditioning, Wi-Fi, a microwave oven, a swimming pool, and a garden, perfect for exploring the surrounding area.
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