Villas and Holiday homes in Caribbean

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Caribbean villas
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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

Sun Caraibes - Caribbean
9.0 92 reviews
Caribbean
19/12 – 26/12
SG$414/nighttotal: SG$2898 (7 )

Sun Caraibes

1 4
house , Orient Bay
This house is located in Orient Bay, just 6 kilometres from Saint Martin, offering easy access to the beach and the island's main attractions. The accommodation has received excellent ratings for location, cleanliness and user experience, ensuring a comfortable and enjoyable stay.
The house features a kitchen with a fridge and microwave, a swimming pool, a terrace or balcony, a garden, and a tennis court. Guests can also enjoy a concierge service, parking, air conditioning, and direct access to the beach.
Villa Alida Nagua Pool Beach Dailymaid & Bbq - Caribbean
9.8 35 reviews
Caribbean
19/10 – 23/10
SG$344/nighttotal: SG$1376 (4 )

Villa Alida Nagua Pool Beach Dailymaid & Bbq

2 8
house , Matancita
Villa Alida is a 270 square metre house in Matancita, a seven-minute walk from Playa de Nagua beach and a 45-kilometre drive from Pueblo de los Pescadores fishing village.
This two-bedroom, two-bathroom property boasts a private swimming pool, spa, terrace, garden, free Wi-Fi, and free parking, perfect for families or groups seeking self-catering accommodation with excellent amenities near Matancita's beach.
Newly Renovated Villa In Prime Location -5 Min To The River, New Pool& Hot Tub - Caribbean
9.6 51 reviews
Caribbean
26/06 – 30/06
SG$412/nighttotal: SG$1648 (4 )

Newly Renovated Villa In Prime Location -5 Min To The River, New Pool& Hot Tub

3 4
house , Cape Coral
This Cape Coral villa is situated within 3km of the Veterans Foundation Headquarters, Cape Coral Yacht Club Beach, and Hospital del Prado, offering easy access to essential services and attractions.
The 160 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a private pool, fully equipped kitchen, and smart TV, making it ideal for families or groups exploring the area.
New House 2 Bathrooms, 3 Terraces And Ocean View Orient Bay - Caribbean
10 2 reviews
Caribbean
14/09 – 25/09
SG$240/nighttotal: SG$2640 (11 )

New House 2 Bathrooms, 3 Terraces And Ocean View Orient Bay

2 2
house , Cul de Sac
This recently renovated villa is located in Cul-de-Sac, St Martin, a 2km drive from Grand Case-Espérance Airport and close to Orient Bay Beach.
This 90 square metre property sleeps seven guests in two bedrooms and two bathrooms, boasting a private pool, three terraces, a garden, free Wi-Fi, and parking; a well-equipped kitchen includes a fridge, microwave, and dishwasher.

Best Caribbean villas and holiday homes with a kitchen

Steps To Beach: Loiza Getaway W/ Rooftop Patio! - Caribbean
9.5 30 reviews
Caribbean
19/10 – 23/10
SG$409/nighttotal: SG$1636 (4 )

Steps To Beach: Loiza Getaway W/ Rooftop Patio!

3 8
house , Loiza
This Loíza apartment, an 11-minute walk from Punta Iglesia Beach and 1.6 km from Punta Uvero Beach, offers convenient access to Luis Muñoz Marín International Airport (19 km away).
This three-bedroom, three-bathroom property boasts 139 square metres of space, including a fully equipped kitchen, private balcony, swimming pool, jacuzzi, fitness centre, and parking, comfortably accommodating families or groups.
Unit  3 Lauderdale By The Sea \Nupdated Two Bedrm/ 1st Floor\n200+- Steps To Beach - Caribbean
9.0 105 reviews
Caribbean
14/08 – 21/08
SG$271/nighttotal: SG$1897 (7 )

Unit 3 Lauderdale By The Sea \Nupdated Two Bedrm/ 1st Floor\n200+- Steps To Beach

2 2
house , Lauderdale-by-the-Sea
This two-bedroom flat is ideally located just 200 steps from the beach in Lauderdale-by-the-Sea, a lively area with plenty of restaurants, bars, and shops within easy walking distance. The property has received excellent ratings for location, cleanliness, and overall user experience.
The flat features a modern kitchen with granite countertops and a comfortable living space with a European leather sofa. You can enjoy the sunshine on the private terrace or relax in the garden and take advantage of the on-site laundry facilities, spa, and parking.
San San Andrés Magic House 0 By Bbbsai - Caribbean
8.8 7 reviews
Caribbean
17/09 – 21/09
SG$81/nighttotal: SG$324 (4 )

San San Andrés Magic House 0 By Bbbsai

2 2
house , Buenavista
San San Andrés Magic House 0 is a dwelling located in Buenavista, just a 640-metre walk from Cocoplum Bay Beach, 2 kilometres from Playa Decameron Marazul, and 5.1 kilometres from San Andres Bay. This property offers three bedrooms, accommodating up to five guests, with amenities including air conditioning, a kitchen, Wi-Fi, and parking, and is a non-smoking establishment.
Lakefront Home W/ Game Room, Kayaks, & Fire Pit - Caribbean
9.9 115 reviews
Caribbean
11/07 – 18/07
SG$343/nighttotal: SG$2401 (7 )

Lakefront Home W/ Game Room, Kayaks, & Fire Pit

3 6
house , Lake Placid
This waterfront home is located in Lake Placid, 42 kilometres from Avon Square and the City of Avon Park Depot Museum, offering a peaceful escape in a beautiful natural setting. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The spacious three-bedroom house, spanning 198 square metres, comfortably accommodates six guests. Enjoy direct waterfront access, a private dock, kayaks, a relaxing garden, a fully equipped kitchen, air conditioning, Wi-Fi, and a flat-screen TV, providing everything you need for a relaxing and enjoyable holiday.

Frequently asked questions about villa rentals in Caribbean

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

    The Caribbean boasts a diverse range of must-see attractions. For stunning beaches, you could visit Grace Bay Beach in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs might explore the historic forts of San Juan, Puerto Rico, or the ruins of Port Royal in Jamaica. Nature lovers should consider hiking in the lush rainforests of Dominica or exploring the underwater world of the coral reefs around Barbados. Each island offers unique experiences.
  • 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. While renowned for its pristine beaches, it also features dramatic mountain ranges, like the Blue Mountains in Jamaica or the volcanic peaks of Martinique. Lush rainforests are common, especially in islands like Dominica and St. Lucia. There are also stunning coral reefs, mangrove swamps, and arid landscapes depending on the specific island.
  • What are the best villa rentals with a pool in Caribbean?

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

    Many hidden gems exist throughout the Caribbean. The Rio Camuy Cave Park in Puerto Rico offers a fascinating underground river system. The Boiling Lake in Dominica is a unique geothermal feature. For a more secluded beach experience, explore the less-visited beaches of the smaller islands like Anguilla or Nevis. Exploring beyond the well-trodden tourist paths often reveals unexpected delights.
  • 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?

    To truly understand Caribbean culture, consider attending a local festival like Crop Over in Barbados or Carnival in Trinidad and Tobago. Participate in a cooking class focusing on local cuisine, perhaps learning to make jerk chicken in Jamaica or callaloo soup in the Bahamas. Visiting a local market, like the vibrant markets in St. Lucia, provides an opportunity to interact with vendors and learn about their products. Consider staying in a locally owned guesthouse or taking a guided tour led by a local expert.
  • What are the best villa rentals for families and kids in Caribbean?

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

    Thoroughly exploring the Caribbean is a significant undertaking given its many islands and diverse offerings. A minimum of two weeks allows for a good overview of a few islands, focusing on a specific area or interest. To truly appreciate the region's diversity, several months would be necessary, allowing for more in-depth exploration and island hopping.
  • What are the best pet friendly villa rentals in Caribbean?

    The best pet friendly villa rentals in Caribbean are Perfect Location Near Beach Shop Restaurants & Bus, Island Hideout and Yellow Door Carriage House.

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

    Beyond the usual swimwear and sunscreen, consider packing insect repellent, especially for evenings and rainforest exploration. A reusable water bottle is essential to stay hydrated in the tropical climate. A light rain jacket or poncho is useful, as tropical showers can be sudden. Comfortable walking shoes are crucial for exploring, and a small, lightweight daypack is practical for carrying essentials.
  • What are the best villa rentals with parking in Caribbean?

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

    Many islands offer unique cultural experiences. Rum distilleries across the Caribbean, such as Mount Gay in Barbados or Appleton Estate in Jamaica, provide tours and tastings. Learning to make traditional crafts, like pottery in Barbados or basket weaving in the Bahamas, offers a hands-on cultural immersion. Some islands offer workshops on traditional music and dance, allowing for participation and interaction with local artists.
  • Are there any food festivals in the Caribbean where you can try local food?

    Yes, many food festivals celebrate Caribbean cuisine. Crop Over in Barbados includes food stalls and culinary events. Trinidad and Tobago's Carnival features many food vendors. Numerous smaller, local festivals throughout the islands also showcase regional specialties. These events provide opportunities to sample diverse dishes and engage with local culinary traditions.
  • What seasonal natural events, such as migrations or blooming periods, occur in the Caribbean?

    The Caribbean experiences various seasonal natural events. Whale watching tours are popular in certain seasons, with humpback whales migrating to warmer waters. Specific flowering periods vary depending on the island and species, but many tropical flowers bloom throughout the year. Sea turtle nesting season typically occurs during the summer months on many Caribbean beaches.

Best Caribbean villas and holiday homes with air conditioning

Your Tropical Retreat In The Heart Of Boqueron, Wifi, Full A/c, Wi-fi, Sleeps 6 - Caribbean
9.8 184 reviews
Caribbean
09/11 – 16/11
SG$206/nighttotal: SG$1442 (7 )

Your Tropical Retreat In The Heart Of Boqueron, Wifi, Full A/c, Wi-fi, Sleeps 6

1 2
house , Boqueron
This apartment is situated in the Boquerón Poblado district of Cabo Rojo, just a short walk from the beach, restaurants, and shops, making it a great base for exploring the town. It has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has one bedroom with two queen beds and a sofa bed in the living room, comfortably accommodating up to six guests. It offers a range of amenities, including air conditioning, a swimming pool, a terrace, a garden, and a spa, as well as a kitchen equipped with a fridge, microwave, and other appliances.
Splash Of Lime - Private Hilltop Pool Oasis! - Caribbean
9.9 125 reviews
Caribbean
19/12 – 26/12
SG$405/nighttotal: SG$2835 (7 )

Splash Of Lime - Private Hilltop Pool Oasis!

1 4
house , East End
This self-catering villa is situated in Teagues Bay, East End, St. Croix, a 15-minute walk from the Reef Golf Course and Divi Carina Bay Casino, and under 2km from Teague Bay and Grape Tree Beach.
The 84 square metre property offers one bedroom, one bathroom, and sleeps four guests comfortably, boasting a fully equipped kitchen, swimming pool, garden, parking, and Wi-Fi.
Modern Bedroom In Great Condo! Beach Pass Incl! - Caribbean
9.3 195 reviews
Caribbean
15/07 – 18/07
SG$210/nighttotal: SG$630 (3 )

Modern Bedroom In Great Condo! Beach Pass Incl!

1 2
house , Boynton Beach
This modern one-bedroom apartment is located in Boynton Beach, just 1.8 kilometres from both Ocean Ridge Hammock Park Beach and Oceanfront Park - Boynton Beach Municipal, offering easy access to the beautiful Florida coastline. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment is 66 square metres in size and can comfortably accommodate two guests. It features a private pool, modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen, as well as free parking and a beach pass for convenient access to the nearby beaches.
Nice House With Private Pool In Gold Coast - Caribbean
9.2 190 reviews
Caribbean
11/07 – 18/07
SG$457/nighttotal: SG$3199 (7 )

Nice House With Private Pool In Gold Coast

2 6
house , Eagle Beach
This house is located in Eagle Beach, just a short distance from both Hadicurari and Palm Beach, and is about 8 miles from Hooiberg Mountain, offering a convenient base for exploring the island's attractions. The property has consistently received excellent ratings for location, cleanliness and user experience.
The house features two bedrooms and four bathrooms, providing ample space for families or groups of friends. Enjoy a private pool, fully equipped kitchen, air conditioning, free Wi-Fi, and parking, as well as access to a shared outdoor pool, a fitness centre, and a garden.

Best Caribbean villas and holiday homes with jacuzzi

Waterfront Condo In Anglers Cove With Pools And Spas - Caribbean
9.4 3 reviews
Caribbean
11/07 – 18/07
SG$315/nighttotal: SG$2205 (7 )

Waterfront Condo In Anglers Cove With Pools And Spas

1 6
house , Marco Island
Anglers Cove A-406, situated on Marco Island, Florida, is 5.5km from Marco Island Water Sports and within 24-27km of attractions including Tin City, Naples Botanical Garden, and the Collier Museum of the Everglades.
This one-bedroom, one-bathroom self-catering property, boasting a 65 square metre floor area, offers a private balcony, swimming pool, Jacuzzi, tennis court, free Wi-Fi, and free parking; guests can enjoy water activities, al fresco dining, and easy access to local amenities.
Park Shore Resort Top Floor Bldg J 455 Great View - Caribbean
Caribbean
26/06 – 30/06
SG$399/nighttotal: SG$1596 (4 )

Park Shore Resort Top Floor Bldg J 455 Great View

2 4
house , Naples
This top-floor apartment in Park Shore Resort is situated 2.25 kilometres from the Naples Museum Of Art and 2.74 kilometres from Clam Pass Park Beach.
This 92 square metre residence accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave oven and dishwasher, air conditioning, a swimming pool, jacuzzi, terrace, garden, fitness centre, tennis court, and private parking, with check-out at 11:00 AM.
Beachside Villa - Ocean 100 Ft. - Caribbean
9.8 18 reviews
Caribbean
19/12 – 26/12
SG$453/nighttotal: SG$3171 (7 )

Beachside Villa - Ocean 100 Ft.

2 4
house , Deerfield Beach
This charming house is located just 500 metres from Deerfield Beach and the Deerfield Beach Pier, offering easy access to the beautiful coastline and local attractions. It has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The house has two bedrooms and three bathrooms, comfortably accommodating up to four guests. It offers a range of amenities including a private garden, a swimming pool, a jacuzzi, and a barbecue grill, perfect for relaxing and enjoying the Florida sunshine.
Wvr Vacation Residences 1707 - Caribbean
9.3 194 reviews
Caribbean
11/07 – 18/07
SG$700/nighttotal: SG$4900 (7 )

Wvr Vacation Residences 1707

2 6
house , Fort Lauderdale
WVR Vacation Residences 1707 is located just a block from Fort Lauderdale Beach and a short walk from the City of Fort Lauderdale Las Olas Marina, offering easy access to the area's attractions and a vibrant atmosphere. The property has received excellent ratings for its location, cleanliness, and overall experience.
This modern two-bedroom apartment offers stunning views and is ideal for families or groups. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, fitness centre, and tennis court, as well as a fully equipped kitchen and a private terrace or balcony.
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