Villas and Holiday Homes in Caribbean

1250230 Villas and Holiday Homes in Caribbean

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Caribbean
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Best villa offers in Caribbean

Palm Cottage - Sleeps 4 - Escape The Cold; Our Pool Is Heated! - Caribbean
9.8 51 reviews
Caribbean
11/07 – 18/07
£225/nighttotal: £1575 (7 )

Palm Cottage - Sleeps 4 - Escape The Cold; Our Pool Is Heated!

1 2
cottage, Cudjoe Key
Conveniently located on Summerland Key, this cottage is just 25 kilometres from Key West and a short walk to Tonio's Seafood Shack & Tiki Bar, offering a prime spot for exploring the Florida Keys.
This well-appointed villa rental provides a private, recently renovated standalone unit with a full kitchen and bath, air conditioning, and complimentary WiFi, perfect for up to 3 guests seeking a comfortable holiday home with access to a communal swimming pool and ample parking for boat trailers.
Luxury Guayabita's House - Caribbean
9.8 167 reviews
Caribbean
10/08 – 30/08
£91/nighttotal: £1820 (20 )

Luxury Guayabita's House

1 2
house, Miami
LUXURY Guayabita's House, a 1-bedroom villa rental, is conveniently located in Miami, approximately 3.2 kilometres from Miami International Airport, 4.8 kilometres from Marlins Park, and 6.9 kilometres from Cocowalk Shopping Center.
This holiday home offers a well-equipped kitchen, air conditioning, free WiFi, and private parking, alongside a garden and terrace for guests to enjoy during their stay.
Cottage ∙ 2 Bedrooms ∙ 6 Guests - Caribbean
Caribbean
03/08 – 10/08
£189/nighttotal: £1323 (7 )

Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 2
cottage, Islamorada, Village of Islands
Directly on Florida Bay, this newly renovated conch-style cottage on Upper Matecumbe Key offers 2 bedrooms and 2 bathrooms for up to 6 guests, situated approximately 30 meters from the water within a native hammock off US 1, providing a prime location near Islamorada's "Sportfishing Capital of the World."
This welcoming villa rental boasts direct Florida Bay frontage with a protected boat basin and a launching ramp, alongside access to Islamorada Founders Park's Olympic-size pool and beach, making it an ideal holiday home for enjoying water sports like sea kayaking, snorkeling, and scuba diving.
Escape To The Sea Turtle's Resort-like Lanai W\/pool ~Walk To Dining\/shops; Wifi - Caribbean
9.8 50 reviews
Caribbean
08/08 – 22/08
£176/nighttotal: £2464 (14 )

Escape To The Sea Turtle's Resort-like Lanai W\/pool ~Walk To Dining\/shops; Wifi

3 2
resort, Marco Island
Perfectly situated for beach access, this Marco Island resort, known as "Escape To The Sea Turtle's Resort-like Lanai W/pool ~Walk To Dining/shops; Wifi," is just 3.2 kilometres from Tigertail Beach and 6.1 kilometres from South Marco Beach, with shops and restaurants like The Speakeasy only 300 meters away.
This 133 square meter, 3-bedroom, 2-bathroom villa rental accommodates up to six guests and features a private outdoor oasis with a heated/chilled pool and fire pit, plus extensive beach gear for enjoying the nearby coastline, making it an ideal holiday home.
Heart Of Npb - Caribbean
9.8 150 reviews
Caribbean
13/06 – 19/06
£226/nighttotal: £1356 (6 )

Heart Of Npb

3 4
house, North Palm Beach
Conveniently located in North Palm Beach, this family-friendly holiday home is situated 7.9 kilometres from the Port of Palm Beach and 9.2 kilometres from Rapids Water Park.
Offering 152 square meters of living space, this welcoming villa features three bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, and a garden with a fireplace, with complimentary WiFi and private parking available.
Colorful Fort Myers Home With Sunroom And Patio! - Caribbean
9.7 68 reviews
Caribbean
20/05 – 27/05
£152/nighttotal: £1064 (7 )

Colorful Fort Myers Home With Sunroom And Patio!

3 2
house, Villas
Located 16 kilometres from Southwest Florida International Airport, this Fort Myers villa offers convenient access to attractions such as Silverspot Cinema (23 kilometres) and Delnor-Wiggins Pass State Park (24 kilometres).
This air-conditioned 3-bedroom holiday home, covering 131 square meters, features a well-equipped kitchen with a dishwasher and microwave, direct patio access, and a terrace with an outdoor dining area.
Maison Indigène Avec Cascade Privée Et Salle à Vivre Tout éQuipée ! - Caribbean
Caribbean
14/08 – 28/08
£48/nighttotal: £672 (14 )

Maison Indigène Avec Cascade Privée Et Salle à Vivre Tout éQuipée !

1 3
cottage, Minca
Offering a tranquil mountain retreat in Santa Marta, this cottage is located a short drive from the popular Marinka Waterfalls (21 kilometres) and the Blue Well (11 kilometres), providing a peaceful escape with opportunities for wildlife observation.
This welcoming villa rental accommodates up to four guests across one bedroom and features a fully equipped kitchen, a garden, and essential bathroom amenities, with housekeeping services available on request for a comfortable holiday home experience.
Starfish Cottage - Sleeps 4 - Escape The Cold; Our Pool Is Heated! - Caribbean
9.8 72 reviews
Caribbean
30/05 – 13/06
£193/nighttotal: £2702 (14 )

Starfish Cottage - Sleeps 4 - Escape The Cold; Our Pool Is Heated!

1 4
cottage, Cudjoe Key
Star Fish Cottage, a welcoming villa rental, is located in Summerland Key, approximately 40 kilometres from Key West's nightlife and a mere 2-minute walk to Tonio's Seafood Shack & Tiki Bar.
This comfortable 51 square meter cottage accommodates up to 4 guests with its 1 bedroom, offering a full kitchen, living area with TV, air conditioning, complimentary WiFi, and access to communal amenities including an outdoor swimming pool and gas grill, as well as provided beach essentials.
Cozy 1-bedroom Cottage In Beautiful Fort Pierce With Ac - Caribbean
10 2 reviews
Caribbean
15/06 – 23/06
£110/nighttotal: £880 (8 )

Cozy 1-bedroom Cottage In Beautiful Fort Pierce With Ac

1 3
cottage, Lakewood Park
Located in Fort Pierce, this cottage offers convenient access, situated a mere 5-minute drive from Al's Family Farms and an 8-minute drive from Indrio Road Park.
This villa rental provides air conditioning, on-site parking, and barbecue facilities, accommodating up to four guests with one bedroom and one bathroom, making it a suitable holiday home for exploring local attractions.
Kas Di Ma - Caribbean
9.4 13 reviews
Caribbean
20/07 – 27/07
£51/nighttotal: £357 (7 )

Kas Di Ma

3 2
house, Tera Kora
This villa, Kas di Ma, is situated in the Tera Kora district, offering convenient access to major attractions including Christoffel National Park (16 kilometres) and Queen Emma Bridge (22.5 kilometres), and is located 13 kilometres from Curaçao International Airport.
This air-conditioned holiday home boasts 80 square meters of floor area with 3 bedrooms, a fully equipped kitchen featuring a fridge and microwave oven, a garden, and a terrace, all complemented by free private parking and WiFi.
60 M² House ∙ 2 Bedrooms ∙ 6 Guests - Caribbean
10 2 reviews
Caribbean
11/04 – 18/04
£47/nighttotal: £329 (7 )

60 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 2
house, Punta Cana
Located in Punta Cana, this villa offers proximity to a public playground just 200 meters away, alongside access to a sought-after natural pool and a beautiful beach, making it an excellent holiday home.
This welcoming villa rental, covering 60 square metres and accommodating up to four guests, features two bedrooms, one bathroom, a private swimming pool, and a garden abundant with fruit trees including mango and coconut palms, all while allowing pets for a truly inclusive stay.
Fo-28 Finca Oasis - Rest, Disconnect, Reconnect - Caribbean
Caribbean
15/06 – 23/06
£60/nighttotal: £480 (8 )

Fo-28 Finca Oasis - Rest, Disconnect, Reconnect

1 3
farm, Los Llanos
Located in Los Llanos, Finca Oasis is a farm offering a profound connection with nature, situated a short drive from Cuadra San Isidro Shopping Centre and Coral Mall, and a little further from Boca Chica Beach and La Caleta Underwater National Park.
This tranquil accommodation provides organic, seasonal fruits and vegetables, two shared kitchens for self-catering, and optional all-inclusive service, alongside two gazebos for work and relaxation, encouraging guests to explore the farm and participate in traditional community activities.

Villas and Holiday Homes with Pool in Caribbean

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

New House 2 Bathrooms, 3 Terraces And Ocean View Orient Bay - Caribbean
10 2 reviews
Caribbean
03/08 – 10/08
£152/nighttotal: £1064 (7 )

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

2 2
house, Cul de Sac
Located in Cul de Sac, this recently renovated villa is just 1.2 miles from Grand Case-Espérance Airport and a short distance from Orient Bay Beach, offering a prime location for your holiday home.
This air-conditioned villa boasts a private swimming pool, multiple terraces including one with sea views, a garden with a kids' pool, and an outdoor seating area, accommodating up to 7 guests with complimentary WiFi and private parking.
San Juan, 2 Rooms W/private Pool, Outdoor Kitchen/bbq & Nearby & Peaceful - Caribbean
9.2 12 reviews
Caribbean
14/08 – 28/08
£186/nighttotal: £2604 (14 )

San Juan, 2 Rooms W/private Pool, Outdoor Kitchen/bbq & Nearby & Peaceful

2 3
B&B, San Juan
Located in Monacillo, San Juan, this apartment offers a private gated community setting, just a 12-minute drive from Isla Verde Beach and Luis Muñoz Marín Airport, with Old San Juan nightlife a 14-minute drive away.
This welcoming apartment, accommodating up to 4 guests across 2 bedrooms and 2 bathrooms, features a private pool with an outdoor kitchen and BBQ, air conditioning, Wi-Fi, and a backup generator, providing a comfortable base for exploring San Juan's attractions and adventure activities.
Sweet Dreams At Island Dream - Caribbean
10 7 reviews
Caribbean
27/08 – 31/08
£154/nighttotal: £616 (4 )

Sweet Dreams At Island Dream

3 2
cottage, Jensen Beach
Located on Nettles Island within Hutchinson Island South, this cottage in Jensen Beach offers proximity to attractions such as The Children's Museum of the Treasure Coast, situated just 3.5 kilometers away, and Eagle Marsh Golf Club, a mere 2.5 kilometers distant.
This welcoming cottage, a perfect holiday home, features three bedrooms and two bathrooms accommodating up to four guests, with amenities including air conditioning, internet, a fully equipped kitchen, and access to a communal swimming pool and tennis court.
Pool And Fenced Yard Sebring Retreat - Caribbean
9.4 28 reviews
Caribbean
13/06 – 19/06
£206/nighttotal: £1236 (6 )

Pool And Fenced Yard Sebring Retreat

3 4
house, Avon Park
Located 5.5 miles from Avon Square and 6.2 miles from the City Of Avon Park Depot Museum, this Sebring retreat offers a private entrance and fenced yard for enhanced security and enjoyment.
This spacious 173 square meter villa rental boasts three bedrooms and two bathrooms, featuring a well-equipped kitchen with a fridge, microwave, and dishwasher, alongside a private patio, terrace, air conditioning, and a swimming pool.
Lakewood Park Retreat On Fairway - 4 Mi To Beach! - Caribbean
9.0 52 reviews
Caribbean
25/04 – 02/05
£174/nighttotal: £1218 (7 )

Lakewood Park Retreat On Fairway - 4 Mi To Beach!

3 4
house, Lakewood Park
This welcoming villa rental is located in Lakewood Park, just 6.4 kilometres from the beach and 17.7 kilometres from the Vero Beach Museum of Art, offering convenient access to Fort Pierce Inlet State Park (16 kilometres away).
This spacious 195 square metre holiday home features 3 bedrooms, 2 bathrooms, air conditioning, a fully equipped kitchen, and an outdoor swimming pool, with free WiFi available throughout the property.
Villa Flamingo Cabo Rojo | Buye Beach | Pool | - Caribbean
10 11 reviews
Caribbean
11/04 – 18/04
£139/nighttotal: £973 (7 )

Villa Flamingo Cabo Rojo | Buye Beach | Pool |

1 2
house, Cabo Rojo
Located in Cabo Rojo's mountains, this private villa is just 300 meters from Buyé Beach and a short distance from Combate Beach, offering a tranquil coastal retreat with breathtaking sunset views.
This 51 square meter holiday home accommodates up to four guests and features a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and a gas grill, with beach essentials provided for effortless enjoyment.
San Juan, Garden Suite W/private Pool, Outdoor Kitchen/bbq & Peaceful - Caribbean
9.9 157 reviews
Caribbean
20/05 – 27/05
£131/nighttotal: £917 (7 )

San Juan, Garden Suite W/private Pool, Outdoor Kitchen/bbq & Peaceful

1 2
B&B, San Juan
This private guest suite in Monacillo, San Juan, is situated within a secure, gated community, offering a peaceful retreat just a short drive from Isla Verde Beach (12 km), Old San Juan (14 km), and the Convention Centre.
This welcoming villa rental boasts a private pool with terrace access to a second pool, an outdoor kitchen with a barbecue, and is conveniently located within walking distance of shops, restaurants, and entertainment, with independent entry and self-check-in ensuring a convenient stay.
Herons' View Villa - Caribbean
9.4 50 reviews
Caribbean
30/05 – 13/06
£211/nighttotal: £2954 (14 )

Herons' View Villa

3 4
house, Cypress Lake
Herons' View Villa is located in Biggar, offering convenient access to nearby attractions, situated 19 kilometers from Sanibel and Captiva Chamber of Commerce, 22 kilometers from Sanibel Lighthouse, and 21 kilometers from Southwest Florida International Airport.
This welcoming villa rental boasts a generous 158 square meters of floor area, featuring 3 bedrooms, air conditioning, a swimming pool, and a garden, with a fully equipped kitchen including a fridge, microwave, and dishwasher, alongside on-site parking and a restaurant for guest convenience.

Frequently Asked Questions about Caribbean

  • What are the must-see attractions that I should visit in the Caribbean?

    For a truly memorable experience in the Caribbean, consider visiting Dunn's River Falls in Jamaica, a stunning terraced waterfall you can climb. In Barbados, a visit to the historic Bridgetown and its Garrison offers a glimpse into colonial history. The Pitons in St. Lucia are iconic volcanic spires offering breathtaking views and excellent hiking opportunities. For underwater exploration, the vibrant coral reefs of Bonaire are a world-renowned diving destination.
  • How much does it typically cost to stay in a villa in the Caribbean?

    Villa rental costs in the Caribbean can vary significantly. A modest two-bedroom villa might range from $200 to $500 per night, while a larger, luxurious property with ocean views and amenities like a private pool could cost $1,000 to $5,000 or more per night. Prices are also influenced by the island, the season, and the specific features of the villa.
  • What are the best towns, villages, or areas to rent a villa in the Caribbean?

    For a diverse range of villa experiences, consider Grace Bay in Turks and Caicos for its pristine beaches and upscale offerings. St. Barts is known for its luxurious villas and exclusive atmosphere. In Antigua, English Harbour provides historical charm alongside beautiful bays. For a more laid-back vibe with stunning natural beauty, consider areas around Soufrière in St. Lucia.
  • When is the best time to book a villa in the Caribbean, and how far in advance should I plan?

    The peak season for the Caribbean is typically from mid-December to mid-April, which also means higher prices. For the best selection and potentially better rates, booking a villa six to nine months in advance is recommended, especially if traveling during this popular period. The shoulder seasons, from late April to June and again from September to November, can offer a good balance of pleasant weather and fewer crowds, with booking 3 to 6 months ahead often sufficient.
  • What are the must-see festivals or seasonal events in the Caribbean?

    The Caribbean hosts vibrant celebrations throughout the year. The Crop Over Festival in Barbados, typically held in July and early August, is a major summer festival with calypso music and parades. Carnival celebrations, particularly in Trinidad and Tobago in February or March, are world-famous for their elaborate costumes and energetic street parties. The St. Lucia Jazz & Arts Festival, usually held in late April or May, attracts international musicians.

Villas in Popular Destinations

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