Discover Luxury Houses and Villas in Caribbean

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Caribbean holiday homes

Luxury Caribbean Holiday Houses and Villas

Villa Charm - Caribbean
10 5 reviews

Villa Charm

house
Conveniently located within the secure Casa Linda Phase 10 gated community, this luxury villa offers easy access to the popular beaches of Sosúa and Cabarete, with POP airport just 40 kilometres away.
Enjoy exclusive relaxation in your private swimming pool and a stylish, modern interior, perfect for a family-friendly escape with pets allowed and high-speed internet.
Villa El Real Los Patos - Caribbean
8.6 50 reviews

Villa El Real Los Patos

house, Los Patos
Directly on the beach in Los Patos, Villa el real los patos boasts immediate sea access and breathtaking ocean vistas.
This luxury accommodation offers a welcoming, pet-friendly environment with a swimming pool, hot tub, and private parking for up to 14 guests.
At Ease Space, Gated Community - Caribbean
9.5 26 reviews

At Ease Space, Gated Community

house, Montego Bay
Ideally located in the safe and quiet gated community of Montego West Village #681, At Ease Space is just 1.6 kilometres from Sangster's International Airport, 800 metres from Fairview shopping centre, and 1.1 kilometres from the Hip Strip.
This luxury accommodation offers a welcoming 1-bedroom, 1-bathroom retreat for two, featuring air conditioning, new appliances, fast WiFi, and free parking for a premium stay.
Peaceful Lehigh Acres Home W/ Grill + Lanai! - Caribbean
9.3 40 reviews

Peaceful Lehigh Acres Home W/ Grill + Lanai!

house, Lehigh Acres
Just 5 kilometres from JetBlue Park and 4.8 kilometres from the Gone With Wind Balloon Company, this luxury Lehigh Acres house offers an exclusive escape.
This spacious 185-square-metre home boasts four bedrooms, two bathrooms, a fully equipped kitchen, and a garden, providing premium comfort for your stay.
Casa Elita - Cheerful, Peaceful 4-bedroom Home. - Caribbean
9.4 117 reviews

Casa Elita - Cheerful, Peaceful 4-bedroom Home.

house, Carolina
Prime central Carolina offers effortless access to the region's favourite tourist attractions, boasting an excellent location rating.
This luxury 4-bedroom house, accommodating up to 10 guests, provides a welcoming base with a fully equipped kitchen and air conditioning.
Saltwater Pool & Lanai: Lehigh Acres Escape! - Caribbean
9.0 3 reviews

Saltwater Pool & Lanai: Lehigh Acres Escape!

house, Lehigh Acres
Just 19 kilometres from JetBlue Park and Southwest Florida International Airport, this luxury Lehigh Acres holiday home offers an exclusive escape.
Experience premium comfort with a private saltwater swimming pool and air conditioning in this spacious 2-bedroom, 2-bathroom accommodation.
Casona La Carolina - Caribbean
8.9 273 reviews

Casona La Carolina

house, San Andrés
Just a 6-minute walk from Parceras Beach, Casona La Carolina offers a luxury escape near Gustavo Rojas Pinilla International Airport in San Andrés.
This family-friendly property boasts a year-round outdoor swimming pool, a delightful garden, and complimentary WiFi for a premium stay.
Venetian Palms Condo: Pool, Hot Tub & Tennis! - Caribbean
No reviews

Venetian Palms Condo: Pool, Hot Tub & Tennis!

house, Villas
Just 5.0 kilometres from Lakes Regional Park and 6.9 kilometres from Lee County Sports Complex Hammond Stadium, this luxury villa in Fort Myers offers an exclusive escape.
Enjoy 96 square metres of premium comfort with air conditioning, a private swimming pool, and barbecue facilities, perfect for up to 7 guests.

Luxury Villas with Private Pools in Caribbean

Among the 131244 accommodations in Caribbean, here are the 8 best villas and holiday homes with a pool

Stylish 1r-1b Apt Near The Beach And Main Street - Caribbean
6.0 2 reviews

Stylish 1r-1b Apt Near The Beach And Main Street

house, Sosúa
Just a 12-minute walk from the popular Alicia Beach and 6.9 kilometres from Gregorio Luperón International Airport, this luxury house in Sosúa offers an exclusive escape.
Enjoy a private balcony, garden, and outdoor swimming pool with premium amenities and multilingual reception at this welcoming Sosúa property.
Hispaniola  Beach Walk  Mega Private Pool  3 Br - Caribbean
10 7 reviews

Hispaniola Beach Walk Mega Private Pool 3 Br

house, Sosúa
Just 500 metres from the beach and Sosúa town centre, this exclusive Residencial Española villa offers a private swimming pool and excellent amenities.
Experience ultimate relaxation with 3 bedrooms and 2 bathrooms, accommodating up to 6 guests in this luxury retreat.
Amazing Villa With Pool Just 20 Minutes From The Airport! - Caribbean
10 4 reviews

Amazing Villa With Pool Just 20 Minutes From The Airport!

house, Santo Domingo Este (Zona Urbana)
In Los Frailes, Santo Domingo Este, this luxury villa is perfectly positioned 5 minutes' walk from essential supermarkets and pharmacies, offering convenient access to Sambil Santo Domingo and Blue Mall.
This family-friendly accommodation welcomes up to 7 guests, boasting a private swimming pool with a shallow area, air conditioning, and high-speed Wi-Fi for an exclusive and comfortable stay.
Beachfront Condo W/ Bay View In Fort Myers Beach! - Caribbean
9.0 2 reviews

Beachfront Condo W/ Bay View In Fort Myers Beach!

house, Fort Myers Beach
Directly on the sand with stunning bay views, this luxury beachfront condo is just 2.6 kilometres from the centre of Fort Myers Beach.
Enjoy exclusive comfort in this premium 65-square-metre, one-bedroom apartment offering accommodation for up to seven guests, complete with a private balcony and access to a communal swimming pool.
Ultra-private Villa On The Fairway At World-famous Tryall Golf Club. - Caribbean
No reviews

Ultra-private Villa On The Fairway At World-famous Tryall Golf Club.

cottage, Sandy Bay
On the 16th fairway of Tryall Golf Club, this historic Tryall Golf Club cottage offers a private, five-minute golf cart journey to the beach club and golf shop in Sandy Bay.
Enjoy a luxury escape with a private pool, swim-up bar, and dedicated staff of four, perfect for up to 8 guests seeking premium comfort and recreation.
Updated: Luxury Villa, Amazing Views With Pool + Generator - Caribbean
9.6 403 reviews

Updated: Luxury Villa, Amazing Views With Pool + Generator

house, Nazareth
Prime East End St. Thomas villa offers an exclusive escape, conveniently located a mere 50 metres from an on-site pool and restaurant, and a short 5-kilometre drive to four of the island's most sought-after beaches.
This luxury 80 square metre villa comfortably accommodates up to four guests, boasting a well-equipped kitchen, air conditioning, and high-quality linens for a premium stay.
Villa Sonrisa Ii - Caribbean
10 38 reviews

Villa Sonrisa Ii

house, Sosúa
Along the path of the sun, this luxury villa offers spectacular sunrises and sunsets, just a short journey to the stunning beaches of Sosúa Cabarete.
Enjoy a serene atmosphere with a spacious swimming pool and jacuzzi, ideal for disconnecting and exploring the picturesque surroundings with an 8-guest capacity.
Charming Villa Gugi #80 In Palmeras De Coson - Caribbean
9.9 23 reviews

Charming Villa Gugi #80 In Palmeras De Coson

house, Las Terrenas
Just a 4-minute walk from the exclusive Playa Coson, this luxury villa resides in the Las Palmeras de Coson gated community.
This premium accommodation offers 2 bedrooms, 2 bathrooms, and a private swimming pool for up to 4 guests.

Luxury Villas with a Hot Tub in Caribbean

Fort Myers Sunshine - Caribbean
No reviews

Fort Myers Sunshine

house, San Carlos Park
Just 3.1 miles from Gannon's Antiques & Art, this luxury San Carlos Park house offers a premium escape with a hot tub and air conditioning.
Enjoy 139 square metres of spacious living, accommodating up to 13 guests with three bedrooms, two bathrooms, and a garden.
Penthouses Del Mediterráneo - Caribbean
10 1 review

Penthouses Del Mediterráneo

house
Just 1 kilometre from Mundo Acuático and within 10 kilometres of Historic San Luis Fort Museum and Catedral de Santiago, this luxury house in Puñal offers an exclusive Dominican Republic escape.
Enjoy ultimate relaxation with an outdoor pool, hot tub, and spa services, complemented by a private garden and complimentary WiFi in this premium accommodation.
Romantic House With Spacious Hot Tub Spa, Family/pet Friendly And Free Parking - Caribbean
9.9 75 reviews

Romantic House With Spacious Hot Tub Spa, Family/pet Friendly And Free Parking

apartment, Savaneta
Just 5 minutes' drive from Mangel Halto beach, this Savaneta luxury accommodation offers a private sunbathing area and a spacious hot tub spa.
This welcoming 88 square metre house boasts 2 bedrooms, 2 bathrooms, and accommodates 4 guests with WiFi and air conditioning for a premium stay.
Luxury Gulf-view Condo - Walk To Bonita Beach - Caribbean
No reviews

Luxury Gulf-view Condo - Walk To Bonita Beach

house, Bonita Springs
Just 500 metres from Bonita Beach, this luxury condo offers elegant gulf-view accommodations in Bonita Springs.
Enjoy exclusive access to an outdoor swimming pool, hot tub, and casino, with a floor area of 47 square metres designed for up to 6 guests.
84 M² Villa ∙ 1 Bedroom ∙ 4 Guests - Caribbean
No reviews

84 M² Villa ∙ 1 Bedroom ∙ 4 Guests

house, Port St. Lucie
Within PGA Village, this one-bedroom villa offers exclusive access to golf courses and is a short walk to Clover Park.
This luxury accommodation boasts a fully equipped kitchen and resort-style amenities, perfect for up to four guests seeking an upscale stay in Port St. Lucie.
House ∙ 1 Bedroom ∙ 3 Guests - Caribbean
10 2 reviews

House ∙ 1 Bedroom ∙ 3 Guests

house, Marco Island
Offering partial Marco River views, this luxury 4th-floor house is perfectly situated in a Marco Island district just a short walk from local shops and restaurants.
This premium accommodation boasts a screened lanai with pool and bay views, a stylish coastal décor, and access to complex amenities including two pools and two hot tubs.
84 M² Villa ∙ 1 Bedroom ∙ 4 Guests - Caribbean
No reviews

84 M² Villa ∙ 1 Bedroom ∙ 4 Guests

house, Port St. Lucie
Within the desirable Castle Pines at PGA Village, this luxury accommodation is conveniently located near the Treasure Coast beaches and local shopping centres.
Enjoy resort-style living with a fully equipped kitchen, air conditioning, and a private swimming pool, perfect for up to four guests.
Luxury Golf Villa In Beautiful Lely Resort W/ Pool - Caribbean
9.8 87 reviews

Luxury Golf Villa In Beautiful Lely Resort W/ Pool

house, Lely Resort
Just 9.8 kilometres from Naples Botanical Garden, this luxury villa in Lely Resort, Naples, offers sea views from its private terrace.
This spacious 143 square metre accommodation boasts air conditioning, free WiFi, an outdoor swimming pool, and a games room, perfect for an upscale family getaway.

Luxury Holiday Homes with a Balcony in Caribbean

Pair luxury group living with breathtaking private vistas when you lock in a spectacular estate framing Caribbean.

Naples Condo W/ Enclosed Balcony & Lake Views! - Caribbean
10 16 reviews

Naples Condo W/ Enclosed Balcony & Lake Views!

house, Naples
Just 3.1 kilometres from Naples Municipal Airport and 5.8 kilometres from the Naples Museum Of Art, this luxury Naples condo offers an enclosed balcony with picturesque lake views.
This family-friendly, 154 square metre accommodation boasts three bedrooms, two bathrooms, a fully equipped kitchen, on-site spa, and complimentary private parking for a premium stay.
Holiday Heaven 4 B 3b Pool Bbq - Caribbean
10 2 reviews

Holiday Heaven 4 B 3b Pool Bbq

house, Naples Park
Just 4.9 kilometres from Sun-N-Fun Lagoon and Tiburon Golf Club, this Naples Park luxury house offers an exclusive escape with a private swimming pool and garden.
Experience premium comfort in this spacious 223 square metre home, boasting four bedrooms, three bathrooms, and air conditioning for up to 20 guests.
Steps To Beach & Downtown! Private Patio & Parking - Caribbean
9.7 194 reviews

Steps To Beach & Downtown! Private Patio & Parking

apartment, Lake Worth
Perfectly situated, this eclectic bungalow is a short 500-metre stroll from Lake Worth Beach and just 800 metres from downtown’s dining and shops.
This welcoming, family-friendly accommodation offers luxury amenities and a 42 square metre floor area, accommodating up to 4 guests with ease.
Newly Renovated Vintage Modern House Downtown! - Caribbean
9.8 59 reviews

Newly Renovated Vintage Modern House Downtown!

apartment, Fort Myers
Just 500 metres from downtown Fort Myers, the Burrows home, and Gardner's Park, this luxury house offers a unique vintage modern interior.
This welcoming, historic property boasts a brand new stock tank pool and is perfectly situated for exploring local shops and restaurants.
Beachfront Marco Island Condo W/ Pool Access! - Caribbean
9.0 28 reviews

Beachfront Marco Island Condo W/ Pool Access!

house, Marco Island
Directly on Marco Island's South Beach, this luxury beachfront condo offers unparalleled sea views and exclusive access to a heated outdoor pool and spa centre.
This premium 2-bedroom accommodation boasts a fully equipped kitchen, private balcony, and complimentary WiFi, situated just 4.8 km from Marco Island Water Sports.
Your Vacation Villa - Minutes Away From The Beach! - Caribbean
9.5 93 reviews

Your Vacation Villa - Minutes Away From The Beach!

apartment, Christiansted
Just 500 metres from Christiansted's beaches and dining, this luxury villa offers an exclusive escape with a spacious garden and on-site parking.
This premium 232 square metre residence comfortably accommodates six guests with three bedrooms, two bathrooms, and complimentary Wi-Fi.
* 1 Mile From The Beach! * Quiet Dead End Street In Great Location! * - Caribbean
9.9 85 reviews

* 1 Mile From The Beach! * Quiet Dead End Street In Great Location! *

apartment, Boquerón
Boquerón's Casa Tortugas offers a luxury escape just 1.6 kilometres from El Combate beach, with Playa Buye and Boquerón mere minutes away.
Enjoy spectacular sunset views from your balcony, a refreshing dip in the on-site swimming pool, and the convenience of 3 bedrooms accommodating up to 12 guests, all within walking distance of Electric Bar.
Modern Waterfront Lakehouse, With A Private Beach And A Spacious Boat Dock. - Caribbean
9.8 142 reviews

Modern Waterfront Lakehouse, With A Private Beach And A Spacious Boat Dock.

apartment, Lake Placid
Offering breathtaking second-story lake views of Lake Clay, this luxury lakefront property in Lake Placid provides direct beach access and a private boat dock for an exclusive getaway.
This premium 5-bedroom, 3-bathroom house accommodates up to 12 guests with a spacious deck, hot tub, and an open-concept living area, perfect for a memorable family holiday.
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