Holiday homes & rentals in the Caribbean - HomeToGo base64Hash Holiday homes & rentals in the Caribbean - HomeToGo

Holiday homes & rentals in the Caribbean

Find 148,813 available offers from 213 partners
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Top 15 Recommended holiday lettings in the Caribbean

Find your perfect holiday home, apartment or cottage in the Caribbean from just £28 per night!

House Sainte-Anne
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with garden, barbeque & private pool | City view

Sainte-Anne, Martinique
This house rental in Sainte-Anne features a private pool, garden, and kitchen, perfect for a family getaway with parking.
from £72
per night
from £72
per night
View deal
Villa Leonards
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with private pool, terrace & garden

Leonards, Tortola, British Virgin Islands
This villa in Leonards features a private pool, garden, and balcony, accommodating up to 10 guests for an unforgettable stay.
from £354
per night
Outstanding(76 ratings)
from £354
per night
View deal
House East End
House ∙ 11 guests ∙ 4 bedrooms

Fully equipped spacious house with terrace, barbecue & private pool

East End, Cayman Islands
This house rental in Gun Bay features a private heated pool, beach access, and a kitchen, accommodating up to 11 guests.
from £556
per night
from £556
per night
View deal
Villa Cruz Bay
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with private pool, barbeque & terrace | City view

Cruz Bay, St. John, U.S. Virgin Islands
This villa in Cruz Bay features a private pool, garden, and balcony, perfect for a family getaway with free breakfast included.
from £481
per night
Outstanding(90 ratings)
from £481
per night
View deal
Villa Smith Bay
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with terrace & BBQ

Smith Bay, East End, U.S. Virgin Islands
This villa in Smith Bay features a kitchen, balcony, and parking, ideal for families of up to six seeking a memorable getaway.
from £410
per night
Outstanding(99 ratings)
from £410
per night
View deal
House Green Cay
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly ample holiday home with barbecue & terrace | Nature view | Close to the beach | Perfect for remote work

Green Cay, East End, U.S. Virgin Islands
This house rental in Green Cay features a kitchen, balcony, and parking, perfect for families seeking a memorable getaway.
from £328
per night
Outstanding(56 ratings)
from £328
per night
View deal
Villa La Perla
Villa ∙ 20 guests ∙ 8 bedrooms

Villa with private pool, terrace & BBQ | Next to Castillo San Cristóbal | Mountain view

La Perla, Old San Juan, Puerto Rico
This villa in La Perla features a private pool, garden, and mountain views, accommodating up to 20 guests for a perfect getaway.
from £625
per night
Very good(17 ratings)
from £625
per night
View deal
House Anna's Retreat
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped nice holiday home

Anna's Retreat, Tutu, U.S. Virgin Islands
This house rental in Anna's Retreat features a kitchen, balcony, and parking, accommodating up to 8 guests for an unforgettable stay.
from £409
per night
Outstanding(14 ratings)
from £409
per night
View deal
Villa Island Harbour
Villa ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant villa with garden, private pool & terrace | Pet-friendly

Island Harbour, Anguilla
This villa in Island Harbour features a private pool, garden, and balcony, welcoming up to six guests and their pets.
from £480
per night
Outstanding(28 ratings)
from £480
per night
View deal
Apartment Rendezvous And Ditleff
Apartment ∙ 16 guests ∙ 5 bedrooms

Flat with barbecue, private pool & garden | Nature view

Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
This apartment rental in Rendezvous And Ditleff features a private pool, hot tub, and a garden, perfect for family gatherings.
from £533
per night
Outstanding(87 ratings)
from £533
per night
View deal
Villa Les Anses-d'Arlet
Villa ∙ 5 guests ∙ 2 bedrooms

Villa with terrace, garden & private pool

Les Anses-d'Arlet, Martinique
This villa in Les Anses-d'Arlet features a private pool, garden, and kitchen, perfect for a family getaway of up to five.
from £135
per night
Outstanding(43 ratings)
from £135
per night
View deal
Villa Leeward Settlement
Villa ∙ 2 guests ∙ 1 bedroom

Villa with BBQ, terrace & garden | Close to the beach

Leeward Settlement, Providenciales, Turks and Caicos Islands
This villa in Leeward Settlement features a kitchen, garden, and parking, perfect for a relaxing getaway for two.
from £180
per night
Outstanding(19 ratings)
from £180
per night
View deal
House Rum Point
House ∙ 14 guests ∙ 6 bedrooms

Holiday home with private pool, garden & terrace | Nature view

Rum Point, North Side, Cayman Islands
from £636
per night
Outstanding(108 ratings)
from £636
per night
View deal
Condo Golden Rock
Condo ∙ 10 guests ∙ 5 bedrooms

Fully equipped nice condo with pool & terrace | Beach nearby

Golden Rock, Sion Farm, U.S. Virgin Islands
This Golden Rock condo features a pool, kitchen, and parking, accommodating up to 10 guests for a perfect getaway.
from £344
per night
Very good(19 ratings)
from £344
per night
View deal
Villa Chocolate Hole
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with BBQ, terrace & jacuzzi

Chocolate Hole, Cruz Bay, U.S. Virgin Islands
This villa in Chocolate Hole features a private pool, hot tub, and a kitchen, perfect for an unforgettable family getaway.
from £753
per night
Outstanding(79 ratings)
from £753
per night
View deal

Best holiday homes with a patio or terrace

House  West Bay
from £544 per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly wonderful house with private pool, terrace & BBQ | Close to the beach

5.0
Outstanding(90 ratings)
West Bay, Cayman Islands
Balcony/Patio
View deal
House  Christiansted
from £245 per night
House ∙ 4 guests ∙ 2 bedrooms

House with terrace & private pool | Nature view

4.0
Very good(37 ratings)
Christiansted, St. Croix, U.S. Virgin Islands
Balcony/Patio
View deal
Villa  Cruz Bay
from £691 per night
Villa ∙ 14 guests ∙ 5 bedrooms

Villa with garden

5.0
Outstanding(4 ratings)
Cruz Bay, St. John, U.S. Virgin Islands
Balcony/Patio
View deal
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Holiday homes and cottages with a garden

Apartment  El Batey
from £40 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday apartment with private pool, garden & BBQ | Garden view

El Batey, Sosúa, Dominican Republic
Garden
View deal
Condo  Maho
from £140 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped flat with private pool, garden & jacuzzi | Next to the beach

5.0
Outstanding(50 ratings)
Maho, Lowlands, Sint Maarten
Garden
View deal
Condo  George Town
from £403 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Flat with pool, terrace & garden

4.9
Outstanding(50 ratings)
George Town, Cayman Islands
Garden
View deal
See all offers

Holiday lettings and apartments with air conditioning

Villa  West Bay
from £207 per night
Villa ∙ 4 guests ∙ 1 bedroom

Family-friendly villa with barbecue & terrace | Close to the beach | Suitable for remote work

4.7
Excellent(26 ratings)
West Bay, Cayman Islands
Air conditioning
View deal
Villa  George Town
from £420 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful villa with BBQ, terrace & pool

4.8
Outstanding(74 ratings)
George Town, Exuma, The Bahamas
Air conditioning
View deal
Villa  Rincon
from £366 per night
Villa ∙ 11 guests ∙ 5 bedrooms

Villa with barbeque, terrace & private pool | Suitable for remote work

5.0
Outstanding(144 ratings)
Rincon, Pueblo, Puerto Rico
Air conditioning
View deal
See all offers

Budget-friendly Holiday Homes in the Caribbean

Find Fantastic yet Cheap Lettings

Apartment L'Autre-Bord
from £28 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Flat with jacuzzi

4.0
Very good(1 rating)
L'Autre-Bord, Le Moule, Guadeloupe
View deal
House Zonicles
from £455 per night
House ∙ 11 guests ∙ 6 bedrooms

Family-friendly nice holiday home with barbeque, private pool & terrace | Nature view

5.0
Outstanding(42 ratings)
Zonicles, Cat Island, The Bahamas
View deal
House Chocolate Hole
from £520 per night
House ∙ 9 guests ∙ 4 bedrooms

Holiday home with pool

4.8
Outstanding(25 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
View deal

Top-Rated Lettings and Properties in the Caribbean

Book Holiday Letting Offers with the Highest User Rating

Villa Hellene
from £319 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with private pool & terrace

4.9
Outstanding(147 ratings)
Hellene, Micoud, Saint Lucia
View deal
House Treasure Cay
from £707 per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly nice house with garden, terrace & BBQ | Close to the beach

5.0
Outstanding(136 ratings)
Treasure Cay, Central Abaco, The Bahamas
View deal
Villa Frydendal
from £384 per night
Villa ∙ 12 guests ∙ 3 bedrooms

Villa with BBQ, heated pool & terrace

4.7
Excellent(43 ratings)
Frydendal, East End, U.S. Virgin Islands
View deal

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Experience seamless, hands-on support for any booking questions or concerns.

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Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in the Caribbean

  • Pool (89,215)
  • WiFi (128,887)
  • Air conditioning (130,248)
  • Grill (48,012)
  • Balcony/patio (82,794)
  • Kitchen (115,660)
  • Washing machine (85,728)
  • Garden (76,606)
  • Microwave (84,014)
  • TV (120,255)
  • No smoking (124,159)
  • Parking (5,435)

You will have plenty of holiday rentals to compare and from which to choose if you are looking for an accommodation offer offering a pool in Caribbean. Holiday rentals with pools in Caribbean cost, on average, £567 per night. Most of the listed properties with pools are apartment rental. You can also rent accommodation providing a pool near the water, which is the case for one-third of the rentals there.

Price and Availability Index for Caribbean

Click on any bar to see price and availability information

Holiday Letting Price Information in the Caribbean

The graph shows average prices of holiday lettings in the Caribbean for the upcoming months. Holiday letting prices are the highest in December (26/12 – 02/01). On the other hand, in October you will find the cheapest prices (03/10 – 10/10). The average price this week is £405 a night.

Rental availability information in the Caribbean

Our availability graph helps you identify the busiest months in the Caribbean. In one week of May (01/05 – 08/05), 88% of the holiday homes are booked. It will be easy to find a holiday home that suits you in one week in June (06/06 – 13/06), when 71 of the rentals are still available.

With a Caribbean holiday cottage, you can enjoy postcard-worthy turquoise beaches, unspoilt nature and a relaxed lifestyle like no other.


From the culture and history of Jamaica to the stunning nature of St. Lucia and the pristine beaches of Guadeloupe, a stay in a holiday villa in the Caribbean is sure to make for unforgettable memories. Staying in a traditional Caribbean cottage with its own swimming pool is the ideal way to make the most of island life.

Where are the unique attractions in the Caribbean?

Shimmering Waters and Amazing Activities

Caribbean islands host stunning beaches that offer a large range of activities to enjoy, all on gorgeous turquoise waters. The conditions are perfect for a wide array of water-based fun, with warm and crystal-clear waters.

Antigua is ideal for scuba-diving, with its coral canyons and marine wildlife. So are the Bahamas with their tropical fish and incredible shipwrecks. Others will love learning kiteboarding or windsurfing in St. Martin or jet-skiing in St Barts. Barbados is a very popular destination for surfers from all over the world, offering waves on the east, north and south coasts.

Information about holiday rentals in the Caribbean

🏡 Holiday homes available 148,813 rentals
🌙 Nightly prices from £28
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly rentals 25,535 properties
🏊 Holiday rentals with pools 90,730 properties
1,393 reviews
Caribbean holiday rentals have an average rating of 4.3/5 across 1,393 reviews left by travellers.

Frequently Asked Questions

What is the average nightly rate for a holiday rental in the Caribbean?

The average starting price for a holiday cottage or rental in the Caribbean is £28 per night. Prices vary depending on the type of holiday let, season, and amenities. Use HomeToGo to compare deals and find the best value for your trip.

How many holiday homes are available to rent in the Caribbean? And what are the most popular types of holiday lets?

There are 148,813 holiday lettings in the Caribbean to choose from and book for your next trip. The most popular types of holiday lets in the Caribbean include apartment rental and villa. These are perfect for groups of around 4 people, offering comfort and flexibility. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most popular holiday rental amenity in the Caribbean?

When booking a holiday apartment in the Caribbean, consider looking for a place with Pool, Internet, or Air conditioning, which are the three most popular amenities for this destination.

Do you offer holiday homes with a swimming pool in the Caribbean?

Looking for a pool? You’ll find that one-third of holiday cottages and homes in the Caribbean have one. Whether you’re travelling with kids or just want a splash, you’re sorted with 90,730 options available. Use HomeToGo to browse offers with pools and book your dream holiday rental!

What's the perfect time to travel to Caribbean?

June and July are the warmest months in the Caribbean, while June and July have less rain.

Can you get deals on holiday rentals in the Caribbean?

You can get brilliant bargains on holiday rentals in the Caribbean with the nightly price of a letting starting at just £28 - and HomeToGo has launched plenty of features that make it quick and simple to find some outstanding deals. If you don't have set dates for your holiday, make use of HomeToGo's flexible dates technology to quickly locate great value date options and find savings of up to 10%. Moreover, HomeToGo's 'distance from' filter can help you discover top quality accommodation offers in great value, lesser-known locales with good proximity to the area of your choice, whether that's the coastline, a swimming lake, winter sports area or town centre. Start searching with time to spare to get the benefits of the greatest variety of options and top discounts - and do so with confidence by utilising HomeToGo's 'free cancellation' filter as you look for the perfect holiday home.

What are the pros of booking a holiday home in the Caribbean with HomeToGo?

From increased privacy away from the crowds to more space in which to chill out with your travel companions, holiday homes in the Caribbean offer many benefits. HomeToGo surfaces real reviews written by previous guests, and searching is secure, easy, and stress-free - so with 148,813 offers from 213 providers in the area, you're guaranteed to uncover the perfect place to stay with the amenities and features that are important to you in the Caribbean.

Do you offer holiday accommodation for couples in the Caribbean?

There are lovely holiday homes in the Caribbean designed with couples in mind. Whether you’re after seclusion or a city break, there’s something for every type of trip. Let HomeToGo help you plan your next romantic break.

Can I book a waterfront holiday rental in the Caribbean?

Yes, you’ll find 139269 holiday rentals near the water in the Caribbean, whether it’s a beach, lake or river. These spots are perfect for a morning coffee with a view or lazy days by the water. Filter your search by ‘Near water’ on HomeToGo to see your options.

Why should I book my holiday rental with HomeToGo?

HomeToGo brings together over 15 million holiday rentals from trusted providers, so you can find the best deal in one place. Our smart search makes it easy to find what suits you. Book with confidence and enjoy support every step of the way.

Can I find family-friendly holiday lettings in the Caribbean?

Yes, there are lots of family-friendly holiday homes in the Caribbean. Top options can host groups of up to 4, perfect for holidays with kids or extended family. Use HomeToGo to explore family-friendly holiday cottages with ease.

Can I cancel my holiday rental booking for free?

Free cancellation is available on lots of holiday homes, depending on the provider. Look for rentals with free cancellation to keep things stress-free.

Is it possible to rent a holiday home for a weekend getaway in the Caribbean?

Yes, many holiday lets in the Caribbean offer flexible booking options, including weekend stays. It’s perfect for a quick break without using too many holiday days. Find yours easily on HomeToGo.

Are there any last-minute holiday rental deals in the Caribbean?

Yes, HomeToGo regularly features last-minute holiday deals in the Caribbean, perfect for spontaneous getaways. With HomeToGo, you can find great value — and save up to 10%, even at short notice. Check often and book quickly to grab the best offers.

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