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21,201 Holiday homes

Home rental in Caribbean with swimming pool
Saint Peter Parish / Maynards
5 10 min stay varies
- 5 bedrooms
- sleeps 10
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 1 km
- Swimming pool
Map
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from £125 / night

Caribbean holiday villa rental
Westmoreland Parish / Negril
4 8 3 nights min
- 4 bedrooms
- sleeps 8
- 3 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child friendly
Add to shortlist
from £550 / night

Holiday villa with swimming pool in Caribbean
Basse-Terre Island / Deshaies
1 2 6 nights min
- 1 bedroom
- sleeps 2
- 6 nights min
- Nearest beach 0.3 km
- Swimming pool
- Air conditioning
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from £61 / night

Caribbean holiday villa rental
Antigua / Dickenson Bay
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 2 km
- Swimming pool
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from £315 / night

Holiday apartment with shared pool in Saint Ann Parish
Saint Ann Parish / Ocho Rios
2 4 1 night min
- 2 bedrooms
- sleeps 4
- 1 night min
- Beach / lakeside relaxation
- Swimming pool
- Child friendly
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from £98 / night

Caribbean holiday villa rental
Sosua / El Batey
3 6 1 night min
- 3 bedrooms
- sleeps 6
- 1 night min
- Beach / lakeside relaxation
- Swimming pool
- Child friendly
Add to shortlist
from £89 / night

Bahamas holiday home rental
Great Abaco Island / Marsh Harbour
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Beach / lakeside relaxation
- Nearest beach 0.05 km
- Child friendly
Add to shortlist
from £178 / night

Holiday villa with shared pool, golf nearby in Caribbean
St. Vincent / Calliaqua
4 14 1 night min
- 4 bedrooms
- sleeps 14
- 1 night min
- Nearest beach 3 km
- Swimming pool
- Child friendly
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from £27 / night

Holiday home in Guadeloupe
Grande-Terre Island / Les Abymes
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Nearest beach 6 km
- Child friendly
- Air conditioning
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from £66 / night

Holiday home with shared pool in Guadeloupe
Basse-Terre Island / Sainte Rose
2 6 5 nights min
- 2 bedrooms
- sleeps 6
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
Add to shortlist
from £71 / night

Caribbean holiday apartment rental
Christ Church Parish / Inch Marlow
2 4 3 nights min
- 2 bedrooms
- sleeps 4
- 3 nights min
- Beach / lakeside relaxation
- Nearest beach 0.5 km
- Swimming pool
Map
Add to shortlist
from £67 / night

Villa rental in Caribbean with swimming pool
Turks and Caicos Islands / Providenciales
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Nearest beach 0.5 km
- Swimming pool
- Child friendly
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from £1,197 / night

Holiday bungalow in Martinique
Martinique / Saint-Esprit
1 3 7 nights min
- 1 bedroom
- sleeps 3
- 7 nights min
- Child friendly
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from £56 / night

Holiday b&b with swimming pool in Caribbean
Maria Trinidad Sanchez Province / Rio San Juan
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Swimming pool
- Child friendly
- Private garden
Add to shortlist
from £41 / night

Holiday villa with shared pool in Caribbean
Saint Ann Parish / Priory
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Nearest beach 5 km
- Swimming pool
- Child friendly
Add to shortlist
from £144 / night

Holiday villa in Caribbean
Speightstown / Heywoods
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0.5 km
- Child friendly
Map
Add to shortlist
from £115 / night

Holiday apartment with shared pool in Barbados
Saint Peter Parish / Gibbes
3 6 4 nights min
- 3 bedrooms
- sleeps 6
- 4 nights min
- Swimming pool
- Child friendly
- Air conditioning
Map
Add to shortlist
from £172 / night

Holiday villa in Guadeloupe
Grande-Terre Island / Sainte-Anne
3 5 7 nights min
- 3 bedrooms
- sleeps 5
- 7 nights min
- Child friendly
- Air conditioning
Add to shortlist
from £65 / night

Guadeloupe holiday villa rental
Basse-Terre Island / Capesterre-Belle-Eau
2 5 2 nights min
- 2 bedrooms
- sleeps 5
- 2 nights min
- Nearest beach 1 km
- Swimming pool
- Child friendly
Add to shortlist
from £91 / night

Holiday apartment rental
Maria Trinidad Sanchez Province / Cabrera
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Child friendly
Add to shortlist
from £64 / night

Holiday hotel apartment with shared pool in St. Lucia
Castries Quarter / Marigot Bay
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0.1 km
- Swimming pool
Add to shortlist
from £215 / night

Caribbean holiday b&b rental
Basse-Terre Island / Saint-Claude
1 6 7 nights min
- 1 bedroom
- sleeps 6
- 7 nights min
- Nearest beach 15 km
- Private garden
Add to shortlist
from £71 / night

Holiday apartment in Caribbean
Arrondissement of Le Marin / Le Diamant
1 5 7 nights min
- 1 bedroom
- sleeps 5
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child friendly
Add to shortlist
from £65 / night

Holiday condo rental
Curacao / Willemstad
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Nearest beach 0 km
- Swimming pool
- Child friendly
Add to shortlist
from £197 / night

Home accommodation in Caribbean
Basse-Terre Island / Vieux-Fort
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Nearest beach 8 km
- Child friendly
- Air conditioning
Add to shortlist
from £121 / night

Holiday villa with swimming pool in Caribbean
Saint Philip Parish / Freetown
5 11 1 night min
- 5 bedrooms
- sleeps 11
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
Add to shortlist
from £802 / night

Holiday villa with shared pool, golf nearby in Caribbean
Saint Mary Parish / Jolly Harbour
2 4 5 nights min
- 2 bedrooms
- sleeps 4
- 5 nights min
- Beach / lakeside relaxation
- Nearest beach 0.1 km
- Swimming pool
Add to shortlist
from £198 / night

Holiday apartment with swimming pool in Caribbean
Saint Peter Parish / Mullins
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0.1 km
- Swimming pool
Map
Add to shortlist
from £200 / night

Holiday home in Caribbean
Bottom Bay / Apple Hall
2 4 5 nights min
- 2 bedrooms
- sleeps 4
- 5 nights min
- Beach / lakeside relaxation
- Nearest beach 0.2 km
- Swimming pool
Map
Add to shortlist
from £81 / night

Holiday apartment in Caribbean
Holetown / Lascelles
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0.8 km
- Swimming pool
Map
Add to shortlist
from £120 / night

Holiday villa with swimming pool in Caribbean
Basse-Terre Island / Bouillante
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 1 km
- Swimming pool
Add to shortlist
from £151 / night

Caribbean holiday villa rental
Basse-Terre Island / Baie-Mahault
3 6 1 night min
- 3 bedrooms
- sleeps 6
- 1 night min
- Nearest beach 10 km
- Swimming pool
- Child friendly
Add to shortlist
from £121 / night

Holiday studio in Caribbean
Arrondissement of Le Marin / Sainte-Anne
Studio 3 5 nights min
- Studio
- sleeps 3
- 5 nights min
- Nearest beach 0.18 km
- Child friendly
- Air conditioning
Add to shortlist
from £31 / night

Holiday home in Bahamas
Eleuthera / Spanish Wells
1 4 4 nights min
- 1 bedroom
- sleeps 4
- 4 nights min
- Nearest beach 0.01 km
- Child friendly
- Car not necessary
Add to shortlist
from £102 / night

Ski apartment to rent in Caribbean
Arrondissement of Le Marin / Le Diamant
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Ski
Add to shortlist
from £86 / night

Holiday villa with swimming pool in Caribbean
Tobago / Mount Irvine
4 12 2 nights min
- 4 bedrooms
- sleeps 12
- 2 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child friendly
Add to shortlist
from £264 / night
Certificate of Excellence

Holiday villa with shared pool, golf nearby in Caribbean
Jolly Harbour / Jolly Harbour Villas
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0.5 km
- Swimming pool
Certificate of Excellence
Add to shortlist
from £126 / night

Guadeloupe holiday home rental
Saint-Claude / Matouba
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Child friendly
Add to shortlist
from £151 / night

Villa rental in Caribbean
Maria Trinidad Sanchez Province / Rio San Juan
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
- Child friendly
- Pet friendly
- Private garden
Add to shortlist
from £81 / night

Holiday home in Caribbean
Arrondissement of La Trinite / Le Robert
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Swimming pool
- Child friendly
- Air conditioning
Add to shortlist
from £129 / night
Why Caribbean?
Turquoise ocean, sun-bleached sand, peach-gold sunsets and the most easy-going people on the planet… the Caribbean is every inch the perfect tropical paradise. Saint Lucia, Antigua, Dominica, Barbuda, Hispaniola and over 700 more islands are waiting to steal your heart.
Beachside Bliss
Awarding the title of ‘best beach in the Caribbean’ is like deciding which diamond in the Crown Jewels sparkles the most. It’s a nigh-on impossible, yet dazzling experience. Grand Cayman’s seven-mile paradise is a good place to start, with water as clear as glass, and the luxurious capital of George Town a stone’s throw away. Other Caribbean beach havens include Jamaica’s Montego Bay and virtually anywhere on Saint Martin island.
Secret Treasures
But the Caribbean isn’t all beaches and blue topaz seas. If you can drag yourself away from the sand on Puerto Rico, you’ll discover the tropical rainforest of El Yunque National Forest. Explorers who venture inland on most islands will be rewarded with secluded waterfalls, like Dunn’s River Falls in Ocho Rios, Jamaica.
Sub-Marine Spectacular
Snorkelling in the azure seas of the Caribbean is incredible, not least because of the vivid colours on display. Shoals of shimmering fish dart between coral reefs beneath the waves and when you come up for air, forests and palm trees cover the coasts. It’s like someone has turned up the colour saturation on your television. Head to Antigua’s Stingray City, a marine life petting zoo, for a hands-on experience you’ll never forget.
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What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travellers.