Villas in Caribbean and estates – Holiday Lettings - Holiday Rentals Caribbean

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • Caribbean
  • All locations
  • Anguilla (440)
  • Antigua and Barbuda (434)
  • Arrondissement of Le Marin (1)
  • Aruba (564)
  • Bahamas (809)
  • Barbados (4,217)
  • Barceloneta (2)
  • Bermuda (45)
  • Bonaire (162)
  • British Virgin Isles (570)
  • Caribbean (13)
  • Cayman Islands (220)
  • Christ Church Parish (1)
  • Curacao (350)
  • Dominica (136)
  • Dominican Republic (3,096)
  • Grenada (137)
  • Guadeloupe (794)
  • Haiti (30)
  • Jamaica (2,689)
  • La Altagracia Province (3)
  • Martinique (472)
  • Montserrat (19)
  • New Providence Island (1)
  • North America (64)
  • Puerto Rico (1,569)
  • Rincon (5)
  • Saba (5)
  • Saint Mary Parish (4)
  • Saint Peter Parish (2)
  • St. Barts (4,650)
  • St. Eustatius (5)
  • St. Kitts and Nevis (107)
  • St. Lucia (607)
  • St. Maarten - Saint Martin (3,447)
  • St. Thomas (2)
  • St. Vincent and the Grenadines (129)
  • Trinidad (1)
  • Trinidad and Tobago (232)
  • Turks and Caicos Islands (451)
  • US Virgin Isles (984)

More

Less

Also consider

Villas St. Barts
4,710 properties
Villas Barbados
4,236 properties
Villas St. Maarten - Saint Martin
3,458 properties
Villas Dominican Republic
3,122 properties
Villas Jamaica
2,683 properties
Apartments Puerto Rico
1,574 properties
US Virgin Isles
976 properties
Villas Guadeloupe
879 properties
Villas Bahamas
805 properties
Villas St. Lucia
616 properties
Villas British Virgin Isles
592 properties
Villas Aruba
571 properties
Apartments Martinique
515 properties
Villas Anguilla
471 properties
Houses Antigua and Barbuda
470 properties
Holiday rentals Turks and Caicos Islands
469 properties
Houses St. Vincent and the Grenadines
417 properties
Villas Curacao
352 properties
Villas Grenada
232 properties
Houses Trinidad and Tobago
230 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

27,469 Holiday homes

Travellers going to Caribbean are booking December dates now. Secure your holiday home today and have the perfect trip.

(9) Excellent 

1 / 23

N. 1 Fairway Villa - Holder's Hill villa sleeps 7

Saint James Parish / Holder's Hill

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
From the top of the hill a bird's eye view of the Caribbean sea. The Villa is arranged on two floors: a large open plan area on the ground floor with Kitchen, lounge and diner. 3 large air conditioned bedrooms upstairs and 2 bathrooms. swimming pool, gardens and c  …see more

from £107 / night

£750 - £900 / week

Book Book View

from £107 / night

1 / 20

590-Amancaya - Anse des Cayes villa sleeps 10

St. Barts / Anse des Cayes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Amancaya is one of our favourite villas It is one of the villas the most requested It is one of our largest properties Amancaya is a contemporary villa located on the heights of Anse des Cayes. Dominating one of the few virgin spots of the island, Amancaya overlooks the  …see more

from £4715 / night

£33000 / week

Enquire Enquire View

from £4715 / night

1 / 5

667-Casa Coco - Anse des Cayes villa sleeps 2

St. Barts / Anse des Cayes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
BEDROOMView: Anse des Cayes Equipment: air conditioning, safe, bathroom with shower Bed Size: Queen size 5.91 × 6.56KITCHENEquipment: microwave, coffee machine, espresso machine, toaster, dishwasherLIVING ROOMView: Terrace Equipment: fanNearest beach: Anse des CayesGus  …see more

from £275 / night

£1920 / week

Enquire Enquire View

from £275 / night

1 / 8

570-Dolce Vita - Anse des Cayes villa sleeps 2

St. Barts / Anse des Cayes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Villa Dolce Vita is a private villa located in the condominium Les Lataniers on Anse des Cayes hillside.This one bedroom villa is fully equipped. The living room is open onto a deck and a pool overlooking the sea.BEDROOMView: Sea / Pool Equipment: air conditioning, mosq  …see more

from £515 / night

£3600 / week

Enquire Enquire View

from £515 / night

1 / 15

US Virgin Isles / St. John

1 2 4 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £481 / night

£3362 / week

Enquire Enquire View

from £481 / night

1 / 17

Saint James Parish / Holder's Hill

4 8 4 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £1355 / night

£9485 / week

Enquire Enquire View

from £1355 / night

1 / 4

Guadeloupe

1 1 3 nights min stay

  • 1 bedroom
  • Sleeps 1
  • 3 nights min stay
Key info: Not suitable for children; Ask about pets;
 …see more

from £47 / night

£324 / week

Book Book View

from £47 / night

1 / 23

studio saint martin - Orient Bay studio sleeps 4

Saint-Martin / Orient Bay

Studio 4 6 nights min stay

  • Studio
  • Sleeps 4
  • 6 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
A 200 m de la plage de la Baie Orientale, ce studio plein de charme, au premier étage, se situe dans la résidence Mont Vernon, gardiennée 24h/24, avec piscine 3 bassins et 2 terrains de tennis, 2 parking privés , épicerie, pizzeria et blanchisserie.D'une surfa  …see more

from £60 / night

£419 / week

Book Book View

from £60 / night

1 / 23

La Maison Michelle - 7 Bedrooms - Holder's Hill house sleeps 14

Saint James Parish / Holder's Hill

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Welcome to La Maison Michelle, a brand new 7 bedroom luxury villa rental perched on Lancaster Ridge above the Platinum Coast of Barbados. The villa is uniquely designed offering distinctive features making it one of the most sought after villas on the island. The vill  …see more

from £2825 / night

£19771 - £32062 / week

Enquire Enquire View

from £2825 / night

1 / 16

Petit Lagon (APL) - Grand Fond house sleeps 2

St. Barts / Grand Fond

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Villa Petit Lagon (APL) enjoys breathtaking views of the bay of Petit Cul de Sac from its perfect vantage point in the gated community of Domaine du Levant. A colorful and stylish decor lends Villa APL a cheerful atmosphere, and the private beach only a two-minute strol  …see more

from £633 / night

£4428 / week

Enquire Enquire View

from £633 / night

1 / 24

Casa del Mar (CMA) - Grand Fond house sleeps 6

St. Barts / Grand Fond

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Villa Casa del Mar (CMA) is comprised of two connected villas in the Petit Cul de Sac area within the Domaine du Levant community on the east side of St Barth. The villas are situated on two adjacent plots of land totaling approximately 3 hectares/7.5 acres which spans  …see more

from £4090 / night

£28626 / week

Enquire Enquire View

from £4090 / night

1 / 23

Princess X (PRX) - Grand Fond house sleeps 2

St. Barts / Grand Fond

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Located a few steps from the secluded beach and calm waters of Petit Cul-de-Sac, Princess X boasts an unabashedly modern and unique design, one that sets it apart from the majority of other St. Barth villas. This home takes its name from a work by Constantin Brancusi, a  …see more

from £491 / night

£3436 / week

Enquire Enquire View

from £491 / night

1 / 24

Lagon Vert (LAV) - Grand Fond house sleeps 3

St. Barts / Grand Fond

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Situated in the private and gated community of Domaine du Levant in Petit Cul de Sac, Villa Lagon Vert (LAV) is a brand new construction with sophisticated design and an exceptional view. Furnished in a clean, contemporary style, this 3-bedroom home provides its guests  …see more

from £981 / night

£6871 / week

Enquire Enquire View

from £981 / night

1 / 5

Saint-Martin / Orient Bay

Studio 2 7 nights min stay

  • Studio
  • Sleeps 2
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £58 / night

£401 / week

Book Book View

from £58 / night

1 / 9

Guadeloupe

1 4 5 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
 …see more

from £56 / night

£334 / week

Book Book View

from £56 / night

(1) Excellent 

1 / 7

Guadeloupe

1 3 3 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £60 / night

£342 / week

Book Book View

from £60 / night

1 / 6

Guadeloupe

1 3 3 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Child friendly ; Ask about pets;
 …see more

from £43 / night

£288 / week

Book Book View

from £43 / night

1 / 20

Dominican Republic / Santo Domingo Province

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £207 / night

£917 / week

Book Book View

from £207 / night

1 / 7

Saint-Martin / Orient Bay

Studio 2 3 nights min stay

  • Studio
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £48 / night

£336 / week

Book Book View

from £48 / night

1 / 12

Puerto Rico / Luquillo

1 3 4 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
 …see more

from £100 / night

£695 / week

Book Book View

from £100 / night

1 / 12

St. Barts / Anse des Cayes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car essential;
 …see more

from £159 / night

£1104 - £2681 / week

Book Book View

from £159 / night

1 / 10

Saint-Martin / Orient Bay

1 3 7 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
 …see more

from £67 / night

£467 - £856 / week

Book Book View

from £67 / night

1 / 20

Villa by Sandy Lane golf, Holders polo and beach - Holder's Hill villa sleeps 7

Saint James Parish / Holder's Hill

4 7 3 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
4 Bedroom Platinum coast villa with pool in private garden: The Caribbean Island of Barbados ranks as one of the worlds top destinations, in terms of returning tourists, due to the islands beauty, hospitable nature of its people and strong infrastructure. "Nimbus  …see more

from £270 / night

£1890 / week

Book Book View

from £270 / night

(8) Excellent 

1 / 22

US Virgin Isles / St. John

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £513 / night

£3588 - £5802 / week

Enquire Enquire View

from £513 / night

1 / 30

St. Maarten - Saint Martin / Sint Maarten

3 6 5 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £274 / night

£1909 - £3054 / week

Enquire Enquire View

from £274 / night

(1) Excellent 

1 / 18

US Virgin Isles / St. John

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £252 / night

£1764 - £4430 / week

Enquire Enquire View

from £252 / night

1 / 13

St. Maarten - Saint Martin / Sint Maarten

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

Pricing unknown

Enquire Enquire View

Pricing unknown

(9) Excellent 

1 / 19

St. Maarten - Saint Martin / Sint Maarten

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

Pricing unknown

Enquire Enquire View

Pricing unknown

1 / 20

St. Maarten - Saint Martin / Sint Maarten

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £641 / night

£4477 - £11397 / week

Enquire Enquire View

from £641 / night

(7) Excellent 

1 / 21

US Virgin Isles / St. John

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Car essential;
 …see more

from £142 / night

£989 - £1497 / week

Book Book View

from £142 / night

Top Destination reviews

South Ocean Villas Apartment
Lovely Ocean View Apartment

We had a wonderful vacation in Barbados and stay at Ocean View Villas. The apartment has a spectacular view of the ocean and is located right on the boardwalk in Hastings. The apartment was clean and and neat and had a brand new refrigerator. The … see more
Ocho Rios Retreat
lovely clean spacious apartment

Had a lovely time staying here and Jacquie the owner so friendly and accommodating as was her housekeeper Annette. Central to everything, shops and nightlife. Good place to rent as a base. Well equipped and comfy. Will definately stay again … see more
Antigua Harbour Lights
Fantastic week in the sun

I travelled to Harbour Lights in October as a small group of 4. The communication with Ben prior to booking was so easy and he came back to any questions I had really quickly - it really made the whole process super smooth and simple. We were met … see more
Grenada Holiday Apartments
Great Place to stay

Really nice apartment. Felicia, the owner, is great, respectful and helpful. Fantastic explanation of house facilities/ Grenada touristic places on a welcome booklet. Big bathroom. AC in all rooms and living room. Free parking spot right at the entra … see more
Marigot Bay Marina Village Split-Level Apt
Amazing time at your condo

My wife, my son and I had an amazing time at this condo. The apartments is fantastically positioned for everything we wanted to do. We dived, snorkelled, sailed and swam in the beautiful caribbean sea. Thank you so much. Greg. … see more
Villa Royal Palms 4 Queens Fort, St James Holetown
PERFECT HONEYMOON!

"Absolutely fantastic:From the moment we arrived in Barbados where we were fast-tracked through arrivals by our 'Meet and Greet' chauffeur Ben. The journey by limousine to our destination through the countryside where we could see brightly coloured … see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page