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

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28,700 Holiday homes

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

(6) Excellent 

18

Caribbean holiday studio let

Saint-Martin / Baie Nettle

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
Accommodation on the beach, st martin condo rental, st martin vacation, surf st martin, wake boarding st martin, sxm nightlife, fine dining st martin  …see more

from £71 / night

£441 - £636 / week

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from £71 / night

(24) Excellent 

24

Holiday villa with swimming pool in Antigua and Barbuda

Willikies / The Peninsula

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Delightful villa with a tranquil view” Turtle View was an amazing place to stay. We loved the house, well equipped, clean and comfortable. It was homely with out being cluttered and also had a well brilliant kitchen. We could have sat on the deck all  …see more

from £171 / night

£1200 - £2400 / week

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from £171 / night

6

Holiday apartment in Caribbean

All Saints / Buckleys Heights

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
The Buckleys Country Club has its own distinctive flavour that will exceed your expectations and transform your moments on the island into everlasting memories. Land, water, wind and sun in perfect harmony as nature intended will greet you daily. Indulge yourself and d  …see more

from £55 / night

£350 - £490 / week

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from £55 / night

(23) Excellent 

24

Holiday villa in Caribbean

Speightstown / Heywoods

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“The perfect holiday home in the perfect location” We stayed at this house in early June last year at the suggestion of a friend of a friend of the owner. What a wonderful find it was. Our party was two couples who have, in all honesty, worked through  …see more

from £100 / night

£645 - £968 / week

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from £100 / night

(6) Very Good 

21

Holiday villa with swimming pool in Caribbean

Saint James Parish / Weston

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.001 km
  • Swimming pool
“Wonderful Property” Our stay was a pleasure from start to finish. We were greeted at the airport by the recommended taxi driver and again at the villa by Julianna and Lianna. Julianna ran us through all of the basics of the property on arrival and ev  …see more

from £400 / night

£2500 - £5000 / week

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from £400 / night

(5) Excellent 

14

Holiday villa with swimming pool, golf nearby in Caribbean

Saint James Parish / Sunset Crest

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Barbados Villa with Private Pool and Beach Club Access. Walking Distance to the Beach and Duty Free Shopping. Sleeps 6 (3 Bedrooms).  …see more

from £276 / night

£1654 - £2126 / week

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from £276 / night

(10) Excellent 

18

Holiday villa with swimming pool in Caribbean

Tobago / Mount Irvine

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Mot Mot Lodge has an open plan living, dining and kitchen area, with double hight ceilings and full width sliding doors, opening out on to a large upper patio,with outdoor dining facilities. This dining area links the interior and the garden seamlessly.  …see more

from £230 / night

£1610 / week

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from £230 / night

(15) Excellent 

16

Holiday apartment with swimming pool in Caribbean

Mullins / Beacon Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Condo is kept at a very high specification and standard” Had a very relaxing 9 days in a lovely garden apartment with pool. John & Sheila who own it helped a great deal before we went. Kerry the local manager was also very professional & helpful, as  …see more

from £150 / night

£1050 - £2295 / week

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from £150 / night

(2) Excellent 

12

Bermuda holiday apartment rental

Southampton Parish / South Shore

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Southampton has the distinct advantage of being close to ferry stops, and the charming village of Somerset where shops and cafes makes lingering for a while a very pleasant diversion. The remarkable renovated installation at the Naval Dockyard property (a British Navy  …see more

from £235 / night

£1639 / week

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from £235 / night

(2) Excellent 

14

Bungalow rental in Caribbean

Arrondissement of Le Marin / Ducos

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning
Situé dans une commune du sud, zone centrale de la Martinique, les principales plages de l'île sont situées entre 12 et 25 Km.Lieu très calme et retiré de la route.Commerces(hyper marché, boutiques commerçants, banques...) à moins de 10 minutes en voitures.La"  …see more

from £51 / night

£306 / week

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from £51 / night

(17) Excellent 

35

Holiday apartment with swimming pool in Caribbean

Saint Peter Parish / Mullins

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Excellent apartment, lovely location.” Really lovely apartment equipped with all you need for a relaxing holiday. Location excellent for beach and restaurants. Property manager Angela and cleaner Brenda were both so helpful. We had such a good holiday  …see more

from £165 / night

£1150 - £2475 / week

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from £165 / night

(1) Excellent 

15

Holiday apartment in Caribbean

Saint James Parish / Weston

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Lantana 24 is a stunning first floor 3 bedroom, 2 bathroom apartment. Located in the quieter block it enjoys fabulous sea views of the West Coast and is ideal for families or couples. This modern apartment is stylishly furnished and equipped for a very comfortable stay.  …see more

from £100 / night

£700 - £1030 / week

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from £100 / night

(1) Excellent 

10

Arrondissement of Saint-Pierre / Le Precheur

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £39 / night

£238 - £309 / week

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from £39 / night

(9) Excellent 

19

Holiday cottage in Caribbean

Trinidad / Maracas Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Private garden
Come experience cloud mist and rainforests, wildlife including rare toucans and ocelots, hikes to secluded beaches and pristine waterfalls, hidden caves and a barefoot, eco-friendly experience at La Vapeur Estate. Enjoy local organic fruits, wine and home cooking.Runner  …see more

from £78 / night

£546 / week

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from £78 / night

(10) Excellent 

18

Holiday villa with swimming pool in Caribbean

Bottom Bay / Apple Hall

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Will Definitely Be Returning” This was my first time visiting Barbados and staying at Cou Cou~ I will definitely be returning!!!!. Cou Cou is a well maintained and tastefully decorated villa with even the smallest of amenities thought of which assist  …see more

from £100 / night

£660 / week

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from £100 / night

20

Grande-Terre Island / Saint Francois

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £84 / night

£306 - £394 / week

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from £84 / night

(9) Excellent 

23

Holiday villa accommodation

Saint James Parish / Holder's Hill

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Beautiful Villa with that personal touch from the cleaner” Prior to arrival the owner was very helpful with car hiring and attention to detail as we needed a divider in one of the rooms as we had brother and sister teenagers of different sexes sharing  …see more

from £107 / night

£750 - £900 / week

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from £107 / night

(28) Excellent 

20

Barbados holiday villa rental

Bottom Bay / Apple Hall

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A great place to stay in this Caribbean paradise” A lovingly maintained and managed villa that we enjoyed throughout our 2 week stay. The owners have clearly taken great care to create a comfortable, elegant home for their guests. Although we ar  …see more

from £90 / night

£595 - £1015 / week

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from £90 / night

(4) Excellent 

20

Barbados holiday apartment rental

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
Boutique complex of 10 apartments, all with air conditioning, communal pool and dedicated parking. beach & bars 4 minutes walk  …see more

from £74 / night

£515 - £775 / week

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from £74 / night

(44) Excellent 

23

Villa rental in St. Lucia with swimming pool, golf nearby

Castries / La Toc

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“It was a magical experience and we were reluctant to return home” We had a wonderful five night stay at this impressive newly built villa in a stunning location overlooking the Caribbean Sea, with the sandy beach of La Toc a short stroll away. The  …see more

from £237 / night

£1654 - £3886 / week

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from £237 / night

(15) Very Good 

17

Iles des Saintes / Terre-de-Haut

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £109 / night

£653 - £920 / week

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from £109 / night

(1) Excellent 

22

Arrondissement of Fort-de-France / Le Lamentin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £187 / night

£594 / week

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from £187 / night

(16) Excellent 

17

Holiday townhouse with swimming pool in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Excellent Facilities & Location” No 7. Hillside is an extremely high-end villa. The finish throughout the house is of a very high standard. With the accommodation running over 3 floors meant that we never felt like we were on top of each other, there  …see more

from £280 / night

£1960 - £3990 / week

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from £280 / night

(18) Excellent 

20

Caribbean holiday villa rental

Castara / Englishman's Bay

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Very peaceful and spacious home in a great location.” Everything was well prepared when we arrived. Jango (the master gardener and our greeter when we arrived) was very patient and waited for 4 hours as our flight was delayed. The house was well equi  …see more

from £114 / night

£800 - £1450 / week

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from £114 / night

(15) Excellent 

21

Holiday lodge in Caribbean

Great Exuma / George Town

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Seabreeze Lodge is ideal for 2 families or groups of fishermen. Its located on Bonefish Flats in Great Exuma. We offer 5-star, luxury private accommodation.Bonefish fishing, kayaking, deep water fishing, turtle watching, sailing, golf, lazing by our heated pool  …see more

from £331 / night

£2315 / week

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from £331 / night

(14) Excellent 

23

Holiday townhouse with shared pool in Caribbean

Saint James Parish / Fitts

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
“easy, relaxing, wonderful” Organisation - Roz handled the booking really nicely and was helpful in arranging the extra kid-related equipment we needed. We were met on our arrival at the villa, and everything was explained to us - couldn't have been sm  …see more

from £70 / night

£590 / week

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from £70 / night

(4) Excellent 

10

Holiday villa in Caribbean

Eleuthera / South Palmetto Point

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“The best good value for price in Eleuthera for this little piece of heaven” Before arriving to Eleuthera, we did not know Thompson’s Seaside Villas. We booked in October 2014 a bungalow on the Atlantic side of Eleuthera. When we arrived on December  …see more

from £99 / night

£630 / week

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from £99 / night

(7) Very Good 

18

Studio rental in Caribbean with shared pool

Marigot / Nettle Bay Beach Club

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
Completely renovated and refurbished, works finished in March 2015, great sized terrace with 2 lounge chairs and small dining table for 2, trendy new kitchen, zen style shower bathroom, upscale furniture, great value for the price. Close to beaches as 'Baie Rouge&#  …see more

from £71 / night

£492 - £678 / week

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from £71 / night

(14) Excellent 

15

Holiday villa with swimming pool in Barbados

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Swimming pool
“Perfect haven for a fabulous holiday” My Wife and I and our dear friends stayed at Beija Flor for our first Bajan holiday. The house is wonderfully relaxing, in a near perfect location, is fully equipped to satisfy your every need and the pool is a jo  …see more

from £199 / night

£1390 - £2604 / week

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from £199 / night

(10) Excellent 

24

Grande-Terre Island / Sainte-Anne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £170 / night

£721 - £1272 / week

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from £170 / night

(6) Excellent 

24

Caribbean holiday villa rental

Saint Paul Parish / Mamora Bay

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
The villa is privately owned, recently renovated and very well maintained. It has terracotta tiled floors and large patio doors to all living rooms, and the cooling Caribbean trade winds blow throughout, so although there is air conditioning to all rooms, there is rarel  …see more

from £142 / night

£1000 - £1500 / week

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from £142 / night

(1) Excellent 

9

Holiday home in Caribbean

Saint Joseph Parish / Bathsheba

2 3 4 nights min

  • 2 bedrooms
  • Sleeps 3
  • 4 nights min
Beautiful sea views combined with a terrestrial landscape. The monkeys, mongooses and birds that live close to you..and in some cases in the house itself. The village environment, without actually being in a village. The cool breezes. The proximity to Bathsheba.  …see more

from £75 / night

£512 - £530 / week

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from £75 / night

(6) Very Good 

23

Samana Province / Las Terrenas

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

 …see more

from £26 / night

£170 - £314 / week

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from £26 / night

(11) Excellent 

14

Apartment rental in Antigua and Barbuda with shared pool, golf nearby

Antigua / Friars Hill

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
“Great place to stay” Nice and easy transfer by taxi to the accommodation complex. Friendly reception staff on arrival. Very attractive and clean appartment, with a lovely balcony with sun loungers, table and chairs. Just a few hundred yards from a lo  …see more

from £79 / night

£550 - £875 / week

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from £79 / night

(3) Very Good 

22

Holiday villa rental

Saint James Parish / Holetown

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
LARGE VILLA CAN BE BOOKED AS 4 BEDROOMS OR SEPARATELY WITH 2 BEDROOMS. DISCOUNT BETWEEN MAY AND OCTOBER IF USING ONLY ONE BEDROOM (2 PERSONS).PLEASE EMAIL FOR QUOTE. The villa is situated in Jamestown Park, Holetown, in the heart of Barbados' west coast. The villa is on  …see more

from £129 / night

£900 - £1545 / week

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from £129 / night

(3) Excellent 

11

Arrondissement of Le Marin / Le Marin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Air conditioning

 …see more

from £158 / night

£1102 / week

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from £158 / night

13

Grenada holiday apartment rental

Saint George Parish / Westerhall

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Baywatch Apartment is a spacious self-contained, air-conditioned unit attached to our home in quiet and peaceful residential area overlooking Westerhall Bay, with panoramic views over the Caribbean Sea. It is only 200 metres from the main road that runs between Grand An  …see more

from £60 / night

£414 / week

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from £60 / night

(11) Excellent 

17

Holiday home with swimming pool in Caribbean

Willikies / The Peninsula

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“I cannot say enough good about this property” I am an experienced visitor of Antigua, coming three to five times a year on business for the past ten years or so. For the second time, I took my family along, and we decided to stay for three weeks in t  …see more

from £270 / night

£1800 - £1995 / week

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from £270 / night

(5) Excellent 

15

Holiday villa in Caribbean

Saint Peter Parish / Gibbes

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Villa Chelbarina is a newly renovated home. It is clean, bright, spacious and enjoys a luxurious breeze most of the year. The home is across the road from the two of the best beaches on the island. The villa is set back from the main road and is quite large and perfect  …see more

from £150 / night

£975 - £1538 / week

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from £150 / night

6

Sint Maarten / Oyster Pond

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

from £96 / night

£671 - £831 / week

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from £96 / night

Top Destination reviews

CoCoKreyol - Nevis
Excellent

The location is nice with great views. One needs a car though. There is a steep uphill drive to the street where the house is positioned. The apartment itself is clean and beautifully decorated. … see more
The wonderful waves of the sea F2 (3) 1-4 pers
great location, great value, very nice hosts

except for the AC and for the roosters, which I guess are universal problems on this island, everything was OK. the apartments are very spacious, very well located (proximity to a lot of beautiful beaches, a great botanical garden, the national park … see more
CoCoKreyol - Saint Kitts
Just perfect

Flat in the basement of owners house, but no Problem. He was really helpful and flexible. He drove me to the next car rental. Welcome Drinks, Food for the first breakfast and towels for the beach included! Well equipped flat with a huge terrace, nic … see more
Bluebayou
Fantastic

This is a beautifully maintained apartment in a brilliant location. The beach at Mullins is accessed by walking through the lovely gardens belonging to the complex which also contains a secluded and private pool. The property provides easy access to … see more
Sea Eagle, Beach Cottage, St.James
Great peaceful location that recharged our batteries.

I would rent again. As advertised, good local standard. Good value. Peaceful location. Good snorkeling. Near services and restaurants. Owner is very caring and attentive. … see more
Two Bays Villa at Cabier
DREAM HOLIDAY

There are so many things to tell you about our holiday in Grenada in December 2016 - first of all 'fabulous' is a word that I can use time and time again in my review. We arrived by taxi on our first day (car hire came the next day) and because th … see more