Horse riding holiday villas and apartments Caribbean | Holiday Lettings

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Caribbean

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

(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

(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

(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 £236 / night

£1652 / week

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from £236 / night

Featured properties

(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

(20) Excellent 

20

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
“Lovely Villa, great location” Our party of family and friends had a lovely time at Palm Villa. The facilities are excellent, it was plenty big enough for all ten of us and Beverley was helpful and went out of her way to make our stay comfortable. We  …see more

from £125 / night

£875 - £2555 / week

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from £125 / 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

(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 £80 / night

£555 / week

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from £80 / 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 £76 / night

£520 - £538 / week

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from £76 / 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 £52 / night

£308 / week

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from £52 / night

(24) Very Good 

19

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
“Ideal location!” A friend of mine goes to Jamaica every year and since I hadn’t visited for quite some time, so I decided why not. From the initial communication with Jacqueline I was put at ease. Communication was always prompt and pleasant and  …see more

from £80 / night

£560 - £630 / week

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from £80 / night

(23) Excellent 

24

Villa rental in Caribbean with swimming pool, golf nearby

Jolly Harbour / Jolly Harbour Villas

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Very relaxing place to stay” Property provides a great base for a relaxing stay and has everything you need for a great holiday. Bart the property manager welcomed us in and waved us good bye and I'm sure would have been available if needed during th  …see more

from £150 / night

£900 - £1350 / week

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from £150 / night

(13) Excellent 

36

Holiday villa with swimming pool, golf nearby in Antigua and Barbuda

Antigua / Saint Mary's

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Cactus is a brand new property and first guests are due in January - 'real' photos will be available in Dec.  …see more

from £250 / night

£1540 - £3150 / week

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from £250 / night

(15) Excellent 

20

Caribbean holiday villa rental

St. Kitts / Frigate Bay

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Incredible house, views, gardens, rooms” The house itself was lovely- bright and airy, lovely furnishings and art work, kitchen well appointed, breathtaking views, all of the bedrooms lovely and en-suite bathrooms very nice. The island was mellow- no  …see more

from £343 / night

£2400 - £3036 / week

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from £343 / 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

(9) Excellent 

21

Antigua and Barbuda holiday villa rental

Saint Phillip Parish / Long Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“A fantastic holiday destination, where nothing more can be asked for” Brightside is an amazing place to stay on holiday - clean, spacious, wonderful views and perfect for a relaxing time away. I stayed out there with some friends and we had an excelle  …see more

from £457 / night

£3200 - £5040 / week

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from £457 / night

(9) Excellent 

28

Holiday villa rental

Cap Estate / Villas on the Green

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Absoloutly the Best Choice” Firstly I would like to Thank You to Alison and Family, for extending their beautiful Villa to my Family and I. Arrived in St Lucia for The St Lucia Jazz Festival, to say that my Family and I were blown away by the Villa i  …see more

from £136 / night

£952 - £1412 / week

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from £136 / 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

(3) Very Good 

14

Holiday villa rental

Isla de Vieques / Isabel Segunda

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
The Villa at Casa Ladera is a beautiful rental house in Vieques, Puerto Rico, with a huge pool, steps to a lovely beach, four sunny, spacious bedrooms, two full bathrooms and a large outdoor shower.  …see more

from £256 / night

£1680 - £2480 / week

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from £256 / night

17

Holiday home in Caribbean

St. Kitts and Nevis / Nevis

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Description from the ownerClifton Gardens offer beautiful cottages that are a great alternative to staying in a hotel. The cottages are located close to the large selection of outdoor and indoor amenities, such as an equestrian center, RV facility, restaurants a  …see more

from £100 / night

£640 - £920 / week

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from £100 / night

(6) Excellent 

16

Grande-Terre Island / Le Gosier

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£389 - £462 / week

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from £52 / 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 

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

(5) Excellent 

24

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
Imagine yourself in the early evening, sundowner in hand as you relax and watch the fireball sun kissing the horizon between the islands of Redonda and Nevis. The sky is cloudless. Is this a night for the fabled green flash? Silk Cotton Villa enjoys a fabulous location  …see more

from £229 / night

£1600 - £3800 / week

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from £229 / night

(8) Excellent 

19

Holiday apartment with shared pool in Barbados

Saint Peter Parish / Gibbes

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Perfect holiday, perfect place - relaxation, sun and calm” We spent 2 weeks at Ashanti, staying in one of the larger 3 bed appartments. Our lift from the airport had been arranged with Collis, the fantastically helpful site manager, so the transfer wa  …see more

from £115 / night

£800 - £960 / week

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from £115 / night

(20) Very Good 

28

Holiday villa with swimming pool, golf nearby in Caribbean

Tobago / Prospect, Tobago

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“A fabulous relaxing holiday in a spectacular part of the world.” Villa in fabulous elevated private location, with fantastic views out over the Atlantic Coast line during the day time, and constantly changing night time views of the low lands. The vi  …see more

from £195 / night

£1400 / week

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from £195 / night

16

Gros Islet / Beausejour

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

 …see more

from £125 / night

£874 / week

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from £125 / night

(5) 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

£171 - £317 / week

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from £26 / night

(21) Very Good 

22

Holiday home in Caribbean

Christ Church Parish / Oistins

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Paradise” We had the most amazing holiday in Barbados - largely due to the fantastic accommodation 5 minutes from secluded beaches and moments away from the atmosphere of the main strip in Barbados. The owners of the accommodation provided all the nec  …see more

from £97 / night

£675 / week

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from £97 / night

(10) Excellent 

16

Holiday townhouse with swimming pool in Caribbean

Enterprise / Cottonbay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
“Repeat guest - many times over” This holiday villa has been our yearly destination for 6 years in a row. After our first encounter we knew we've found the right destination for our young family. What drew us to the property was the safety for our to  …see more

from £108 / night

£750 - £850 / week

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from £108 / night

(15) 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

(12) Excellent 

26

Holiday villa rental

Gros Islet / La Brolette

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool
Mango Tree Villa is in an ideal position for families and is adjoining the Windjammer Landing Resort where you can relax, children can be booked into the children club (at the expense of the client). There are restaurants and bars. Water sports also at Windjammer avai  …see more

from £343 / night

£2400 - £2800 / week

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from £343 / night

13

Basse-Terre Island / Deshaies

2 6 Min stay varies

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

 …see more

from £60 / night

£385 - £1488 / week

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from £60 / night

15

Holiday villa with shared pool, golf nearby in Caribbean

Saint Mary Parish / Jolly Harbour

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Cool Breeze is offered for rent on a weekly or monthly basis. Discounts apply for monthly stays of 1 month 10%. 2 months 15% and 3 months 20%. Check in is 4PM with a same day turnaround of guests and 3PM with no same day turn around. Check out is strictly 10AM unless  …see more

from £84 / night

£588 / week

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from £84 / night

(12) Excellent 

37

Barbados holiday apartment rental

Speightstown / Heywoods

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Excellent Accomodation in Great Location” We have stayed in this comfotrable appartment on 4 occasions and each time it has been a really great holiday. It is in a quiet residential area of Speightstown on the West Coast and the appartment is very w  …see more

from £68 / night

£476 - £756 / week

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from £68 / night

(1) Excellent 

12

Saint-Martin / Bellevue

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£359 - £659 / week

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from £52 / night

(3) Very Good 

16

Holiday condo with golf nearby in Caribbean

Christ Church Parish / Worthing

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
Leith Court #12 is situated on tranquil Worthing Beach. A lovely well appointed, furnished 2 bedroom, 2 bath beachfront condo. It boasts an outdoor dinning area overlooking a private garden, a unique guitar shaped pool and one of the most beautiful white sandy beaches o  …see more

from £160 / night

£1120 / week

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from £160 / night

24

Samana Province / Las Terrenas

7 2 Min stay varies

  • 7 bedrooms
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £72 / night

£504 / week

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from £72 / night

(3) Very Good 

27

Arrondissement of Le Marin / Les Anses d'Arlet

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

 …see more

from £43 / night

£300 - £748 / week

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from £43 / night

(6) Excellent 

12

Holiday villa with shared pool in Caribbean

Saint James Parish / Fitts

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“a lovely villa in a location close to all amenities” this villa is in a great place for a base to explore the west coast a excellent bus service is close by to get around cheaply . the property is in its own private area with a well kept garden  …see more

from £85 / night

£595 - £905 / week

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from £85 / 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

Top Destination reviews

543 Lemon Arbour, Rockley Golf Resort, Barbados
Lemon Arbour Superb

Great accommodation, which is superbly furnished. The lounge area is comfortable as is the bedroom. The kitchen has everything you could possibly need (apart from egg cups, I do like a boiled egg). The two (yes two) balconies are furnished beautifu … see more
RIDGE VIEW VILLA
Amazing villa

This could not be better. We love this villa. The pool was big and very nice and it was very good view of the atlantic. The villa was big with 3 bedrooms, and 3 bathrooms, and even a gym. Loved the kitchen. Margret was very helpful. We have absolutel … see more
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

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