Caribbean apartment or villa with a heated pool | Holiday Lettings

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Caribbean

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923 Holiday homes

Filters applied: Heated pool (923)

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

(20) Excellent 

22

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
  • Swimming pool
  • Child friendly
“Brilliant Apartment in Marigot” The moment we arrived in St Lucia it was an incredible adventure. We rented a Jeep at the airport and drove to Marigot Bay. Coming from the US, driving was a thrill from the very beginning. The people of St Lucia are  …see more

from £200 / night

£1400 - £2400 / week

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from £200 / 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

(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 £338 / night

£2363 - £2989 / week

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from £338 / night

24

Dominican Republic holiday studio rental

Puerto Plata / Puerto Plata Town

Studio 4 2 nights min

  • Studio
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Cofresi Suites: All with either one King Size beds or (2) Queen Size beds with WiFi . Each unit has an executive fridge and coffee maker. All units have a private bathroom and a balcony. These units sleep 2 to 4 comfortably On site Beaches ,tenis Cortecito ,spa ,gymTh  …see more

from £56 / night

£355 / week

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from £56 / night

36

Holiday villa in Caribbean

Saint James Parish / Porters

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Our charming holiday villa in Barbados is just three minutes walk from the crystal clear Caribbean sea, with stunning views & coral beaches, opposite the Royal Fairmont Pavilion Hotel on the west coast in the parish of St James. Porters Court Barbados Porters Court is a  …see more

from £135 / night

£945 / week

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from £135 / night

(1) Very Good 

20

Barahona Province / Paraiso

11 28 1 night min

  • 11 bedrooms
  • Sleeps 28
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

 …see more

from £43 / night

£211 - £1740 / week

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from £43 / 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

(3) Excellent 

21

Villa rental in Barbados with golf nearby

Saint James Parish / Holetown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Located on the west coast of Barbados in Holetown  …see more

from £190 / night

£1330 - £1575 / week

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from £190 / night

(5) Very Good 

10

Jamaica holiday condo rental

Montego Bay / St James, Montego Bay

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool
condo, apartment in montego bay , montego bay condo, one bedroom condo in jamaicaGuests have full access to the Palmyra Resort grounds with onsite fitness facility  …see more

from £111 / night

£772 / week

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from £111 / 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 £158 / night

£1103 / week

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from £158 / night

17

Puerto Plata Province / Cabarete

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £76 / night

£505 / week

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from £76 / night

5

Holiday apartment with shared pool in Saint Ann Parish

Saint Ann Parish / Ocho Rios

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Air conditioning
The apartment is elegantly furnished and has an awesome viewing balcony overlooking the Caribbean sea. the car park is very spacious, the bed sitting room is also spacious and has a separate kitchen and bathroom area. The apartment is 5 minutes drive from the famous Dun  …see more

from £32 / night

£158 / week

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from £32 / night

(1) Excellent 

15

Holiday studio in Caribbean

Saint Ann Parish / Ocho Rios

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Ocho Rios, Jamaica  …see more

from £71 / night

£473 / week

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from £71 / night

(2) Very Good 

18

Holiday villa with golf nearby in Caribbean

Saint James Parish / Porters

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.45 km
  • Swimming pool
“Beautiful and peaceful development in an excellent location” We have recently returned from a two week holiday at number 2 Porters Court. The development is in an excellent location just a few minutes from the lovely beach and walking distance to ju-j  …see more

from £120 / night

£840 - £1190 / week

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from £120 / night

(3) Excellent 

39

Saint-Martin / Anse Marcel

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

 …see more

from £80 / night

£547 - £606 / week

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from £80 / night

11

Basse-Terre Island / Gourbeyre

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

 …see more

from £59 / night

£379 / week

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from £59 / night

(2) Average 

15

Grande-Terre Island / Sainte-Anne

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £34 / night

£244 - £311 / week

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from £34 / night

(10) Excellent 

23

Apartment rental in Caribbean

Speightstown / Port St Charles

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
“An amazing time away, great location, beach literally on your doorstep and a stunning apartment.” This apartment is finished to the highest standard and boasts being born beach-front and marina-front - which is rare for this up-scale development... Ev  …see more

from £280 / night

£1960 - £6870 / week

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from £280 / night

(1) Excellent 

22

Holiday apartment letting

Puerto Plata / Lifestyle Hacienda Resort

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
The Royal Suites of Lifestyle Holidays Vacation Resort are located just a half block from the golden sands and the sparkling silvery hues of Cofresi Beach and offers spacious deluxe and standard one and two bedroom suites in a lush and tropical surrounding.My name is wo  …see more

from £83 / night

£591 - £749 / week

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from £83 / night

(4) Excellent 

21

Caribbean holiday villa rental

Vieux Fort Quarter / Vieux Fort

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Spectacular vista & fabulous accommodations” First and foremost the service provided by the owner and the property manager was outstanding. The manager met us at the airport, got us right into our rental car, and escorted us to the very private villa,  …see more

from £276 / night

£1930 - £4410 / week

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from £276 / night

(3) Excellent 

20

Curacao / Sint Willibrordus

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

 …see more

from £232 / night

£1618 / week

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from £232 / night

(1) Excellent 

19

Grande-Terre Island / Le Gosier

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £68 / night

£471 - £530 / week

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from £68 / night

(2) Excellent 

13

La Vega Province / Jarabacoa

5 21 Min stay varies

  • 5 bedrooms
  • Sleeps 21
  • Min stay varies
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

 …see more

from £394 / night

£1969 / week

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from £394 / night

13

Holiday villa in Caribbean

Gros Islet Quarter / Cas En Bas

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Three double bedroom villa with en-suite bathrooms, own pool, jacuzzi and garden in friendly holiday village close to Rodney Bay. Large communal pool and 50 yds to tranquil beach with kite surfing and local beach bar. Great for families, friends or honeymoons. Villa has  …see more

from £150 / night

£1050 / week

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from £150 / night

(1) Excellent 

24

Holiday home in Caribbean

Saint James Parish / Holetown

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Coco House is a beautiful house in a great location, it's on the exclusive Sugar Hill Estate, a private 60 acre estate with great views, beautiful swimming pools, flood lit tennis courts, yoga, gym, a really helpful club reception and a great house manager who ensures y  …see more

from £200 / night

£1300 - £2280 / week

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from £200 / night

(3) Very Good 

24

Holiday apartment in Caribbean

Castries Quarter / Marigot Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“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  …see more

from £150 / night

£1050 / week

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from £150 / night

12

Caribbean holiday villa rental

Antigua / Saint Phillip Parish

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
I provide all bed linen, bathroom towels and pool towels, but please bring your own beach towels.  …see more

from £80 / night

£560 / week

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from £80 / night

20

Holiday hotel apartment with shared pool in Dominican Republic

Puerto Plata / Puerto Plata Town

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
The new Royal suites is modern and very nice Guest stay in the Royal suite will enjoy all resorts associated with Lifestyle holidays vacation club * the all inclusive meal plan is NOT include in rental priceThe Royal suite is all inclusive mandatory (meals plan ) 55$  …see more

from £108 / night

£749 / week

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from £108 / night

17

Caribbean holiday apartment rental

Saint Thomas Parish / Warrens

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Air conditioning
Millennium Heights is gated community providing 24/7 security situated near the Warrens Shopping precinct & Cost U less (Highway 2a) and approx. 5 min from Sandy Lane golf club and Paynes Bay beach, Holetown /Discovery Bay are 10 min, Speightstown & Bridgetown 15 mi  …see more

from £65 / night

£800 / week

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from £65 / night

19

Villa rental in Antigua and Barbuda with golf nearby

Saint John Parish / St. John's

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Tamarind Villa 4, a luxury 3 bedroom villa situated on a bluff between two of Antigua's most beautiful beaches, located in the Tamarind Hills community.• Holiday typeBeach, Beach Front, Family, Honeymoon, Luxury Break, Romantic holidays• Self Catering  …see more

from £434 / night

£3032 - £4410 / week

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from £434 / night

(1) Excellent 

33

Holiday villa with golf nearby in Caribbean

Basse-Terre Island / Deshaies

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
Have fun experiencing the wonders of Deshaies, Gadeloupe, right from this beautiful villa near Fort Royal beach, complete with a lovely garden and a terrace that boasts a sea view.  …see more

from £184 / night

£1277 - £2170 / week

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from £184 / night

28

Apartment rental in Caribbean with shared pool, golf nearby

Aruba / Noord

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
This is an apartment of La Cabana BRC on the best beach of Aruba Eagle Beach a perfect place to enjoy a holliday on Aruba. Comfortable, convenient and carefree stays Room accommodations at La Cabana Beach & Racquet Club afford all the conveniences of home, s  …see more

from £78 / night

£840 - £1528 / week

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from £78 / night

(10) Very Good 

28

Holiday apartment with shared pool, golf nearby in Caribbean

Aruba / Noord

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
This is an apartment of La Cabana BRC on the best beach of Aruba Eagle Beach a perfect place to enjoy a holliday on Aruba. Comfortable, convenient and carefree stays Room accommodations at La Cabana Beach & Racquet Club afford all the conveniences of home, s  …see more

from £79 / night

£650 - £1014 / week

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from £79 / night

24

Townhouse rental in Caribbean with golf nearby

Saint Peter Parish / Mullins

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
we have recently upgraded and refurbished the property and we believe it has everything you will need  …see more

from £205 / night

£1335 - £1960 / week

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from £205 / night

(6) Excellent 

24

Condo rental in Dominican Republic

Sosua / El Batey

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Visit this unique island, with high mountains, lakes, jungles and stunning beaches - and greate restaurants.  …see more

from £79 / night

£473 - £591 / week

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from £79 / night

(1) Excellent 

22

Holiday apartment with shared pool in Caribbean

Saint Peter Parish / Mullins

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Vuemont is a relatively new residential community located on a ridge overlooking the north-western coast of Barbados. The location offers something for everyone as it is ideally situated with easy access to both the West and East coasts of the Island. The charming Speig  …see more

from £95 / night

£574 - £749 / week

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from £95 / night

(2) Excellent 

32

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £313 / night

£2185 - £2437 / week

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from £313 / night

6

Holiday apartment accommodation

Castries Quarter / Marigot Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Welcome to your own beautifully appointed 2 bedroom, 2 bathroom apartment in the heart of Marigot Marina Village. Enjoy the independence of your own private accommodation, whilst also enjoying the use of the swimming pools and fitness centre in the adjacent Capella 5 S  …see more

from £95 / night

£662 / week

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from £95 / night

60

Holiday home with swimming pool in Caribbean

Saint John Parish / St. John's

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
With its infinity pool perched over a stunning view of the azure Caribbean sea, this newly built interior designed villa provides the perfect holiday retreat. Located in a secure, private, gated development and set in lush tropical gardens, the air-conditioned house  …see more

from £700 / night

£4500 / week

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from £700 / night

24

Holiday apartment in Caribbean

Puerto Plata / Lifestyle Hacienda Resort

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
These units are truly PRESIDENTIAL ! Sleek, modern and very exclusive. Members/guests who are staying in any of the 3 available size Presidential Suite units will have exclusive access to the private presidential poolin the 2 bedroom Presidential Suite you get 8 people&  …see more

from £119 / night

£749 / week

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from £119 / 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