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

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28,557 Holiday homes

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

(3) Very Good 

26

Holiday villa with swimming pool in Caribbean

Christ Church Parish / Oistins

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
“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  …see more

from £175 / night

£1225 - £1680 / week

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from £175 / night

(17) Excellent 

35

Holiday apartment with swimming pool in Caribbean

Saint Peter Parish / Mullins

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • 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

(3) Very Good 

16

Arrondissement of Le Marin / Riviere-Salee

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £35 / night

£244 / week

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from £35 / night

Featured properties

(20) Excellent 

24

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
“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

(12) Excellent 

24

Holiday apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
Stunning new apartments 4 minutes walk to the fabulous settlers beach.There are numerous bars/restaurants within walking distance for a variety of budgets. There are restaurants specialising in Italian, Indian or Thai as well as traditional Bajan food.<br />Holeto  …see more

from £81 / night

£567 - £800 / week

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from £81 / 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

(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.<br />Bonefish fishing, kayaking, deep water fishing, turtle watching, sailing, golf, lazing by our heated p  …see more

from £345 / night

£2410 / week

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from £345 / night

(3) Excellent 

13

Penthouse accommodation in Caribbean

Saint Peter Parish / Speightstown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Located on the edge of charming and historic Speightstown on the West Coast of Barbados is this fully air conditioned 3 bedroom 3 en suite bathroom, 1,700 sq ft beachfront penthouse duplex apartment with high vaulted ceilings covered and uncovered terrace with sea and b  …see more

from £150 / night

£1050 - £1750 / week

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from £150 / night

(7) Excellent 

25

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

Saint Mary Parish / Jolly Harbour

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“great place” We had a lovely time in villa 230b.very clean well equipped kitchen and a nice deck,and very close to the beach.  …see more

from £99 / night

£689 / week

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from £99 / night

(14) Very Good 

18

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £35 / night

£244 - £396 / week

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from £35 / 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 - £927 / week

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from £100 / night

(2) Very Good 

11

Arrondissement of La Trinite / La Trinite

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from £34 / night

£232 / week

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from £34 / night

(3) Very Good 

19

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £35 / night

£244 - £396 / week

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from £35 / night

(14) Excellent 

45

Apartment letting in Caribbean

Saint Joseph Parish / Atlantic Park

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
There will be always somebody if needed; You can also let yourself go and enjoy an hour BODYMASSAGE for 135 US$ ...ask me for more details !!<br />We don't allow pets, we ask to smoke outside the house...the patio is perfect...expecially with full moon.  …see more

from £123 / night

£779 / week

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from £123 / night

37

Holiday home in Caribbean

Warrens / Arthur Seat

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
The property is a 2 bedroom 2 storey house set in three quartes acres of Gardens, with access to fruit trees depending on the time of year +Swimming pool, Ground floor:- Kitchen, dinner, Lounge, toilet , Patio balcony + First floor:- Bedroom 1, balcony, bedroo  …see more

from £80 / night

£440 - £490 / week

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from £80 / night

(10) 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 £469 / night

£3279 - £5164 / week

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from £469 / night

(7) Very Good 

15

Arrondissement of Le Marin / Les Anses d'Arlet

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 250 km
  • Child friendly

 …see more

from £60 / night

£418 - £592 / week

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from £60 / 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 - £1100 / week

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from £79 / night

11

Guadeloupe / Saint Anne

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 300 km
  • Child friendly

 …see more

from £35 / night

£244 - £487 / week

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from £35 / night

6

Arrondissement of Le Marin / Sainte-Luce

1 4 4 nights min

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

 …see more

from £57 / night

£356 - £439 / week

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from £57 / night

(5) Very Good 

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

(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 - £1250 / week

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from £150 / night

16

Holiday condo with shared pool, golf nearby in Caribbean

St. Kitts / Basseterre

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Brand new stylish sea-facing top floor condo situated in a quiet residential area overlooking the Royal St. Kitts golf course with amazing Atlantic Ocean and Carribean Sea view. The condo has access to 3 swimming pools, one infinity pool overlooking the sea and two lar  …see more

from £164 / night

£1066 / week

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from £164 / night

24

Holiday villa in Caribbean

Andros / Nicholls Town

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Price is per villa, we have 2 Villas, steps from each other, both directly on the beach. Each villa accommodates 2 guests, has 1 king bed, full size kitchen, living area and bathroom, excellent for 2 couples travelling together. If you are seeking the ultimate luxur  …see more

from £118 / night

£820 - £1312 / week

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from £118 / night

(1) Excellent 

24

Saint Francois / Anse des Rochers

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

 …see more

from £150 / night

£1044 - £1566 / week

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from £150 / night

(10) 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.<br  …see more

from £82 / night

£569 / week

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from £82 / night

(1) Excellent 

17

Basse-Terre Island / Deshaies

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from £105 / night

£316 - £521 / week

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from £105 / night

(7) Very Good 

15

Saint Francois / Anse des Rochers

1 4 7 nights min

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

 …see more

from £44 / night

£305 - £479 / week

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from £44 / night

(2) Excellent 

18

Condo letting in Caribbean with shared pool, golf nearby

Tobago / Lowlands

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
It's a ground floor condo overlooking the Tobago Plantations golf course. tranquil and peaceful surroundings. Access to 3 separate pools on compound and Lowlands beach. Sleeps 8 comfortably. Perfect for small families with young children. Cable television and wifi  …see more

from £148 / night

£1033 / week

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from £148 / night

5

Apartment rental in Grenada

South Coast / Grand Anse

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Our one bedroom apartments have an air-conditioned bedroom with ceiling fans in the living room and bedrooms. They are fully furnished and have a full kitchen with stove, microwave, refrigerator and kitchenware. Queen sized bed + Pull out Sofa. Grand Anse Shopping Cent  …see more

from £77 / night

£510 - £570 / week

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from £77 / 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

(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

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

(2) Very Good 

11

Caribbean holiday studio rental

Christ Church Parish / Rockley

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
The fully furnished studio apartment is located on the first floor above the reception area and overlooks the swimming pool which is fed by a waterfall. There is no elevator so all tenants must be able to manage the stairs. This studio apartment is comprises one large l  …see more

from £46 / night

£316 / week

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from £46 / night

10

Holiday villa with swimming pool in Montserrat

Montserrat / Olveston

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
Inis Elau is a stunning secluded Villa. Located on a lovely lot approximately 0.7 of an acre in size at the end of Sweet Lime Lane Inis Ealu, (Irish Gaelic for Island Escape) is a custom villa designed and built in 2006. It features a blue steel roof, cherry cabinetry a  …see more

from £189 / night

£1148 / week

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from £189 / night

(33) Excellent 

28

Arrondissement of Le Marin / Trois-Ilets

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

 …see more

from £58 / night

£400 - £412 / week

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from £58 / 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 £286 / night

£2000 - £4000 / week

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from £286 / night

(10) Very Good 

10

Villa rental in Caribbean with swimming pool, golf nearby

Jolly Harbour / Harbour View

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
High quality 4 bedroom 3 bathroom property with private pool, Air-conditioning, wifi near excellent beach and golf course.This villa is unique in the neighbourhood with an extra outside dining gazebo that seats 8 people with views of the lagoon, mountains and pool. <  …see more

from £190 / night

£1330 - £1855 / week

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from £190 / night

(5) Excellent 

16

Villa rental in Caribbean with swimming pool, golf nearby

Punta Cana / Bavaro Beach

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
This spacious villa is ideal for large families or friends traveling together. With 4 complete bedrooms, each with their complete bathroom, and a maids quarter. This beautiful villa is situated in the gated residential Cocotal Golf & Country Club with a beautiful vi  …see more

from £246 / night

£1640 / week

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from £246 / 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

Top Destination reviews

Atlantis Villa Ideal for Families and Friends
On top of the world

My family and I have just returned from a wonderful holiday at Villa Atlantis .St Lucia is a beautiful island , completely different from other islands I have visited and the villa was perfect for our family group of nine . Villa Atlantis sits on top … see more
Beautiful 3 Bedroom Villa on the Golf Course
Fabulous !!

We stayed at Villa Carouge for 2 weeks in December 2015 and thoroughly enjoyed our stay. The owners maintain the villa to a high standard and we were impressed by the decoration and cleanliness. Julia dealt with our queries very quickly and pro … see more
Villa North Shore, Antigua
a dream holiday

Really lovely villa well situated with nice beaches on the doorstep,there are lots of restaurants to choose from at Jolly Harbour and the golf buggies are great fun. The villa itself is very well equipped with excellent air conditioning which made … see more
SUPERNOVA
Fantastic - paradise by the sea!

What an amazing place to stay! We went for Christmas with our 7 year old and can't wait to go back. Ive been to Barbados 7 times before and this is simply the best holiday Ive ever had. The apartment was spacious, beautifully furnished and clean. … see more
Stylish 1 bed ground floor apt on the West Coast
Apartment 125 Goldenview will be our first choice when visiting Barbaros.

We've been going to Barbados for many years staying on both the south and the west coast of the Island, but following our stay in apartment 125 this will be our first choice from now on. This great ground floor apartment provided everything we cou … see more
Starfish apartments bequia
Great value and 5 minutes walk to the harbour!!

I stayed here over New Years eve and had a wonderful time, I didnt want to leave! Bequia is a unique island with a lot of beautiful qualities, which can only experienced if you come here. The apartment was perfect, very clean, pretty interior a … see more