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Caribbean

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971 Holiday homes

Filters applied: Cycling holidays

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

(3) Very Good 

12

Caribbean holiday apartment accommodation

Saint George Parish / St. George's

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary
“What I Hoped and More” A true description of the apartment, in a safe location. The location of the apartment provided a picturesque view of the Carenage and its surrounding areas, as well as, easy access to shops and restaurants. The scenery was bre  …see more

from £70 / night

£450 - £703 / week

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from £70 / night

(9) Excellent 

26

Holiday villa in Caribbean

St. Vincent / Arnos Vale

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“The Place to be” Ecobay Guesthouse is really a Magical Luxurious villa. We did not miss anything. We really enjoyed our vacation here. The owners are really kindly. We can only agree with the previous reviews and recommend the apartment anyway. It was  …see more

from £128 / night

£896 - £2016 / week

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from £128 / night

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 £34 / night

£212 - £314 / week

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from £34 / night

(2) Excellent 

26

Apartment rental in Caribbean with swimming pool, golf nearby

Saint James Parish / Paynes Bay

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Old Trees 102, a brand new 5 bedroom property located on the stunning Paynes Bay Beach. Old Trees 102 is one of Barbados newest and most exquisite Beach Front Apartments which has been recently renovated with modern chic décor.<br />• Holida  …see more

from £1600 / night

£11200 - £28000 / week

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from £1600 / night

(1) Excellent 

25

Apartment rental in Barbados

Saint James Parish / Paynes Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Linda Huckleberry” We really enjoyed our visit to Coral Cove. We went with our 2 children and found the location to be perfect for them. There were plenty of water sports on the beach and they particularly loved the fact that they could swim from  …see more

from £440 / night

£3080 - £7840 / week

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from £440 / night

(1) Excellent 

25

Holiday villa with swimming pool, golf nearby in Caribbean

Nevis / Charlestown

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Amazing stay in Nevis” My fiancé and I spent 5 nights at this villa in early December. They offered us a free night when we booked 4 nights which was a huge saving. Utopia is a very modern and peaceful villa and boasts a wonderful infinity pool. Hou  …see more

from £924 / night

£6468 - £12572 / week

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from £924 / night

(24) Very Good 

5

Caribbean holiday b&b rental

Marie-Galante / Grand Bourg

1 8 1 night min

  • 1 bedroom
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Kaz'hamac, les nuits les moins chères de Marie Galante.A partir de 10 €/nuit/personne en basse saison<br />Au rez-de-jardin d'une villa située dans un quartier résidentiel et calme. Kaz'hamac est à 3 Km de Gd Bourg  …see more

from £13 / night

£89 / week

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from £13 / night

25

Holiday villa with swimming pool, golf nearby in Caribbean

Sint Maarten / Beacon Hill, Sint Maarten

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Welcome to La Perla Classic, a lovely one bedroom fully air-conditioned beachfront villa with private swimming pool located directly on Baie Rouge which is one of the most beautiful beaches in St Martin. Baie Rouge one of the most fabulous, intimate and quiet b  …see more

from £800 / night

£5600 - £6000 / week

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from £800 / night

5

Apartment rental in Barbados with shared pool, golf nearby

Saint Peter Parish / Mullins

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
The feedback we receive from our guests all share a common theme.....Home from HomeAppreciation for the quiet tranquil residential locationMany of our current guests are returnees and they would be happy to pass on comments to you of their stay at this property  …see more

from £120 / night

£840 / week

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from £120 / night

(6) Excellent 

13

Grande-Terre Island / Saint Francois

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

 …see more

from £47 / night

£323 - £670 / week

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from £47 / night

(1) Excellent 

25

Holiday villa in Grenada

Carriacou Island / Hillsborough

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
Sparrow Beach House is the perfect villa as a place to escape to the Caribbean as it is directly ON Sparrow Beach. It is a spacious open style 3 bedroom/3 bath property that is completely fenced for privacy. The yellow exterior with contrasting blue wooden shutters and  …see more

from £156 / night

£1092 / week

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from £156 / night

24

Caribbean holiday apartment rental

Saint James Parish / Lower Carlton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to Still Fathoms villa, our modern and stylish villa located directly on the ocean at Reed's Bay on the West Coast of Barbados. Still Fathoms is a luxurious 5 bedroom beach front villa with gorgeous views of the Caribbean Sea. This luxury villa feat  …see more

from £1416 / night

£9912 - £24360 / week

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from £1416 / night

(13) Excellent 

13

Castle accommodation in Caribbean with swimming pool

St. George's / Petite Calivigny

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
Circular tower in the style of a traditional Caribbean windmill for crushing sugar cane. Four poster bed. Swimming pool. Outside kitchen. Luxury furnishings. Fantastic panoramic views of the sea and mountains.<br />We advise hiring a car although many guests have  …see more

from £200 / night

£1300 / week

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from £200 / night

(8) Very Good 

19

Apartment rental in Barbados with swimming pool

Saint Philip Parish / Bottom Bay

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
STUNNING WHITE SAND BEACHES ARE JUST A STONE THROW AWAY. SCENIC WALKS ARE ABUNDANT AND IN THE LATE AFTERNOON A TROOP OF GREEN MONKEYS ARE OFTEN SEEN PLAYING ON THE CLIFFS .RELAX IN THE POOL WHICH HAS SEATING TO KEEP YOU COOL WHILE ENJOYING A BOOK AND A COOL DRINK.<  …see more

from £55 / night

£350 / week

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from £55 / night

8

Barbados holiday villa rental

Saint James Parish / Porters

2 3 5 nights min

  • 2 bedrooms
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
Tranquility, luxury, panoramic sea views - these are the essence of Westbeach. Set on one of the most beautiful beaches on the West Coast, these beachfront residences were designed to offer a unique atmosphere.  …see more

from £240 / night

£1680 / week

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from £240 / night

(2) Excellent 

24

Holiday home in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 ensu  …see more

from £270 / night

£1700 - £2280 / week

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from £270 / night

(18) Very Good 

21

Self-catering villa with private pool in Bottom Bay, Barbados

Bottom Bay / Apple Hall

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Lovely Villa, quiet location” Hideaway was a lovely villa to stay in for a week. It is new, so in very good condition, everything you need is provided and the manager is on hand for anything you require. Only drawback for some may be it's relatively r  …see more

from £86 / night

£600 - £843 / week

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from £86 / night

12

Villa rental in Antigua and Barbuda

Antigua / Long Island, Antigua

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Sea Horse Villa, a luxury 3 bedroom beach front villa with large private pool located in the exclusive Jumby Bay Resort,Long Island Antigua.<br />• Board: Self Catering  …see more

from £5480 / night

£38360 / week

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from £5480 / night

25

Holiday apartment with golf nearby in St. Lucia

Castries Quarter / Castries

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
Our self-catering luxury suite apartment is situated in the luxury Cotton Bay Village gated condominium in the north east of St Lucia. Cas en Bas beachand is a few steps away through the exotic tropical gardens. The suite offers 2,662 sq. ft of living space and has sple  …see more

from £136 / night

£907 - £1878 / week

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from £136 / night

(1) Excellent 

24

Holiday villa with shared pool, golf nearby in Caribbean

Gros Islet / Rodney bay, Gros Islet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“The Landings Resort was Perfect for Us” We had a wonderful stay here. The Landings has it all. Our villa was in such a great location right on the beach, we had an amazing view from our balcony and loved watching the sunset in the evenings. I have to  …see more

from £1500 / night

£13008 / week

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from £1500 / night

(8) Excellent 

29

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 £34 / night

£212 - £314 / week

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from £34 / night

(2) Very Good 

7

Holiday villa with golf nearby in Caribbean

Saint Mary Parish / Jolly Harbour

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Spacious and convenient” The villa has plenty of room and is perfectly situated in south finger. It was lovely to walk out of the door and be on the beach in 1 minute. The deck overlooking the harbour was perfect for bbq, bedrooms were comfortable and  …see more

from £112 / night

£720 / week

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from £112 / night

33

Holiday villa with golf nearby in Caribbean

St. Kitts / Basseterre

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Belle Mont Farm located on Kittitian Hill on the beautiful island of St Kitts. Your incredible vacation experience will begin on arrival at the YU Lounge Private Terminal at Robert L. Bradshaw International Airport. This truly sets the tone for a luxurious st  …see more

from £1200 / night

£8400 - £14560 / week

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from £1200 / night

(4) Average 

34

Holiday villa with swimming pool, golf nearby in Caribbean

La Vega Province / Jarabacoa

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This gorgeous vacation cabin is located in the high mountains of Jarabacoa. The cabin has 5,600sq ft (520m2) of living space that accommodates 12 people. The 2 story structure is made of wood, stones and masonry surrounded by a tropical setting that entails a gazebo  …see more

from £184 / night

£1104 - £2504 / week

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from £184 / night

24

Caribbean holiday villa rental

Saint James Parish / The Garden

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Blue Lagoon, one of Barbados most exceptional beach front villas set on a bluff overlooking the Caribbean Sea. Blue Lagoon offers one of the most private and exotic locations on the West Coast of Barbados. This stunning vacation rental villa is situated in Th  …see more

from £520 / night

£5208 / week

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from £520 / night

27

Holiday apartment with swimming pool, golf nearby in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
**SPECIAL OFFER** – On weekly bookings - Book Chanel No 5 for travel between March 2 –April 15 and receive $500 in concierge credit from Exceptional Villas Welcome to Chanel No 5, one of just six 3 storey luxury ocean front holiday rentals in a stunning deve  …see more

from £428 / night

£2996 - £7000 / week

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from £428 / night

(11) Excellent 

25

Caribbean holiday apartment rental

Saint Philip Parish / The Crane Resort

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Swimming pool
“Yet again, an amazing stay!” Yet again our stay at The Crane and the Penthouse was beautifully relaxing and just what we needed. We were amazed on our return that some of the staff in the Carriage house remembered us! Everything we wanted was availa  …see more

from £141 / night

£984 - £1200 / week

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from £141 / night

13

Holiday home with shared pool in Caribbean

Isla de Vieques / Isabel Segunda

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Casa Ladera is a beautiful, spacious vacation rental home in Vieques, featuring a huge pool and just steps to the beach. The Casita has two sunny bedrooms, private bathroom, outdoor shower, full modern kitchen, and large roof deck with ocean views.  …see more

from £120 / night

£800 - £1520 / week

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from £120 / night

24

Apartment rental in Caribbean with swimming pool

Saint James Parish / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Heavens Beach, an exquisite 4 bedroom luxury beach front villa rental located directly on Paynes Bay Beach in Barbados. The Villa has the ideal location offering guests stunning sea views, crystal clear waters perfect for swimming and a fabulous priva  …see more

from £920 / night

£16520 / week

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from £920 / night

(2) Excellent 

24

Villa rental in Barbados with swimming pool

Saint James Parish / Paynes Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Lovely Property” We thoroughly enjoyed our stay in this lovely property. We found the location to be really central. It was our first time to Barbados. The beach did occasionally get quite busy but Coral Cove always had sunbeds for us. The view f  …see more

from £640 / night

£4760 - £11200 / week

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from £640 / night

25

Holiday villa with shared pool, golf nearby in St. Kitts and Nevis

St. Kitts / Basseterre

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Belle Mont Farm opened on December 12, 2014, and is located on Kittitian Hill, a responsible community for a sustainable future. Kittitian Hill’s 400 acres of fertile farmland is set between Mount Liamuiga and the Caribbean Sea in St. Kitts in the West Indies. The  …see more

from £262 / night

£1832 - £4704 / week

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from £262 / night

13

Holiday home rental

Isla de Vieques / Isabel Segunda

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Ladera is a beautiful vacation rental home in Vieques with a huge pool and short walk to the beach. The unit has two large bedrooms with king and queen beds, full bathroom, spacious living room, full eat-in kitchen and large poolside deck with ocean views.  …see more

from £120 / night

£800 - £1520 / week

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from £120 / night

(2) Very Good 

24

Holiday villa in Caribbean

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“We had the best stay” Mumbai is a great villa and me and my girls enjoyed every moment of our 7 days. We are back to the snow now and would only love to be sitting on the terrace looking onto that amazing view. The villa is a credit to the owner  …see more

from £652 / night

£4560 - £12400 / week

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from £652 / night

24

Holiday villa with golf nearby in Caribbean

Antigua / Galley Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Sugar Mill villa, a 7 bedroom villa located in Galley Bay Heights sits on a waterfront hillside with spectacular views overlooking the Caribbean Sea. Bordered by a roof-top garden, hand-crafted natural stone wall and split-level design.<br />• Board: Self Ca  …see more

from £1715 / night

£12000 - £16000 / week

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from £1715 / night

39

Dominican Republic holiday apartment rental

La Altagracia Province / Punta Cana

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
The activities around the resort include: Golf Course (within 3 km), Fishing, Windsurfing, Canoeing, Cycling, Diving, Horse Riding, Water Sports Facilities (on site), Water Park, Fitness Center, Spa & Wellness Center, Massage by the beach, Bicycle Rental.  …see more

from £100 / night

£600 / week

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from £100 / night

(6) Excellent 

10

Holiday villa in Caribbean

Holetown / Queens Fort

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Great place to stay with fantastic hosts” 7 of us stayed at the villa for a week back in April, we were catered for perfectly by Tony and Rose who really made our trip. Tony's gravy is worth the trip alone. The villa was ideal for us, loads of outsi  …see more

from £350 / night

£2450 / week

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from £350 / night

(4) Very Good 

25

Holiday apartment with shared pool in Dominican Republic

La Altagracia Province / Bayahibe

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Beautiful attic with terrace. approximately 110sqm. 2 double bedrooms plus double sofa bed, 2 bathrooms. Kitchen terrace. Immersed in luscious tropical gardens. Swimming pool.Within walking distance to lovely white sand beach, only 5 minutes by foot.<br />20 minut  …see more

from £85 / night

£509 / week

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from £85 / night

(1) Excellent 

25

Holiday apartment with swimming pool in Caribbean

Saint James Parish / Prospect

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A Great Condon” What a great condo. It really lived up to our expectations. We loved the fact that the decor was really contemporary and the House Keeper Miss Sophia keeps it spotless. She also did our laundry which we felt was a great help. We  …see more

from £880 / night

£6160 - £12320 / week

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from £880 / night

(5) Very Good 

37

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

Saint Mary Parish / Jolly Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“NICE AND QUIET PLACE” We stayed almost two months in the villa and really appreciate it. The villa is very clean and updated. We specially appreciated having all our meals outside looking at the very nice view. The extended deck is fantastic and th  …see more

from £108 / night

£756 / week

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from £108 / night

24

Holiday villa with swimming pool, golf nearby in Caribbean

Saint Phillip Parish / Long Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Villa Kai, a beautiful, luxurious 4 bedroom villa rental situated just five minutes drive away from the calm, crystal clear, waters of Long Bay. The reef protected bay is perfect for swimming and snorkeling and is often visited by sea turtles. This u  …see more

from £720 / night

£5040 - £6720 / week

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from £720 / night