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Luxury Rentals in "Caribbean"
From USD 3750 p/night
Villa Aama
City Breaks
,
Caribbean Selection
,
Corporate Retreat
,
Food & Wine Collection
,
Golf Vacations
,
Large Retreats
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Fully Staffed Villas
,
Large Villas
,
Resort Facilities
,
Short Walk to the Beach
7
14
8
Holetown
Sandy Lane Estate
,
Caribbean
,
St. James
From USD $2,550
/night
7th Night Free
Tradewinds
Caribbean Selection
,
Golf Vacations
,
Large Retreats
,
Summer 2027
,
Villas
,
Wellness Collection
/
Fully Staffed Villas
,
Large Villas
,
Resort Facilities
,
Villa Near The Beach
5
10
4
Holetown
Caribbean
,
Sandy Lane Estate
,
St. James
From USD $1,800
/night
Fully Staffed
Solaris Beach House | 5 BR
Sea View
,
Beachfront Villas
,
Caribbean Selection
,
Corporate Retreat
,
Golf Vacations
,
Ocean View
,
Summer 2027
,
Villas
,
Wellness Collection
/
Christmas & New Year Holidays 2026/2027
,
Fully Staffed Villas
5
10
5
Reeds Bay
Caribbean
,
St. James
From USD 3250 p/night
Serenity Barbados | 7BR
Caribbean Selection
,
Corporate Retreat
,
Food & Wine Collection
,
Golf Vacations
,
Large Retreats
,
Summer 2027
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Large Villas
,
Fully Staffed Villas
,
Resort Facilities
,
Villa Near The Beach
7
14
7.5
Holetown
Caribbean
,
Sandy Lane Estate
,
St. James
From USD 1150 p/night
Fully Staffed
Seastar
Food & Wine Collection
,
Caribbean Selection
,
Corporate Retreat
,
Golf Vacations
,
Ocean View
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
,
Fully Staffed Villas
,
Large Villas
,
Villa Near The Beach
6
12
6.5
Gibbes
Caribbean
,
St. James
From USD $1,787
/night
Fully Staffed
Sea Breeze
Beachfront Villas
,
Adventure Vacations
,
Caribbean Selection
,
Food & Wine Collection
,
Golf Vacations
,
Large Retreats
,
Ocean View
,
Summer 2027
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Fully Staffed Villas
,
Christmas & New Year Holidays 2026/2027
,
Large Villas
,
Villa Near The Beach
5
10
5
Holetown
St. James
,
Caribbean
From USD $13,500
/night
Fully Staffed
Maddox
Caribbean Selection
,
Adventure Vacations
,
Beachfront Villas
,
Food & Wine Collection
,
Golf Vacations
,
Large Retreats
,
Ocean View
,
Summer 2027
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Fully Staffed Villas
,
Christmas & New Year Holidays 2026/2027
,
Large Villas
7
14
7
The Garden
Caribbean
,
St. James
From USD 1500 p/night
Halle Rose
Caribbean Selection
,
Large Retreats
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
,
Large Villas
,
Villa Near The Beach
6
12
6
Holetown
Caribbean
,
St. James
From 4550 p/night
Half Moon
Caribbean Selection
,
Adventure Vacations
,
Corporate Retreat
,
Food & Wine Collection
,
Golf Vacations
,
Large Retreats
,
Ocean View
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Fully Staffed Villas
,
Large Villas
,
Short Walk to the Beach
10
20
9
Holetown
Caribbean
,
St. James
From USD 2300 p/night
Fully Staffed
Fosters House
Adventure Vacations
,
Beachfront Villas
,
Caribbean Selection
,
Food & Wine Collection
,
Golf Vacations
,
Large Retreats
,
Ocean View
,
Summer 2027
,
Villas
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
,
Large Villas
,
Short Walk to the Beach
,
Villa Near The Beach
5
10
5
Reeds Bay
Caribbean
,
St. James
From USD $875
/night
Ebbtide
Beachfront Villas
,
Adventure Vacations
,
Caribbean Selection
,
Corporate Retreat
,
Golf Vacations
,
Ocean View
,
Summer 2027
,
Wellness Collection
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
,
Fully Staffed Villas
4
8
4
Fitts Village
Caribbean
,
St. James
From USD 4500 p/night
Second Thought
Corporate Retreat
,
Adventure Vacations
,
Caribbean Selection
,
Food & Wine Collection
,
Golf Vacations
,
Large Retreats
,
Villas
,
Yoga Retreat
/
Large Villas
,
Resort Facilities
,
Villa Near The Beach
6
12
6
Holetown
St. James
,
Caribbean
From USD $6,000
/night
Fully Staffed
Godings Beach House 5 BR
Beachfront Villas
,
Adventure Vacations
,
Caribbean Selection
,
Golf Vacations
,
Large Retreats
,
Ocean View
,
Summer 2027
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Fully Staffed Villas
,
Christmas & New Year Holidays 2026/2027
,
Large Villas
5
10
5
Godings Bay
Caribbean
,
St. James
From USD 3150 p/night
Fully Staffed
Blue Oyster
Beachfront Villas
,
Caribbean Selection
,
Corporate Retreat
,
Large Retreats
,
Summer 2027
,
Villas
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
5
10
5
Reeds Bay
Caribbean
,
St. James
From USD $1,450
/night
Beachi
Caribbean Selection
,
Adventure Vacations
,
Beachfront Villas
,
Corporate Retreat
,
Food & Wine Collection
,
Golf Vacations
,
Ocean View
,
Villas
/
Christmas & New Year Holidays 2026/2027
3
6
3
Holetown
Caribbean
,
St. James
From USD 850 p/night
Maison de Reve
Caribbean Selection
,
Corporate Retreat
,
Golf Vacations
,
Large Retreats
,
Ocean View
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Large Villas
,
Short Walk to the Beach
6
14
6
Baie Rouge
Caribbean
,
St Martin Villas
From USD 3000 p/night
Luna and Pluto Villas
Caribbean Selection
,
Corporate Retreat
,
Honeymoon Collection
,
Ocean View
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
,
Short Walk to the Beach
4
8
4
Blue Mountain
Caribbean
,
Providenciales
From USD 4000 p/night
Young Villa
Waterfront
,
Caribbean Selection
,
Corporate Retreat
,
Golf Vacations
,
Ocean View
,
Villas
,
Wellness Collection
/
Villa Near The Beach
7
14
7
Leeward
Caribbean
,
Providenciales
From USD 3000 p/night
Villa Blue Lagoon
Beachfront Villas
,
Adventure Vacations
,
Caribbean Selection
,
Corporate Retreat
,
Golf Vacations
,
Ocean View
,
Villas
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
5
10
5
Long Bay Beach
Caribbean
,
Providenciales
From USD $3,000 p/night
/night
Horizon Villa
Adventure Vacations
,
Beachfront Villas
,
Caribbean Selection
,
Corporate Retreat
,
Golf Vacations
,
Honeymoon Collection
,
Ocean View
,
Villas
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
4
10
4
Chalk Sound
Caribbean
,
Providenciales
From USD $3,500
/night
Villa Kailoa
Beachfront Villas
,
Adventure Vacations
,
Caribbean Selection
,
Corporate Retreat
,
Food & Wine Collection
,
Golf Vacations
,
Large Retreats
,
Ocean View
,
Summer 2027
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
,
Large Villas
4
8
4.5
Long Bay Beach
Caribbean
,
Providenciales
From USD 5760 p/n
Rendezvous 3 BR
Adventure Vacations
,
Beachfront Villas
,
Caribbean Selection
,
Corporate Retreat
,
Golf Vacations
,
Honeymoon Collection
,
Ocean View
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
,
Breakfast Included
3
6
4
Rendezvous Bay
Anguilla Villas
,
Caribbean
From USD 19999 p/night
Fully Staffed
Villa Tranquility | 8 BR
Caribbean Selection
,
Adventure Vacations
,
Beachfront Villas
,
Corporate Retreat
,
Food & Wine Collection
,
Golf Vacations
,
Large Retreats
,
Ocean View
,
Summer 2027
,
Villas
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
,
Fully Staffed Villas
,
Large Villas
8
16
11
Grace Bay
Caribbean
,
Providenciales
From USD 21500 p/night
Fully Staffed
Tranquility | 11 BR
Adventure Vacations
,
Beachfront Villas
,
Caribbean Selection
,
Corporate Retreat
,
Golf Vacations
,
Large Retreats
,
Ocean View
,
Summer 2027
,
Villas
,
Wellness Collection
,
Yoga Retreat
/
Christmas & New Year Holidays 2026/2027
,
Fully Staffed Villas
,
Large Villas
11
22
13
Grace Bay
Caribbean
,
Providenciales
12
13
14
15
16
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