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Holiday Rentals with Pools in Anguilla

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
49 rentals in Anguilla.
Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request), holiday rental in Anguilla
Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request), holiday rental in Anguilla
Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request), holiday rental in Anguilla

Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request)

Holiday Rental House
9 bedrooms
12 bathrooms
Sleeps 20
Match: Sleeps, All pools
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Oceana Villa Anguilla - Private Panoramic View with Heated Pool, holiday rental in Anguilla
Oceana Villa Anguilla - Private Panoramic View with Heated Pool, holiday rental in Anguilla
Oceana Villa Anguilla - Private Panoramic View with Heated Pool, holiday rental in Anguilla

Oceana Villa Anguilla - Private Panoramic View with Heated Pool

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, All pools
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LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS, holiday rental in Anguilla
LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS, holiday rental in Anguilla
LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS, holiday rental in Anguilla

LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Ocean Terrace Luxury 2BR Condos, Spectacular Views, holiday rental in Anguilla
Ocean Terrace Luxury 2BR Condos, Spectacular Views, holiday rental in Anguilla
Ocean Terrace Luxury 2BR Condos, Spectacular Views, holiday rental in Anguilla

Ocean Terrace Luxury 2BR Condos, Spectacular Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Mainstay Villa at Elsie Bay, holiday rental in Anguilla
Mainstay Villa at Elsie Bay, holiday rental in Anguilla
Mainstay Villa at Elsie Bay, holiday rental in Anguilla

Mainstay Villa at Elsie Bay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Alegria Villa: Barefoot elegant luxury villa with effortless beach access, holiday rental in Anguilla
Alegria Villa: Barefoot elegant luxury villa with effortless beach access, holiday rental in Anguilla
Alegria Villa: Barefoot elegant luxury villa with effortless beach access, holiday rental in Anguilla

Alegria Villa: Barefoot elegant luxury villa with effortless beach access

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Spyglass Hill Villa, holiday rental in Anguilla
Spyglass Hill Villa, holiday rental in Anguilla
Spyglass Hill Villa, holiday rental in Anguilla

Spyglass Hill Villa

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Three Dolphins  Lockrum Bay, Anguilla  BWI, holiday rental in Anguilla
Three Dolphins  Lockrum Bay, Anguilla  BWI, holiday rental in Anguilla
Three Dolphins  Lockrum Bay, Anguilla  BWI, holiday rental in Anguilla

Three Dolphins Lockrum Bay, Anguilla BWI

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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BestValue1300/5bd/night. Rent 1 bdr or more,  rates adjusted on a sliding scale, holiday rental in Anguilla
BestValue1300/5bd/night. Rent 1 bdr or more,  rates adjusted on a sliding scale, holiday rental in Anguilla
BestValue1300/5bd/night. Rent 1 bdr or more,  rates adjusted on a sliding scale, holiday rental in Anguilla

BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps, All pools
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Location, Location, Location! Stunning Villa Azure, holiday rental in Anguilla
Location, Location, Location! Stunning Villa Azure, holiday rental in Anguilla
Location, Location, Location! Stunning Villa Azure, holiday rental in Anguilla

Location, Location, Location! Stunning Villa Azure

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Coconut Palm Villa -Twin Palms Villas at Meads Bay, holiday rental in Anguilla
Coconut Palm Villa -Twin Palms Villas at Meads Bay, holiday rental in Anguilla
Coconut Palm Villa -Twin Palms Villas at Meads Bay, holiday rental in Anguilla

Coconut Palm Villa -Twin Palms Villas at Meads Bay

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Anguilla Bow Green Villa on Rendezvous Bay Beach , holiday rental in Anguilla
Anguilla Bow Green Villa on Rendezvous Bay Beach , holiday rental in Anguilla
Anguilla Bow Green Villa on Rendezvous Bay Beach , holiday rental in Anguilla

Anguilla Bow Green Villa on Rendezvous Bay Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Bonne View Villa, holiday rental in Anguilla
Bonne View Villa, holiday rental in Anguilla
Bonne View Villa, holiday rental in Anguilla

Bonne View Villa

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Bow Green Rendezvous Anguilla, holiday rental in Anguilla
Bow Green Rendezvous Anguilla, holiday rental in Anguilla
Bow Green Rendezvous Anguilla, holiday rental in Anguilla

Bow Green Rendezvous Anguilla

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beach Palm Villa - Twin Palms Villas at Meads Bay, holiday rental in Anguilla
Beach Palm Villa - Twin Palms Villas at Meads Bay, holiday rental in Anguilla
Beach Palm Villa - Twin Palms Villas at Meads Bay, holiday rental in Anguilla

Beach Palm Villa - Twin Palms Villas at Meads Bay

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, All pools
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White Sands Anguilla - 5 min walk to beach, spacious, clean and comfortable, holiday rental in Anguilla
White Sands Anguilla - 5 min walk to beach, spacious, clean and comfortable, holiday rental in Anguilla
White Sands Anguilla - 5 min walk to beach, spacious, clean and comfortable, holiday rental in Anguilla

White Sands Anguilla - 5 min walk to beach, spacious, clean and comfortable

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Champagne Shores Villa, holiday rental in Anguilla
Champagne Shores Villa, holiday rental in Anguilla
Champagne Shores Villa, holiday rental in Anguilla

Champagne Shores Villa

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Sea Villa at Long Bay Villas on Long Bay Beach. Ultra-Luxury Staffed Villa, holiday rental in Anguilla
Sea Villa at Long Bay Villas on Long Bay Beach. Ultra-Luxury Staffed Villa, holiday rental in Anguilla
Sea Villa at Long Bay Villas on Long Bay Beach. Ultra-Luxury Staffed Villa, holiday rental in Anguilla

Sea Villa at Long Bay Villas on Long Bay Beach. Ultra-Luxury Staffed Villa

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps, All pools
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Sand Villa at Long Bay Villas Anguilla: 5-Star Service on a Secluded Beach, holiday rental in Anguilla
Sand Villa at Long Bay Villas Anguilla: 5-Star Service on a Secluded Beach, holiday rental in Anguilla
Sand Villa at Long Bay Villas Anguilla: 5-Star Service on a Secluded Beach, holiday rental in Anguilla

Sand Villa at Long Bay Villas Anguilla: 5-Star Service on a Secluded Beach

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Mangrove Villa at Indigo Reef, holiday rental in Anguilla
Mangrove Villa at Indigo Reef, holiday rental in Anguilla
Mangrove Villa at Indigo Reef, holiday rental in Anguilla

Mangrove Villa at Indigo Reef

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Twin Palms Villas at Meads Bay, holiday rental in Anguilla
Twin Palms Villas at Meads Bay, holiday rental in Anguilla
Twin Palms Villas at Meads Bay, holiday rental in Anguilla

Twin Palms Villas at Meads Bay

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Asha’s Place, holiday rental in Anguilla
Asha’s Place, holiday rental in Anguilla
Asha’s Place, holiday rental in Anguilla

Asha’s Place

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Sky Villa at Long Bay Villas Anguilla, Your Private Beach Oasis with Staff., holiday rental in Anguilla
Sky Villa at Long Bay Villas Anguilla, Your Private Beach Oasis with Staff., holiday rental in Anguilla
Sky Villa at Long Bay Villas Anguilla, Your Private Beach Oasis with Staff., holiday rental in Anguilla

Sky Villa at Long Bay Villas Anguilla, Your Private Beach Oasis with Staff.

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Stylish Place in Front of the Caribbean Sea - 3 Guests - Colonia furniture, holiday rental in Anguilla
Stylish Place in Front of the Caribbean Sea - 3 Guests - Colonia furniture, holiday rental in Anguilla
Stylish Place in Front of the Caribbean Sea - 3 Guests - Colonia furniture, holiday rental in Anguilla

Stylish Place in Front of the Caribbean Sea - 3 Guests - Colonia furniture

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, All pools
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Asha's Place Deluxe Studio, holiday rental in Anguilla
Asha's Place Deluxe Studio, holiday rental in Anguilla
Asha's Place Deluxe Studio, holiday rental in Anguilla

Asha's Place Deluxe Studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Octagon Villa, holiday rental in Anguilla
Octagon Villa, holiday rental in Anguilla
Octagon Villa, holiday rental in Anguilla

Octagon Villa

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Santosha Villa Estate Beachfront Private Resort All to Yourselves, holiday rental in Anguilla
Santosha Villa Estate Beachfront Private Resort All to Yourselves, holiday rental in Anguilla
Santosha Villa Estate Beachfront Private Resort All to Yourselves, holiday rental in Anguilla

Santosha Villa Estate Beachfront Private Resort All to Yourselves

Holiday Rental House
9 bedrooms
11 bathrooms
Sleeps 21
Match: Sleeps, All pools
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 7 bedroom Villa, holiday rental in Anguilla
 7 bedroom Villa, holiday rental in Anguilla
 7 bedroom Villa, holiday rental in Anguilla

7 bedroom Villa

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Lovely 4-Bed Villa in Little Bay Anguilla, holiday rental in Anguilla
Lovely 4-Bed Villa in Little Bay Anguilla, holiday rental in Anguilla
Lovely 4-Bed Villa in Little Bay Anguilla, holiday rental in Anguilla

Lovely 4-Bed Villa in Little Bay Anguilla

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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The Beach House, holiday rental in Anguilla
The Beach House, holiday rental in Anguilla
The Beach House, holiday rental in Anguilla

The Beach House

Holiday Rental House
8 bedrooms
10 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Le Bleu, holiday rental in Anguilla
Le Bleu, holiday rental in Anguilla
Le Bleu, holiday rental in Anguilla

Le Bleu

Holiday Rental House
11 bedrooms
11 bathrooms
Sleeps 22
Match: Sleeps, All pools
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Indigo, holiday rental in Anguilla
Indigo, holiday rental in Anguilla
Indigo, holiday rental in Anguilla

Indigo

Holiday Rental House
10 bedrooms
11 bathrooms
Sleeps 22
Match: Sleeps, All pools
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COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER, holiday rental in Anguilla
COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER, holiday rental in Anguilla
COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER, holiday rental in Anguilla

COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps, All pools
More info
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Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool, holiday rental in Anguilla
Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool, holiday rental in Anguilla
Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool, holiday rental in Anguilla

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Holiday Rental House
1 bedroom
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Villa Kandara | Beach View - Located in Stunning West End with Private Pool, holiday rental in Anguilla
Villa Kandara | Beach View - Located in Stunning West End with Private Pool, holiday rental in Anguilla
Villa Kandara | Beach View - Located in Stunning West End with Private Pool, holiday rental in Anguilla

Villa Kandara | Beach View - Located in Stunning West End with Private Pool

Holiday Rental House
1 bedroom
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Villa Tequila Sunrise | Beach Front - Located in Beautiful Dropsey Bay with Pr, holiday rental in Anguilla
Villa Tequila Sunrise | Beach Front - Located in Beautiful Dropsey Bay with Pr, holiday rental in Anguilla
Villa Tequila Sunrise | Beach Front - Located in Beautiful Dropsey Bay with Pr, holiday rental in Anguilla

Villa Tequila Sunrise | Beach Front - Located in Beautiful Dropsey Bay with Pr

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Villa Tequila Sunrise | Beach Front - Located in Fabulous Dropsey Bay with Pri, holiday rental in Anguilla
Villa Tequila Sunrise | Beach Front - Located in Fabulous Dropsey Bay with Pri, holiday rental in Anguilla
Villa Tequila Sunrise | Beach Front - Located in Fabulous Dropsey Bay with Pri, holiday rental in Anguilla

Villa Tequila Sunrise | Beach Front - Located in Fabulous Dropsey Bay with Pri

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms, holiday rental in Anguilla
Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms, holiday rental in Anguilla
Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms, holiday rental in Anguilla

Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps, All pools
More info
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MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS, holiday rental in Anguilla
MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS, holiday rental in Anguilla
MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS, holiday rental in Anguilla

MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS

Holiday Rental House
1 bedroom
3 bathrooms
Sleeps 11
Match: Sleeps, All pools
More info
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EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA , holiday rental in Anguilla
EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA , holiday rental in Anguilla
EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA , holiday rental in Anguilla

EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps, All pools
More info
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Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool, holiday rental in Anguilla
Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool, holiday rental in Anguilla
Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool, holiday rental in Anguilla

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Holiday Rental House
1 bedroom
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Zenaida Estate | Beach Front - Located in Tropical Sandy Hill with Private Pool, holiday rental in Anguilla
Zenaida Estate | Beach Front - Located in Tropical Sandy Hill with Private Pool, holiday rental in Anguilla
Zenaida Estate | Beach Front - Located in Tropical Sandy Hill with Private Pool, holiday rental in Anguilla

Zenaida Estate | Beach Front - Located in Tropical Sandy Hill with Private Pool

Holiday Rental House
1 bedroom
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Villa Le Bleu | Beach Front - Located in Beautiful Little Harbour with Private, holiday rental in Anguilla
Villa Le Bleu | Beach Front - Located in Beautiful Little Harbour with Private, holiday rental in Anguilla
Villa Le Bleu | Beach Front - Located in Beautiful Little Harbour with Private, holiday rental in Anguilla

Villa Le Bleu | Beach Front - Located in Beautiful Little Harbour with Private

Holiday Rental House
1 bedroom
8 bathrooms
Sleeps 16
Match: Sleeps, All pools
More info
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Villa Indigo | Beach Front - Located in Exquisite Little Harbour with Private, holiday rental in Anguilla
Villa Indigo | Beach Front - Located in Exquisite Little Harbour with Private, holiday rental in Anguilla
Villa Indigo | Beach Front - Located in Exquisite Little Harbour with Private, holiday rental in Anguilla

Villa Indigo | Beach Front - Located in Exquisite Little Harbour with Private

Holiday Rental House
1 bedroom
8 bathrooms
Sleeps 16
Match: Sleeps, All pools
More info
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Luxury Beachfront Villa with Infinity Pool, Spa, Gym, Sauna, Mini Golf, holiday rental in Anguilla
Luxury Beachfront Villa with Infinity Pool, Spa, Gym, Sauna, Mini Golf, holiday rental in Anguilla
Luxury Beachfront Villa with Infinity Pool, Spa, Gym, Sauna, Mini Golf, holiday rental in Anguilla

Luxury Beachfront Villa with Infinity Pool, Spa, Gym, Sauna, Mini Golf

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Luxury Beachfront Estate with Infinity Pool, Hot Tub, Gym, Sauna, Mini Golf, holiday rental in Anguilla
Luxury Beachfront Estate with Infinity Pool, Hot Tub, Gym, Sauna, Mini Golf, holiday rental in Anguilla
Luxury Beachfront Estate with Infinity Pool, Hot Tub, Gym, Sauna, Mini Golf, holiday rental in Anguilla

Luxury Beachfront Estate with Infinity Pool, Hot Tub, Gym, Sauna, Mini Golf

Holiday Rental House
7 bedrooms
9 bathrooms
Sleeps 15
Match: Sleeps, All pools
More info
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Zenaida Estate | Beach Front - Located in Exquisite Sandy Hill with Private Poo, holiday rental in Anguilla
Zenaida Estate | Beach Front - Located in Exquisite Sandy Hill with Private Poo, holiday rental in Anguilla
Zenaida Estate | Beach Front - Located in Exquisite Sandy Hill with Private Poo, holiday rental in Anguilla

Zenaida Estate | Beach Front - Located in Exquisite Sandy Hill with Private Poo

Holiday Rental House
1 bedroom
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Villa Kandara-With Chef | Beach View - Located in Exquisite West End with Priva, holiday rental in Anguilla
Villa Kandara-With Chef | Beach View - Located in Exquisite West End with Priva, holiday rental in Anguilla
Villa Kandara-With Chef | Beach View - Located in Exquisite West End with Priva, holiday rental in Anguilla

Villa Kandara-With Chef | Beach View - Located in Exquisite West End with Priva

Holiday Rental House
1 bedroom
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Shiloh Estate, 4 Bdr, Modern Caribbean Fair Haven, holiday rental in Anguilla
Shiloh Estate, 4 Bdr, Modern Caribbean Fair Haven, holiday rental in Anguilla
Shiloh Estate, 4 Bdr, Modern Caribbean Fair Haven, holiday rental in Anguilla

Shiloh Estate, 4 Bdr, Modern Caribbean Fair Haven

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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The following properties match some of your filters:
Private; panoramic views of Crocus Bay; heated pool. Festive season available., holiday rental in Anguilla
Private; panoramic views of Crocus Bay; heated pool. Festive season available., holiday rental in Anguilla
Private; panoramic views of Crocus Bay; heated pool. Festive season available., holiday rental in Anguilla

Private; panoramic views of Crocus Bay; heated pool. Festive season available.

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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