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Holiday Rentals in Anguilla

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218 rentals in Anguilla.
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Private; panoramic views of Crocus Bay; heated pool, holiday rental in Anguilla
Private; panoramic views of Crocus Bay; heated pool, holiday rental in Anguilla
Private; panoramic views of Crocus Bay; heated pool, holiday rental in Anguilla

Private; panoramic views of Crocus Bay; heated pool

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Beautiful 2 BR/2 BA Condo - Gorgeous Views of the Caribbean and St. Martin, holiday rental in Anguilla
Beautiful 2 BR/2 BA Condo - Gorgeous Views of the Caribbean and St. Martin, holiday rental in Anguilla
Beautiful 2 BR/2 BA Condo - Gorgeous Views of the Caribbean and St. Martin, holiday rental in Anguilla

Beautiful 2 BR/2 BA Condo - Gorgeous Views of the Caribbean and St. Martin

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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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
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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
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BellamareVilla, Shoal Bay East, Pool., holiday rental in Anguilla
BellamareVilla, Shoal Bay East, Pool., holiday rental in Anguilla
BellamareVilla, Shoal Bay East, Pool., holiday rental in Anguilla

BellamareVilla, Shoal Bay East, Pool.

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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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
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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
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Little Butterfly, holiday rental in Anguilla
Little Butterfly, holiday rental in Anguilla
Little Butterfly, holiday rental in Anguilla

Little Butterfly

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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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
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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
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Beautiful Shoal Bay Condo Penthouse for 2-4 Guests, holiday rental in Anguilla
Beautiful Shoal Bay Condo Penthouse for 2-4 Guests, holiday rental in Anguilla
Beautiful Shoal Bay Condo Penthouse for 2-4 Guests, holiday rental in Anguilla

Beautiful Shoal Bay Condo Penthouse for 2-4 Guests

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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
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Fabulous Ocean View - Bayberry and Chinaberry Villa - Come and See us this year!, holiday rental in Anguilla
Fabulous Ocean View - Bayberry and Chinaberry Villa - Come and See us this year!, holiday rental in Anguilla
Fabulous Ocean View - Bayberry and Chinaberry Villa - Come and See us this year!, holiday rental in Anguilla

Fabulous Ocean View - Bayberry and Chinaberry Villa - Come and See us this year!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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BEACH HOUSE + CAR + POOL + HOT TUB + FIREPIT + VOLLEYBALL + ETC..., holiday rental in Anguilla
BEACH HOUSE + CAR + POOL + HOT TUB + FIREPIT + VOLLEYBALL + ETC..., holiday rental in Anguilla
BEACH HOUSE + CAR + POOL + HOT TUB + FIREPIT + VOLLEYBALL + ETC..., holiday rental in Anguilla

BEACH HOUSE + CAR + POOL + HOT TUB + FIREPIT + VOLLEYBALL + ETC...

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Penthouse Mimosa Great Views, Oceanfront Estate, holiday rental in Anguilla
Penthouse Mimosa Great Views, Oceanfront Estate, holiday rental in Anguilla
Penthouse Mimosa Great Views, Oceanfront Estate, holiday rental in Anguilla

Penthouse Mimosa Great Views, Oceanfront Estate

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!, holiday rental in Anguilla
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!, holiday rental in Anguilla
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!, holiday rental in Anguilla

Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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
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Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families, holiday rental in Anguilla
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families, holiday rental in Anguilla
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families, holiday rental in Anguilla

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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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
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Shoal Bay Coastal Sanctuary, Anguilla, holiday rental in Anguilla
Shoal Bay Coastal Sanctuary, Anguilla, holiday rental in Anguilla
Shoal Bay Coastal Sanctuary, Anguilla, holiday rental in Anguilla

Shoal Bay Coastal Sanctuary, Anguilla

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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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
More info
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Tequila Sunrise Villa in Anguilla, holiday rental in Anguilla
Tequila Sunrise Villa in Anguilla, holiday rental in Anguilla
Tequila Sunrise Villa in Anguilla, holiday rental in Anguilla

Tequila Sunrise Villa in Anguilla

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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James Place Apartments, Anguilla , British West Indies, holiday rental in Anguilla
James Place Apartments, Anguilla , British West Indies, holiday rental in Anguilla
James Place Apartments, Anguilla , British West Indies, holiday rental in Anguilla

James Place Apartments, Anguilla , British West Indies

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Water views, central location and welcome package and heated pool, holiday rental in Anguilla
Water views, central location and welcome package and heated pool, holiday rental in Anguilla
Water views, central location and welcome package and heated pool, holiday rental in Anguilla

Water views, central location and welcome package and heated pool

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beach Paradise Tranquility in Blue, holiday rental in Anguilla
Beach Paradise Tranquility in Blue, holiday rental in Anguilla
Beach Paradise Tranquility in Blue, holiday rental in Anguilla

Beach Paradise Tranquility in Blue

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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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
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Lockrum Point Villa: Seaside Villa  3 Bed/3 Bath/Pool, holiday rental in Anguilla
Lockrum Point Villa: Seaside Villa  3 Bed/3 Bath/Pool, holiday rental in Anguilla
Lockrum Point Villa: Seaside Villa  3 Bed/3 Bath/Pool, holiday rental in Anguilla

Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/Pool

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
More info
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BEACHFRONT VILLA 11,000 SF LUXURY VILLA + SUV + POOL + HOT TUB + FIREPIT + ETC, holiday rental in Anguilla
BEACHFRONT VILLA 11,000 SF LUXURY VILLA + SUV + POOL + HOT TUB + FIREPIT + ETC, holiday rental in Anguilla
BEACHFRONT VILLA 11,000 SF LUXURY VILLA + SUV + POOL + HOT TUB + FIREPIT + ETC, holiday rental in Anguilla

BEACHFRONT VILLA 11,000 SF LUXURY VILLA + SUV + POOL + HOT TUB + FIREPIT + ETC

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Location, Location, Location! Stunning Villa Azure, Owner Listing, holiday rental in Anguilla
Location, Location, Location! Stunning Villa Azure, Owner Listing, holiday rental in Anguilla
Location, Location, Location! Stunning Villa Azure, Owner Listing, holiday rental in Anguilla

Location, Location, Location! Stunning Villa Azure, Owner Listing

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Bonneview Villa - Your Far Away Home, holiday rental in Anguilla
Bonneview Villa - Your Far Away Home, holiday rental in Anguilla
Bonneview Villa - Your Far Away Home, holiday rental in Anguilla

Bonneview Villa - Your Far Away Home

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Oceanfront, A/C, Full Kitchen, Wi-Fi, huge waterfront deck-Sandy Hill, Anguilla, holiday rental in Anguilla
Oceanfront, A/C, Full Kitchen, Wi-Fi, huge waterfront deck-Sandy Hill, Anguilla, holiday rental in Anguilla
Oceanfront, A/C, Full Kitchen, Wi-Fi, huge waterfront deck-Sandy Hill, Anguilla, holiday rental in Anguilla

Oceanfront, A/C, Full Kitchen, Wi-Fi, huge waterfront deck-Sandy Hill, Anguilla

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
More info
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5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale, holiday rental in Anguilla
5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale, holiday rental in Anguilla
5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale, holiday rental in Anguilla

5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 11
Match: Sleeps
More info
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The Embellie Villa and Cottage, holiday rental in Anguilla
The Embellie Villa and Cottage, holiday rental in Anguilla
The Embellie Villa and Cottage, holiday rental in Anguilla

The Embellie Villa and Cottage

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Very Private Villa Hibernia,  Ocean Front, Pool & sea Gazebo, holiday rental in Anguilla
Very Private Villa Hibernia,  Ocean Front, Pool & sea Gazebo, holiday rental in Anguilla
Very Private Villa Hibernia,  Ocean Front, Pool & sea Gazebo, holiday rental in Anguilla

Very Private Villa Hibernia, Ocean Front, Pool & sea Gazebo

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Lockrum Point Villa:  Seaside Villa 4 Bed/4 Bath/Pool, holiday rental in Anguilla
Lockrum Point Villa:  Seaside Villa 4 Bed/4 Bath/Pool, holiday rental in Anguilla
Lockrum Point Villa:  Seaside Villa 4 Bed/4 Bath/Pool, holiday rental in Anguilla

Lockrum Point Villa: Seaside Villa 4 Bed/4 Bath/Pool

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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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
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Villa Blue in Sandy Hill Bay, holiday rental in Anguilla
Villa Blue in Sandy Hill Bay, holiday rental in Anguilla
Villa Blue in Sandy Hill Bay, holiday rental in Anguilla

Villa Blue in Sandy Hill Bay

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Beautiful villa with ocean view and terrace, holiday rental in Anguilla
Beautiful villa with ocean view and terrace, holiday rental in Anguilla
Beautiful villa with ocean view and terrace, holiday rental in Anguilla

Beautiful villa with ocean view and terrace

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Ocean View Apartment at Captain's Ridge (view from every room), holiday rental in Anguilla
Ocean View Apartment at Captain's Ridge (view from every room), holiday rental in Anguilla
Ocean View Apartment at Captain's Ridge (view from every room), holiday rental in Anguilla

Ocean View Apartment at Captain's Ridge (view from every room)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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VILLA ALEGRIA - 60 SECS TO BEACH VIA PAVED PATH. GYM, POOL, HOT TUB, holiday rental in Anguilla
VILLA ALEGRIA - 60 SECS TO BEACH VIA PAVED PATH. GYM, POOL, HOT TUB, holiday rental in Anguilla
VILLA ALEGRIA - 60 SECS TO BEACH VIA PAVED PATH. GYM, POOL, HOT TUB, holiday rental in Anguilla

VILLA ALEGRIA - 60 SECS TO BEACH VIA PAVED PATH. GYM, POOL, HOT TUB

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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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
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Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!, holiday rental in Anguilla
Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!, holiday rental in Anguilla
Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!, holiday rental in Anguilla

Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Clubhouse Suite at Bellamare, holiday rental in Anguilla
Clubhouse Suite at Bellamare, holiday rental in Anguilla
Clubhouse Suite at Bellamare, holiday rental in Anguilla

Clubhouse Suite at Bellamare

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury, holiday rental in Anguilla
exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury, holiday rental in Anguilla
exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury, holiday rental in Anguilla

exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Coralito Bay Suites & Villas, holiday rental in Anguilla
Coralito Bay Suites & Villas, holiday rental in Anguilla
Coralito Bay Suites & Villas, holiday rental in Anguilla

Coralito Bay Suites & Villas

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Round Rock Estate In Anguilla, holiday rental in Anguilla
Round Rock Estate In Anguilla, holiday rental in Anguilla
Round Rock Estate In Anguilla, holiday rental in Anguilla

Round Rock Estate In Anguilla

Holiday Rental House
6 bedrooms
9 bathrooms
Sleeps 12
Match: Sleeps
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FABULOUS Bayberry and Chinaberry Villa, holiday rental in Anguilla
FABULOUS Bayberry and Chinaberry Villa, holiday rental in Anguilla
FABULOUS Bayberry and Chinaberry Villa, holiday rental in Anguilla

FABULOUS Bayberry and Chinaberry Villa

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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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
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Stay in Paradise: Luxury Waterfront Villa, Secluded Beach and a Private Pool, holiday rental in Anguilla
Stay in Paradise: Luxury Waterfront Villa, Secluded Beach and a Private Pool, holiday rental in Anguilla
Stay in Paradise: Luxury Waterfront Villa, Secluded Beach and a Private Pool, holiday rental in Anguilla

Stay in Paradise: Luxury Waterfront Villa, Secluded Beach and a Private Pool

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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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
More info
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