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Anguilla Vacation Rentals

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217 rentals in Anguilla.
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Private; panoramic views of Crocus Bay; heated pool, vacation rental in Anguilla
Private; panoramic views of Crocus Bay; heated pool, vacation rental in Anguilla
Private; panoramic views of Crocus Bay; heated pool, vacation 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, vacation rental in Anguilla
Beautiful 2 BR/2 BA Condo - Gorgeous Views of the Caribbean and St. Martin, vacation rental in Anguilla
Beautiful 2 BR/2 BA Condo - Gorgeous Views of the Caribbean and St. Martin, vacation 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, vacation rental in Anguilla
Oceana Villa Anguilla - Private Panoramic View with Heated Pool, vacation rental in Anguilla
Oceana Villa Anguilla - Private Panoramic View with Heated Pool, vacation 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, vacation rental in Anguilla
LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS, vacation rental in Anguilla
LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS, vacation 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., vacation rental in Anguilla
BellamareVilla, Shoal Bay East, Pool., vacation rental in Anguilla
BellamareVilla, Shoal Bay East, Pool., vacation rental in Anguilla

BellamareVilla, Shoal Bay East, Pool.

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Ocean Terrace Luxury 2BR Condos, Spectacular Views, vacation rental in Anguilla
Ocean Terrace Luxury 2BR Condos, Spectacular Views, vacation rental in Anguilla
Ocean Terrace Luxury 2BR Condos, Spectacular Views, vacation rental in Anguilla

Ocean Terrace Luxury 2BR Condos, Spectacular Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request), vacation rental in Anguilla
Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request), vacation rental in Anguilla
Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request), vacation 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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Little Butterfly, vacation rental in Anguilla
Little Butterfly, vacation rental in Anguilla
Little Butterfly, vacation rental in Anguilla

Little Butterfly

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spyglass Hill Villa, vacation rental in Anguilla
Spyglass Hill Villa, vacation rental in Anguilla
Spyglass Hill Villa, vacation 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, vacation rental in Anguilla
Mainstay Villa at Elsie Bay, vacation rental in Anguilla
Mainstay Villa at Elsie Bay, vacation 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, vacation rental in Anguilla
Beautiful Shoal Bay Condo Penthouse for 2-4 Guests, vacation rental in Anguilla
Beautiful Shoal Bay Condo Penthouse for 2-4 Guests, vacation 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, vacation rental in Anguilla
Alegria Villa: Barefoot elegant luxury villa with effortless beach access, vacation rental in Anguilla
Alegria Villa: Barefoot elegant luxury villa with effortless beach access, vacation 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!, vacation rental in Anguilla
Fabulous Ocean View - Bayberry and Chinaberry Villa - Come and See us this year!, vacation rental in Anguilla
Fabulous Ocean View - Bayberry and Chinaberry Villa - Come and See us this year!, vacation 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..., vacation rental in Anguilla
BEACH HOUSE + CAR + POOL + HOT TUB + FIREPIT + VOLLEYBALL + ETC..., vacation rental in Anguilla
BEACH HOUSE + CAR + POOL + HOT TUB + FIREPIT + VOLLEYBALL + ETC..., vacation 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, vacation rental in Anguilla
Penthouse Mimosa Great Views, Oceanfront Estate, vacation rental in Anguilla
Penthouse Mimosa Great Views, Oceanfront Estate, vacation 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 (UPPER): Casual, Bright, Affordable, Perfect for Families, vacation rental in Anguilla
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families, vacation rental in Anguilla
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families, vacation 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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BestValue1300/5bd/night. Rent 1 bdr or more,  rates adjusted on a sliding scale, vacation rental in Anguilla
BestValue1300/5bd/night. Rent 1 bdr or more,  rates adjusted on a sliding scale, vacation rental in Anguilla
BestValue1300/5bd/night. Rent 1 bdr or more,  rates adjusted on a sliding scale, vacation 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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Three Dolphins  Lockrum Bay, Anguilla  BWI, vacation rental in Anguilla
Three Dolphins  Lockrum Bay, Anguilla  BWI, vacation rental in Anguilla
Three Dolphins  Lockrum Bay, Anguilla  BWI, vacation 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, vacation rental in Anguilla
Shoal Bay Coastal Sanctuary, Anguilla, vacation rental in Anguilla
Shoal Bay Coastal Sanctuary, Anguilla, vacation rental in Anguilla

Shoal Bay Coastal Sanctuary, Anguilla

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!, vacation rental in Anguilla
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!, vacation rental in Anguilla
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!, vacation 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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Tequila Sunrise Villa in Anguilla, vacation rental in Anguilla
Tequila Sunrise Villa in Anguilla, vacation rental in Anguilla
Tequila Sunrise Villa in Anguilla, vacation 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, vacation rental in Anguilla
James Place Apartments, Anguilla , British West Indies, vacation rental in Anguilla
James Place Apartments, Anguilla , British West Indies, vacation rental in Anguilla

James Place Apartments, Anguilla , British West Indies

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Location, Location, Location! Stunning Villa Azure, vacation rental in Anguilla
Location, Location, Location! Stunning Villa Azure, vacation rental in Anguilla
Location, Location, Location! Stunning Villa Azure, vacation rental in Anguilla

Location, Location, Location! Stunning Villa Azure

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Location, Location, Location! Stunning Villa Azure, Owner Listing, vacation rental in Anguilla
Location, Location, Location! Stunning Villa Azure, Owner Listing, vacation rental in Anguilla
Location, Location, Location! Stunning Villa Azure, Owner Listing, vacation rental in Anguilla

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

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Water views, central location and welcome package and heated pool, vacation rental in Anguilla
Water views, central location and welcome package and heated pool, vacation rental in Anguilla
Water views, central location and welcome package and heated pool, vacation rental in Anguilla

Water views, central location and welcome package and heated pool

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

Beach Paradise Tranquility in Blue

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Coconut Palm Villa -Twin Palms Villas at Meads Bay, vacation rental in Anguilla
Coconut Palm Villa -Twin Palms Villas at Meads Bay, vacation rental in Anguilla
Coconut Palm Villa -Twin Palms Villas at Meads Bay, vacation 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, vacation rental in Anguilla
Lockrum Point Villa: Seaside Villa  3 Bed/3 Bath/Pool, vacation rental in Anguilla
Lockrum Point Villa: Seaside Villa  3 Bed/3 Bath/Pool, vacation rental in Anguilla

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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BEACHFRONT VILLA 11,000 SF LUXURY VILLA + SUV + POOL + HOT TUB + FIREPIT + ETC, vacation rental in Anguilla
BEACHFRONT VILLA 11,000 SF LUXURY VILLA + SUV + POOL + HOT TUB + FIREPIT + ETC, vacation rental in Anguilla
BEACHFRONT VILLA 11,000 SF LUXURY VILLA + SUV + POOL + HOT TUB + FIREPIT + ETC, vacation 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
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5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale, vacation rental in Anguilla
5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale, vacation rental in Anguilla
5 BDRM Villa Possibility to rent 1 bdrm or more, rates adjusted on sliding scale, vacation 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
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Bonneview Villa - Your Far Away Home, vacation rental in Anguilla
Bonneview Villa - Your Far Away Home, vacation rental in Anguilla
Bonneview Villa - Your Far Away Home, vacation rental in Anguilla

Bonneview Villa - Your Far Away Home

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Very Private Villa Hibernia,  Ocean Front, Pool & sea Gazebo, vacation rental in Anguilla
Very Private Villa Hibernia,  Ocean Front, Pool & sea Gazebo, vacation rental in Anguilla
Very Private Villa Hibernia,  Ocean Front, Pool & sea Gazebo, vacation rental in Anguilla

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Oceanfront, A/C, Full Kitchen, Wi-Fi, huge waterfront deck-Sandy Hill, Anguilla, vacation rental in Anguilla
Oceanfront, A/C, Full Kitchen, Wi-Fi, huge waterfront deck-Sandy Hill, Anguilla, vacation rental in Anguilla
Oceanfront, A/C, Full Kitchen, Wi-Fi, huge waterfront deck-Sandy Hill, Anguilla, vacation 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
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The Embellie Villa and Cottage, vacation rental in Anguilla
The Embellie Villa and Cottage, vacation rental in Anguilla
The Embellie Villa and Cottage, vacation rental in Anguilla

The Embellie Villa and Cottage

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Lockrum Point Villa:  Seaside Villa 4 Bed/4 Bath/Pool, vacation rental in Anguilla
Lockrum Point Villa:  Seaside Villa 4 Bed/4 Bath/Pool, vacation rental in Anguilla
Lockrum Point Villa:  Seaside Villa 4 Bed/4 Bath/Pool, vacation rental in Anguilla

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

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Anguilla Bow Green Villa on Rendezvous Bay Beach , vacation rental in Anguilla
Anguilla Bow Green Villa on Rendezvous Bay Beach , vacation rental in Anguilla
Anguilla Bow Green Villa on Rendezvous Bay Beach , vacation 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, vacation rental in Anguilla
Villa Blue in Sandy Hill Bay, vacation rental in Anguilla
Villa Blue in Sandy Hill Bay, vacation rental in Anguilla

Villa Blue in Sandy Hill Bay

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Beautiful villa with ocean view and terrace, vacation rental in Anguilla
Beautiful villa with ocean view and terrace, vacation rental in Anguilla
Beautiful villa with ocean view and terrace, vacation 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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VILLA ALEGRIA - 60 SECS TO BEACH VIA PAVED PATH. GYM, POOL, HOT TUB, vacation rental in Anguilla
VILLA ALEGRIA - 60 SECS TO BEACH VIA PAVED PATH. GYM, POOL, HOT TUB, vacation rental in Anguilla
VILLA ALEGRIA - 60 SECS TO BEACH VIA PAVED PATH. GYM, POOL, HOT TUB, vacation 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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Ocean View Apartment at Captain's Ridge (view from every room), vacation rental in Anguilla
Ocean View Apartment at Captain's Ridge (view from every room), vacation rental in Anguilla
Ocean View Apartment at Captain's Ridge (view from every room), vacation 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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Clubhouse Suite at Bellamare, vacation rental in Anguilla
Clubhouse Suite at Bellamare, vacation rental in Anguilla
Clubhouse Suite at Bellamare, vacation rental in Anguilla

Clubhouse Suite at Bellamare

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Bonne View Villa, vacation rental in Anguilla
Bonne View Villa, vacation rental in Anguilla
Bonne View Villa, vacation 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!, vacation rental in Anguilla
Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!, vacation rental in Anguilla
Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!, vacation 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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exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury, vacation rental in Anguilla
exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury, vacation rental in Anguilla
exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury, vacation rental in Anguilla

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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FABULOUS Bayberry and Chinaberry Villa, vacation rental in Anguilla
FABULOUS Bayberry and Chinaberry Villa, vacation rental in Anguilla
FABULOUS Bayberry and Chinaberry Villa, vacation rental in Anguilla

FABULOUS Bayberry and Chinaberry Villa

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Round Rock Estate In Anguilla, vacation rental in Anguilla
Round Rock Estate In Anguilla, vacation rental in Anguilla
Round Rock Estate In Anguilla, vacation rental in Anguilla

Round Rock Estate In Anguilla

Holiday Rental House
6 bedrooms
9 bathrooms
Sleeps 12
Match: Sleeps
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Coralito Bay Suites & Villas, vacation rental in Anguilla
Coralito Bay Suites & Villas, vacation rental in Anguilla
Coralito Bay Suites & Villas, vacation rental in Anguilla

Coralito Bay Suites & Villas

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Bow Green Rendezvous Anguilla, vacation rental in Anguilla
Bow Green Rendezvous Anguilla, vacation rental in Anguilla
Bow Green Rendezvous Anguilla, vacation rental in Anguilla

Bow Green Rendezvous Anguilla

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

Beach Palm Villa - Twin Palms Villas at Meads Bay

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Stay in Paradise: Luxury Waterfront Villa, Secluded Beach and a Private Pool, vacation rental in Anguilla
Stay in Paradise: Luxury Waterfront Villa, Secluded Beach and a Private Pool, vacation rental in Anguilla
Stay in Paradise: Luxury Waterfront Villa, Secluded Beach and a Private Pool, vacation 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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