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Holiday Rentals with Pools in Anguilla

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0 rentals in Anguilla.
The following properties match some of your filters:
DragonFly Studio, a charming place dedicated to relaxation, holiday rental in Anguilla
DragonFly Studio, a charming place dedicated to relaxation, holiday rental in Anguilla
DragonFly Studio, a charming place dedicated to relaxation, holiday rental in Anguilla

DragonFly Studio, a charming place dedicated to relaxation

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!, holiday rental in Anguilla
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!, holiday rental in Anguilla
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!, holiday rental in Anguilla

Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

Holiday Rental House
4 bedrooms
4 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
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PERFECT 

NEAR THE OCEAN
LARGE BALCONY POOl
PRIVATE SUNDECK,
AC  WIFI, holiday rental in Anguilla
PERFECT 

NEAR THE OCEAN
LARGE BALCONY POOl
PRIVATE SUNDECK,
AC  WIFI, holiday rental in Anguilla
PERFECT 

NEAR THE OCEAN
LARGE BALCONY POOl
PRIVATE SUNDECK,
AC  WIFI, holiday rental in Anguilla

PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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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Spectacular Oceanview Luxury 5 Bdr Samaji Villa, holiday rental in Anguilla
Spectacular Oceanview Luxury 5 Bdr Samaji Villa, holiday rental in Anguilla
Spectacular Oceanview Luxury 5 Bdr Samaji Villa, holiday rental in Anguilla

Spectacular Oceanview Luxury 5 Bdr Samaji Villa

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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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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Romantic Private Villa, Panoramic Ocean Views, Pool, Spectacular Outdoor Spaces., holiday rental in Anguilla
Romantic Private Villa, Panoramic Ocean Views, Pool, Spectacular Outdoor Spaces., holiday rental in Anguilla
Romantic Private Villa, Panoramic Ocean Views, Pool, Spectacular Outdoor Spaces., holiday rental in Anguilla

Romantic Private Villa, Panoramic Ocean Views, Pool, Spectacular Outdoor Spaces.

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Shoal Bay Coastal Sanctuary, Anguilla, BWI, holiday rental in Anguilla
Shoal Bay Coastal Sanctuary, Anguilla, BWI, holiday rental in Anguilla
Shoal Bay Coastal Sanctuary, Anguilla, BWI, holiday rental in Anguilla

Shoal Bay Coastal Sanctuary, Anguilla, BWI

Holiday Rental House
3 bedrooms
3 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
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Spectacular home - 5 mins walk to beach, modern, comfortable, clean and spacious, holiday rental in Anguilla
Spectacular home - 5 mins walk to beach, modern, comfortable, clean and spacious, holiday rental in Anguilla
Spectacular home - 5 mins walk to beach, modern, comfortable, clean and spacious, holiday rental in Anguilla

Spectacular home - 5 mins walk to beach, modern, comfortable, clean and spacious

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach, holiday rental in Anguilla
Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach, holiday rental in Anguilla
Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach, holiday rental in Anguilla

Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Little Villa (Newly Renovated), holiday rental in Anguilla
The Little Villa (Newly Renovated), holiday rental in Anguilla
The Little Villa (Newly Renovated), holiday rental in Anguilla

The Little Villa (Newly Renovated)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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1-BEDROOM + HOT TUB AT AWARD-WINNING TRANQUILITY BEACH RESORT ON MEADS BAY, holiday rental in Anguilla
1-BEDROOM + HOT TUB AT AWARD-WINNING TRANQUILITY BEACH RESORT ON MEADS BAY, holiday rental in Anguilla
1-BEDROOM + HOT TUB AT AWARD-WINNING TRANQUILITY BEACH RESORT ON MEADS BAY, holiday rental in Anguilla

1-BEDROOM + HOT TUB AT AWARD-WINNING TRANQUILITY BEACH RESORT ON MEADS BAY

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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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
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Waterfront villa within minutes to Blowing Point Beach!, holiday rental in Anguilla
Waterfront villa within minutes to Blowing Point Beach!, holiday rental in Anguilla
Waterfront villa within minutes to Blowing Point Beach!, holiday rental in Anguilla

Waterfront villa within minutes to Blowing Point Beach!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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ON THE BEACH - Ultra Luxury Villa, Sleeps 12, Pool, Hot-tub, Fire-Pit, Gym, …, holiday rental in Anguilla
ON THE BEACH - Ultra Luxury Villa, Sleeps 12, Pool, Hot-tub, Fire-Pit, Gym, …, holiday rental in Anguilla
ON THE BEACH - Ultra Luxury Villa, Sleeps 12, Pool, Hot-tub, Fire-Pit, Gym, …, holiday rental in Anguilla

ON THE BEACH - Ultra Luxury Villa, Sleeps 12, Pool, Hot-tub, Fire-Pit, Gym, …

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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1-BEDROOM + KITCHEN, HOT TUB AT TOP-RATED TRANQUILITY BEACH ON MEADS BAY BEACH, holiday rental in Anguilla
1-BEDROOM + KITCHEN, HOT TUB AT TOP-RATED TRANQUILITY BEACH ON MEADS BAY BEACH, holiday rental in Anguilla
1-BEDROOM + KITCHEN, HOT TUB AT TOP-RATED TRANQUILITY BEACH ON MEADS BAY BEACH, holiday rental in Anguilla

1-BEDROOM + KITCHEN, HOT TUB AT TOP-RATED TRANQUILITY BEACH ON MEADS BAY BEACH

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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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
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AIR Residence relax in your home away from home centrally located on Anguilla, holiday rental in Anguilla
AIR Residence relax in your home away from home centrally located on Anguilla, holiday rental in Anguilla
AIR Residence relax in your home away from home centrally located on Anguilla, holiday rental in Anguilla

AIR Residence relax in your home away from home centrally located on Anguilla

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beachfront 1-Bedroom + Hot Tub at Award-winning Tranquility Beach on Meads Bay, holiday rental in Anguilla
Beachfront 1-Bedroom + Hot Tub at Award-winning Tranquility Beach on Meads Bay, holiday rental in Anguilla
Beachfront 1-Bedroom + Hot Tub at Award-winning Tranquility Beach on Meads Bay, holiday rental in Anguilla

Beachfront 1-Bedroom + Hot Tub at Award-winning Tranquility Beach on Meads Bay

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Oceanview villa with private pool, 5 mins to beach, holiday rental in Anguilla
Oceanview villa with private pool, 5 mins to beach, holiday rental in Anguilla
Oceanview villa with private pool, 5 mins to beach, holiday rental in Anguilla

Oceanview villa with private pool, 5 mins to beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Quiet Home, holiday rental in Anguilla
Quiet Home, holiday rental in Anguilla
Quiet Home, holiday rental in Anguilla

Quiet Home

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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♥ Our House / Your House ♥, holiday rental in Anguilla
♥ Our House / Your House ♥, holiday rental in Anguilla
♥ Our House / Your House ♥, holiday rental in Anguilla

♥ Our House / Your House ♥

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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A Home away from Home, Just 2 Minutes from White Sandy Beach, Bar and Restaurant, holiday rental in Anguilla
A Home away from Home, Just 2 Minutes from White Sandy Beach, Bar and Restaurant, holiday rental in Anguilla
A Home away from Home, Just 2 Minutes from White Sandy Beach, Bar and Restaurant, holiday rental in Anguilla

A Home away from Home, Just 2 Minutes from White Sandy Beach, Bar and Restaurant

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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B6 at Sandy Hill Condo welcomes you to a relaxing vacation, home away from home., holiday rental in Anguilla
B6 at Sandy Hill Condo welcomes you to a relaxing vacation, home away from home., holiday rental in Anguilla
B6 at Sandy Hill Condo welcomes you to a relaxing vacation, home away from home., holiday rental in Anguilla

B6 at Sandy Hill Condo welcomes you to a relaxing vacation, home away from home.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Pelican Bay Villa - A Pristine New Remodel, holiday rental in Anguilla
Pelican Bay Villa - A Pristine New Remodel, holiday rental in Anguilla
Pelican Bay Villa - A Pristine New Remodel, holiday rental in Anguilla

Pelican Bay Villa - A Pristine New Remodel

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Azure at Bayview - Perfect for a guest or couple and near to Shoal Bay Beach!, holiday rental in Anguilla
Azure at Bayview - Perfect for a guest or couple and near to Shoal Bay Beach!, holiday rental in Anguilla
Azure at Bayview - Perfect for a guest or couple and near to Shoal Bay Beach!, holiday rental in Anguilla

Azure at Bayview - Perfect for a guest or couple and near to Shoal Bay Beach!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Studio- over 600sq ft, better than a hotel, walk to Shoal Bay, FREE Beach chairs, holiday rental in Anguilla
Studio- over 600sq ft, better than a hotel, walk to Shoal Bay, FREE Beach chairs, holiday rental in Anguilla
Studio- over 600sq ft, better than a hotel, walk to Shoal Bay, FREE Beach chairs, holiday rental in Anguilla

Studio- over 600sq ft, better than a hotel, walk to Shoal Bay, FREE Beach chairs

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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1-Bedroom + Sofabed at Award-winning Tranquility Beach Resort on Meads Bay Beach, holiday rental in Anguilla
1-Bedroom + Sofabed at Award-winning Tranquility Beach Resort on Meads Bay Beach, holiday rental in Anguilla
1-Bedroom + Sofabed at Award-winning Tranquility Beach Resort on Meads Bay Beach, holiday rental in Anguilla

1-Bedroom + Sofabed at Award-winning Tranquility Beach Resort on Meads Bay Beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Sienna is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!, holiday rental in Anguilla
Sienna is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!, holiday rental in Anguilla
Sienna is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!, holiday rental in Anguilla

Sienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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VILLA ALEGRIA: BEST VIEWS IN ANGUILLA & 60 SECONDS TO BEACH + POOL, JACUZZI, GYM, holiday rental in Anguilla
VILLA ALEGRIA: BEST VIEWS IN ANGUILLA & 60 SECONDS TO BEACH + POOL, JACUZZI, GYM, holiday rental in Anguilla
VILLA ALEGRIA: BEST VIEWS IN ANGUILLA & 60 SECONDS TO BEACH + POOL, JACUZZI, GYM, holiday rental in Anguilla

VILLA ALEGRIA: BEST VIEWS IN ANGUILLA & 60 SECONDS TO BEACH + POOL, JACUZZI, GYM

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Zen is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!, holiday rental in Anguilla
Zen is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!, holiday rental in Anguilla
Zen is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!, holiday rental in Anguilla

Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 1-Bedroom + Hot Tub at Award-Winning Tranquility Beach on Meads Bay Beach, holiday rental in Anguilla
Luxury 1-Bedroom + Hot Tub at Award-Winning Tranquility Beach on Meads Bay Beach, holiday rental in Anguilla
Luxury 1-Bedroom + Hot Tub at Award-Winning Tranquility Beach on Meads Bay Beach, holiday rental in Anguilla

Luxury 1-Bedroom + Hot Tub at Award-Winning Tranquility Beach on Meads Bay Beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Antilles Pearl - Private Villa at Altamer, holiday rental in Anguilla
Antilles Pearl - Private Villa at Altamer, holiday rental in Anguilla
Antilles Pearl - Private Villa at Altamer, holiday rental in Anguilla

Antilles Pearl - Private Villa at Altamer

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Nevaeh Villa - Exclusive 9 bedroom fully staffed beachfront estate, holiday rental in Anguilla
Nevaeh Villa - Exclusive 9 bedroom fully staffed beachfront estate, holiday rental in Anguilla
Nevaeh Villa - Exclusive 9 bedroom fully staffed beachfront estate, holiday rental in Anguilla

Nevaeh Villa - Exclusive 9 bedroom fully staffed beachfront estate

Holiday Rental House
9 bedrooms
12 bathrooms
Sleeps 20
Match: Sleeps
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Fountain Anguilla Studio!, holiday rental in Anguilla
Fountain Anguilla Studio!, holiday rental in Anguilla
Fountain Anguilla Studio!, holiday rental in Anguilla

Fountain Anguilla Studio!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Villa located on Meads Bay Beach, Anguilla, BWI, holiday rental in Anguilla
Luxury Villa located on Meads Bay Beach, Anguilla, BWI, holiday rental in Anguilla
Luxury Villa located on Meads Bay Beach, Anguilla, BWI, holiday rental in Anguilla

Luxury Villa located on Meads Bay Beach, Anguilla, BWI

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Château Genesis : Cozy Caribbean Retreat, holiday rental in Anguilla
Château Genesis : Cozy Caribbean Retreat, holiday rental in Anguilla
Château Genesis : Cozy Caribbean Retreat, holiday rental in Anguilla

Château Genesis : Cozy Caribbean Retreat

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Caribbean Beach Front Villa With Swimming Pool, holiday rental in Anguilla
Caribbean Beach Front Villa With Swimming Pool, holiday rental in Anguilla
Caribbean Beach Front Villa With Swimming Pool, holiday rental in Anguilla

Caribbean Beach Front Villa With Swimming Pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy one bedroom studio, holiday rental in Anguilla
Cozy one bedroom studio, holiday rental in Anguilla
Cozy one bedroom studio, holiday rental in Anguilla

Cozy one bedroom studio

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fortune Rise. Car Rental available, holiday rental in Anguilla
Fortune Rise. Car Rental available, holiday rental in Anguilla
Fortune Rise. Car Rental available, holiday rental in Anguilla

Fortune Rise. Car Rental available

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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This brand new Villa, modern amenities,  Pool deck and ocean views, holiday rental in Anguilla
This brand new Villa, modern amenities,  Pool deck and ocean views, holiday rental in Anguilla
This brand new Villa, modern amenities,  Pool deck and ocean views, holiday rental in Anguilla

This brand new Villa, modern amenities, Pool deck and ocean views

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Panoramic Beachfront Villa, holiday rental in Anguilla
Panoramic Beachfront Villa, holiday rental in Anguilla
Panoramic Beachfront Villa, holiday rental in Anguilla

Panoramic Beachfront Villa

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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3 King Suites, West End Villa with AMAZING Infinity Pool!, holiday rental in Anguilla
3 King Suites, West End Villa with AMAZING Infinity Pool!, holiday rental in Anguilla
3 King Suites, West End Villa with AMAZING Infinity Pool!, holiday rental in Anguilla

3 King Suites, West End Villa with AMAZING Infinity Pool!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Fortune Estate (Rental car available)Mount Fortune, Anguilla, holiday rental in Anguilla
Fortune Estate (Rental car available)Mount Fortune, Anguilla, holiday rental in Anguilla
Fortune Estate (Rental car available)Mount Fortune, Anguilla, holiday rental in Anguilla

Fortune Estate (Rental car available)Mount Fortune, Anguilla

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Steps Away from the Beach! Enjoy Scenic Sunset Right on Your Own Private Patio, holiday rental in Anguilla
Steps Away from the Beach! Enjoy Scenic Sunset Right on Your Own Private Patio, holiday rental in Anguilla
Steps Away from the Beach! Enjoy Scenic Sunset Right on Your Own Private Patio, holiday rental in Anguilla

Steps Away from the Beach! Enjoy Scenic Sunset Right on Your Own Private Patio

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Luxury Villa w/Ocean Views 5 Br 2 pools offers ultimate AXA vacation, holiday rental in Anguilla
Stunning Luxury Villa w/Ocean Views 5 Br 2 pools offers ultimate AXA vacation, holiday rental in Anguilla
Stunning Luxury Villa w/Ocean Views 5 Br 2 pools offers ultimate AXA vacation, holiday rental in Anguilla

Stunning Luxury Villa w/Ocean Views 5 Br 2 pools offers ultimate AXA vacation

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Upstairs 2 bedroom apartment- 5 mins from the beach, holiday rental in Anguilla
Upstairs 2 bedroom apartment- 5 mins from the beach, holiday rental in Anguilla
Upstairs 2 bedroom apartment- 5 mins from the beach, holiday rental in Anguilla

Upstairs 2 bedroom apartment- 5 mins from the beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Panoramic Beachfront Villa - Secluded and Pristine Beach, holiday rental in Anguilla
Panoramic Beachfront Villa - Secluded and Pristine Beach, holiday rental in Anguilla
Panoramic Beachfront Villa - Secluded and Pristine Beach, holiday rental in Anguilla

Panoramic Beachfront Villa - Secluded and Pristine Beach

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
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