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Holiday Rentals with Pools in Anguilla

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135 rentals in Anguilla.
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Private; panoramic views of Crocus Bay; heated pool
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, All pools
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AC, ON THE SEA, PRIVATE SUNDECK, POOL, PARKING. PERSONALIZED OFFERS
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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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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BellamareVilla, Shoal Bay East, Pool.
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Lounge by the Main Level Pool overlooking Caribbean Sea
Gardens in Front of Villa
One view of meads bay
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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Honeymooners! Romantic Private Anguilla Villa w/Pool, Ocean Views, Beach Access
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Stunning Sea Feathers Villa
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
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Ocean Terrace Luxury 2BR Condos, Spectacular Views
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Spyglass Hill Villa
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request)
Holiday Rental House
9 bedrooms
12 bathrooms
Sleeps 22
Match: Sleeps, All pools
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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 House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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BEACH HOUSE + CAR + POOL + HOT TUB + FIREPIT + VOLLEYBALL + ETC...
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Beautiful Shoal Bay Condo Penthouse for 2-4 Guests
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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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 House
5 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps, All pools
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Tequila Sunrise Villa in Anguilla
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Location, Location, Location! Stunning Villa Azure
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Location, Location, Location! Stunning Villa Azure, Owner Listing
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Water views, central location and welcome package and heated pool
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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BEACHFRONT VILLA 11,000 SF LUXURY VILLA + SUV + POOL + HOT TUB + FIREPIT + ETC
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Shoal Bay Coastal Sanctuary, Anguilla
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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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Very Private Villa Hibernia, Ocean Front, Pool & sea Gazebo
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Bonneview Villa - Your Far Away Home
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/Pool
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps, All pools
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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, All pools
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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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Villa Blue in Sandy Hill Bay
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps, All pools
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VILLA ALEGRIA - 60 SECS TO BEACH VIA PAVED PATH. GYM, POOL, HOT TUB
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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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 House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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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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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New Luxury Ocean View Property, Package Included & Pool
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Perfect 3 bedroom Water Front w/Pool, Mini-golf, Gym, Snorkeling & MORE!!!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, All pools
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Champagne Shores Villa
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Villa Mahal, a luxury seafront vacation villa in Anguilla on the Caribbean sea
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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SANDCASTLE VILLA - 11,500 sf Luxury Beachfront Villa + 2 Cars + Pool/Spa
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Waterfront villa within minutes to Blowing Point Beach!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Pelican Bay Villa - A Pristine New Remodel
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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DragonFly Studio, a charming place dedicated to relaxation
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Stay in Paradise in a LUXURY Waterfront Villa for as little as $540 per couple!
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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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 House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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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 House
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Great Value! Mainstay Villa * Elsie Bay. Ocean Front! Rent as a 1, 2, or 3 BR
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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2 BR Villa at Mead Bay Anguilla - Beach Palm Villa, Luxury Villa
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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5 BDR Spectacular Ocean Views: Samaji Villa
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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