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Villa and apartment vacation rentals in Anguilla

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Anguilla

Guests agree: these stays are highly rated for location, cleanliness, and more.

St.Somewhere Else
Entire cottage · 3 guests · 2 beds · 1 bath

St.Somewhere ElseOceanside guesthouse is peaceful, beautiful and gated. Full access to the bacce ball court, pool and ocean! We are located on the eastern end of the island, 5 minute drive to shoal bay and 3 minute drive to island harbor. Walking distance to some of the best local beach bars and restaurants!

Fortune Rise. (Car rental available)
Entire rental unit · 6 guests · 4 beds · 2 baths

Fortune Rise. (Car rental available)Fortune Rise is a licensed property that's falls under the villa business regulations Act. It's a newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

The Bird's Nest - Anguilla
Tiny house · 2 guests · 1 bed · 1.5 baths

The Bird's Nest - Anguilla*SAFE ENVIRONMENT APPROVED* The Birds Nest is a quaint & charming studio retreat with simple chic decor & soft up-lighting/double chandeliers. The Nest boasts a private entrance via spiral staircase, a kitchen nook, cozy sofa bed, full bathroom with rain shower and breezy adjoined balcony. This space is perfect for a husband and wife looking to reconnect or even a solo traveler seeking a creative space in paradise. We like to say, "Retreat and then Spread your Wings." Birds Nest - Anguilla.

Vacation rentals for every style

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Popular amenities for Anguilla vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Pet friendly vacation villas

LUXE
Professionally inspected
  1. Entire villa
  2. Long Bay Village
Long Bay & Santosha Estates · Designer multi-villa estate on quiet Long Bay Beach
$14,300 per night
SUPERHOST
  1. Entire villa
  2. The Valley
Chinaberry Villa
$195 per night
LUXE
Professionally inspected
  1. Entire villa
  2. Pelican Bay
Round Rock
$2,300 per night
LUXE
Professionally inspected
  1. Entire villa
  2. Lockrum
Beaches Edge · Waterfront tropical modernism facing St. Martin
$1,400 per night
SUPERHOST
  1. Entire villa
  2. AI
The Abbey Ocean Front Shoal Bay East
$900 per night
No reviews yet
  1. Entire villa
  2. The Valley
SANDCASTLE BEACHHOUSE + CAR + POOL + JACUZZI + ..
$2,128 per night
  1. Entire villa
  2. West End Bay
Romance and relaxation - visit Gardenia Villa
$185 per night
SUPERHOST
  1. Entire villa
  2. Blowing Point
Bayberry Villa - Yours in Anguilla!
$300 per night
  1. Entire villa
  2. Seafeathers
Caribbean Beach Front Villa With Swimming Pool
$475 per night
  1. Entire villa
  2. AI
Greengard Villa - Anguilla, Cul De Sac
$225 per night
LUXE
Professionally inspected
  1. Entire villa
  2. Shoal Bay Village
Waves Villa · Classic Caribbean charm near Shoal Bay Beach
$766 per night
LUXE
Professionally inspected
  1. Entire villa
  2. Blowing Point
Pelican Bay
$995 per night

Beachfront villa rentals

No reviews yet
  1. Entire villa
  2. Island harbor
Villa Romeo- Oceanfront Shoal Bay East!
$1,150 per night
  1. Entire villa
  2. Anguilla
Stunning Sea Feathers Villa
$550 per night
SUPERHOST
  1. Entire villa
  2. Sandy Ground
Beachfront Villa, Pool, 4 bedroom, 3 bath
$660 per night
LUXE
Professionally inspected
  1. Entire villa
  2. Long Bay Village
Quintessence - The Grand Mansion · Colonial-style estate on private beachfront
$10 per night
No reviews yet
  1. Private room
  2. Blowing Point
STUNNING PRIVATE ROOM WITHIN LUXURY VILLA-GYM/POOL
$395 per night
No reviews yet
  1. Entire villa
  2. Blowing Point
7BD VILLA W/ PRIVATE BEACH-SAUNA-GYM & POOL
$2,275 per night
No reviews yet
  1. Entire villa
  2. Long Bay Village
Sky Villa at Long Bay Villas, Staffed Beach Oasis
$3,400 per night
No reviews yet
  1. Entire villa
  2. The Valley
Arawak Beach Club 2 Bed King Lux Villa w/ Kitchen
$218 per night
  1. Entire villa
  2. Shoal Bay Village
Exclusive Beachfront Villa
$2,575 per night
  1. Entire villa
  2. Blowing Point
Beach Home in Paradise - OASIS
$200 per night
SUPERHOST
  1. Entire villa
  2. Shoal Bay Village
BellamareVilla Oceanfront, Short Term/ Long Term
$770 per night
  1. Entire villa
  2. Rendezvous Bay
Songbird Villa - Rendezvous Bay, Anguilla
$450 per night

Vacation apartments with patios or balconies

SUPERHOST
  1. Entire rental unit
  2. AI
Cool Caribbean "Cocoplum" @Andy's Castle, Anguilla
$85 per night
  1. Entire rental unit
  2. Blowing Point
Fully equipped studio apartment. Ocean view!
$125 per night
SUPERHOST
  1. Entire rental unit
  2. West end
James Hughes west end nice place
$98 per night
  1. Entire rental unit
  2. Island Harbour, ANGUILLA AI-2640
Searocks Apartment
$95 per night
  1. Entire rental unit
  2. Mount Fortune
Fortune Estate East (Car rental available)
$95 per night
SUPERHOST
  1. Entire rental unit
  2. West End
James Hughes cozy apartment west end
$85 per night
  1. Entire rental unit
  2. Anguilla
Native Vybz near the 4season, Taxi and Car Rentals
$80 per night
No reviews yet
  1. Entire rental unit
  2. North Side
BrelloutCliffs Villas
$50 per night
  1. Entire rental unit
  2. AI
Arawak Beach Club King Bed Suite w/ Kitchenette #9
$299 per night
  1. Entire rental unit
  2. Sandy Hill Bay
Stylish Place in Front of the Caribbean Sea
$150 per night
  1. Entire rental unit
  2. AI
Arawak Beach Club Ocean Suite w/ King & Kitchen #8
$199 per night
SUPERHOST
  1. Entire rental unit
  2. Statia Valley
Studio Honeycomb
$65 per night