Villas and Vacation Homes in Anguilla

2901 Villas and Vacation Homes in Anguilla

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • hometogo
  • expedia
  • belvilla
  • villanovo
  • interhome
  • tripcom
Anguilla
Search for your vacation home
Price per night
Accommodation type
Rating

Best villa offers in Anguilla

Luxury villas in Anguilla

Private grounds and elevated finishes suit Anguilla's understated, low-key glamour.

2 Bd Apt At Da'vida's Crocus Bay #1 - Anguilla
9.1 16 reviews

2 Bd Apt At Da'vida's Crocus Bay #1

house
Perfectly situated for beach access, this welcoming two-bedroom villa is just a 20-second walk to Crocus Bay Beach and 5 miles from the airport, offering a central location midway between West End resorts and Shoal Bay East.
This holiday home features a private balcony with garden and ocean views, a separate living room, a fully equipped kitchen with a fridge and microwave, air conditioning, and parking, comfortably accommodating up to 4 guests.
Anguilla Oceanfront Retreat-water Access & Views - Anguilla
No reviews

Anguilla Oceanfront Retreat-water Access & Views

house
Centrally located on the south side of Anguilla, this villa offers direct oceanfront access with a private sandy area and dock, just minutes from the airport and Blowing Point ferry terminal.
This spacious beach house accommodates up to 10 guests with 5 bedrooms and 3.5 bathrooms, featuring a Great Room with ocean views, expansive outdoor patios, and proximity to local dining.
6 Br Villa On Crocus Bay With Pool & Concierge - Anguilla
10 3 reviews

6 Br Villa On Crocus Bay With Pool & Concierge

house
Offering panoramic ocean and sunset views, this luxury villa is located in a secluded hillside community near Crocus Bay, just a 5-15 minute drive from top beaches, dining, and outdoor activities.
This exclusive holiday home features 6 bedrooms, 6 bathrooms, and sleeps 12, boasting a private infinity pool, expansive indoor-outdoor living spaces, a dedicated bunk room with a game area, and daily housekeeping for a pristine stay.
Luxury Villa In The Farrington - Anguilla
10 1 review

Luxury Villa In The Farrington

house
Offering unparalleled ocean vistas and direct access to a manicured lawn sloping to the water's edge, this exclusive apartment in Le Quartier provides a serene seaside escape, just steps from crystal-clear waters.
This luxurious holiday home accommodates up to 8 guests with 4 bedrooms and 4 bathrooms, boasting a full kitchen, air conditioning, a swimming pool, fitness center, garden, and included vehicle for convenient exploration of Le Quartier and its surroundings.

Villas in Anguilla with private pool

A private pool is a quiet place to relax without sharing space at a public resort, and many properties sit within easy reach of Sandy Ground, a lively harborside strip lined with beach bars.

Spectacular Oceanview Luxury 5 Bdr Samaji Villa - Anguilla
9.7 6 reviews

Spectacular Oceanview Luxury 5 Bdr Samaji Villa

house
Just 5 minutes on foot from Island Harbour Beach, this Samaji villa offers breathtaking ocean views overlooking Scilly Cay from its prime location above the beach.
This luxurious holiday home features 5 bedrooms, 3 bathrooms, and accommodates up to 10 guests with a private swimming pool, air conditioning, and a fully equipped kitchen, ensuring a comfortable stay with convenient access to Island Harbour's dining and grocery options.
Cozy, Peaceful And Relaxing - Anguilla
9.0 2 reviews

Cozy, Peaceful And Relaxing

house
Perched on a unique hilltop in central Anguilla, this villa offers expansive panoramic views of St. Martin/St. Maarten and is conveniently located within easy walking distance to The Valley's shops and beaches.
This welcoming holiday home, featuring 3 bedrooms and 3 bathrooms to accommodate up to 6 guests, boasts a fully furnished interior for a comfortable stay, complemented by daily cleaning services, air conditioning, a swimming pool, a Jacuzzi, and parking.
Sand Villa On Long Bay Beach. Staffed Luxury Oasis - Anguilla
10 3 reviews

Sand Villa On Long Bay Beach. Staffed Luxury Oasis

house
Directly on the pristine sands of Long Bay Beach, this ultra-luxury 5-bedroom villa is located a mere 5 miles from Long Bay Village's renowned West End restaurants and championship golf courses.
This exclusive beach house offers a heated infinity pool, hot tub, alfresco dining, BBQ grill, and complimentary kayaks and paddleboards, accommodating up to 12 guests with 8 hours of daily butler service and concierge.
Villa Romantica Overlooking The Ocean - Anguilla
9.9 29 reviews

Villa Romantica Overlooking The Ocean

house
Located in a bustling district of Island Harbour, this residence offers convenient access to family activities, nightlife, and restaurants, with beautiful beaches just under 1,000 feet away.
This welcoming 1-bedroom, 1-bathroom villa accommodates up to 2 guests and features air conditioning, a full kitchen with a dishwasher, a swimming pool, and generous outdoor space.

Villas in Popular Destinations

Pet-friendly villas in Anguilla

Quiet coastal roads and open salt pond trails give pets plenty of room to roam in Anguilla, beyond the busier beaches.

Bayberry Villa - Yours In Anguilla! - Anguilla
10 7 reviews

Bayberry Villa - Yours In Anguilla!

house
Bayberry is centrally located in Anguilla, a short walk to a sandy cove and equidistant from western restaurants and eastern beaches.
This welcoming villa offers 2 bedrooms, sleeping up to 4 guests, with a wrap-around deck featuring open-concept living, dining, and kitchen areas with courtyard and bay views, and optional air conditioning in bedrooms for an additional weekly fee.
Bouvardia Estate - Villas With Pools & Amenities - Anguilla
No reviews

Bouvardia Estate - Villas With Pools & Amenities

house
Located in Little Harbour, Anguilla, this stylish, fully gated villa provides generous outdoor space and convenient access to prominent city attractions.
This welcoming holiday home features 3 bedrooms, 2 bathrooms, and accommodates up to 6 guests, boasting a private swimming pool, jacuzzi, and air conditioning for a comfortable stay.
Villa Pastiche2, 3bdr Penthouse, Walk 2 Beaches - Anguilla
9.7 6 reviews

Villa Pastiche2, 3bdr Penthouse, Walk 2 Beaches

house
Steps from Road Bay beach in Historical Sandy Ground, this B&B offers a prime Anguilla location with seaside and pond views, blending country and sea aesthetics across rooms with unique narratives and expansive outdoor terraces.
This welcoming holiday home, accommodating up to 6 guests, features a fully equipped kitchen, air conditioning, and a dedicated office space with daybed sofas perfect for families, providing a peaceful retreat just a 7-minute drive from the town center.
Away From Everything - Anguilla
No reviews

Away From Everything

house
Conveniently located on the northside, this welcoming villa is a short 3-mile drive from the valley central area, offering easy access to the region's attractions.
This comfortable holiday home features 1 bedroom, 1 bathroom, and a guest capacity of 2, equipped with a fridge, freezer, and microwave oven for a relaxing stay.

Top countries

Family-friendly vacation homes in Anguilla

Calm, gently sloping beaches and the petroglyphs at Fountain Cavern National Park make for easy, engaging family outings in Anguilla. Choosing a full vacation home adds separate bedrooms and a kitchen for meals between beach days.

White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews

White Sands Anguilla Sand Unit

house, The Valley
Located 8 miles from Shoal Bay and 3.7 miles from Anguilla Airport, this exclusive villa offers a secluded escape in The Valley.
This welcoming holiday home boasts 1500 square feet of air-conditioned living space, accommodating up to 11 guests with a well-equipped kitchen, private parking, and an outdoor swimming pool.
Chocolate Moose - Anguilla
10 3 reviews

Chocolate Moose

house, Anguilla
Located in a district offering ocean views, this villa is less than 10 minutes from Sandy Ground Beach and less than 10 minutes from St. Maarten.
This family-friendly holiday home accommodates up to 5 guests with 2 bedrooms and 2 bathrooms, featuring air conditioning, internet, a full kitchen, and security lighting for a comfortable stay.
Turtle Dove Villa - Anguilla
10 1 review

Turtle Dove Villa

house
Located on North Hill, this luxurious villa offers panoramic views of Sandy Ground.
This family-friendly holiday home features 4 bedrooms, 5 bathrooms, air conditioning, a swimming pool, a garden, and parking for 8 guests, with housekeeping included.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews

Sleeps 11, Kids Lounge, 5,000 Sqft

house
Perched 225 feet above the sea rocks in Upper Shoal Bay East, Villa Okeanos offers breathtaking panoramic views and is a mere 2-3 minute drive to East End restaurants and beaches, placing this luxurious villa in a prime Anguilla location.
This exclusive 5,000 sq. ft. holiday home accommodates up to 11 guests across 4 bedrooms and 3 bathrooms, boasting a unique 800 sq. ft. Kids Lounge, a margarita machine, and an infinity pool terrace seamlessly extending from the great room for exceptional indoor-outdoor living.

Beach villas in Anguilla

Shoal Bay East, a two-mile stretch of powder-white sand and turquoise water, anchors Anguilla's celebrated shoreline, with the uninhabited Sandy Island cay a short boat ride away for an even quieter escape.

Limin' Da Coconut - Anguilla
No reviews

Limin' Da Coconut

house
Villa Bianca Oceanfront 
3br With Private Pool - Anguilla
9.6 24 reviews

Villa Bianca Oceanfront 3br With Private Pool

house
4-bed Villa, Pool, Parking - Anguilla
10 3 reviews

4-bed Villa, Pool, Parking

house
Ocean View 1 (View From Every Rm) - Anguilla
9.7 25 reviews

Ocean View 1 (View From Every Rm)

house
copyright © 2026 villapicker.com