Villa holiday rentals in Anguilla

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Top-rated villa rentals in Anguilla

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Villa in Island Harbour

5.0 out of 5 average rating, 18 reviews

Very Private Ocean Front Villa, Shoal Bay closeby

A vast expanse of ocean front, our villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, outdoor jacuzzi (unheated) & seaside gazebo in secluded grounds. A serene, private hideaway. 5 beaches to choose from within a 2-12 minute drive, including world famous Shoal Bay. Try a coastal hike, start right from the property, snorkel & swim from our gazebo (subject to weather conditions). With notice, we can arrange a chef or massages at the villa (fees apply).

3–10 Nov

£659 per night

Villa in AI

5.0 out of 5 average rating, 3 reviews

Bayberry Villa

A cancellation for Christmas and New Years, means we are available. Come and spend the holidays with us. Our villa is close to dining, the beach, and family-friendly activities. You’ll love it because of the neighborhood, the comfy beds, and the coziness. It is great for couples, families, and furry friends (pets). Bayberry is replete with everything you'll need for a fantastic holiday. Lyn, our wonderful housekeeper will see all of your needs. The beds are comfy, and the towels are fluffy.

2–9 Mar

£393 per night

Guest favourite

Villa in Pelican Bay

5.0 out of 5 average rating, 13 reviews

Oceanfront • Luxury 4 bdrm villa • Pool • Billards

Pelican Bay is a brand new, very private waterfront villa on a half acre in Anguilla, overlooking the sparkling Caribbean with breathtaking views of St. Martin • Fully equipped kitchen • 7,500 ft² of tiled living space • Swimming pool • Ocean views from every room • 4 king beds sleeps 10 • Billiards • Completely walled-in site • Onsite, secured parking for multiple vehicles • Onsite washer/dryer • Long-term stay discounts available 》Minutes from ferry port + airport 》Short walk to sandy beach

1–8 May

£1,091 per night

Villa in Blowing Point

5.0 out of 5 average rating, 7 reviews

Bayberry Villa - Yours in Anguilla!

Bayberry is a lovely two bedroom villa overlooking Rendezvous Bay, and just a couple of minutes walk to a lovely sandy cove nearby. The furnishings are a lovely mix of European and South American - tons of wood and wicker. There are king size beds in both bedrooms, and a sofa bed in bedroom two. Each bedroom has ceiling fans, and lots of windows to catch the ever present trade winds. There are a few months of the year when A/C is needed, and we can provide it in the bedrooms.

28 May – 4 Jun

£273 per night

Villa in Seafeathers

5.0 out of 5 average rating, 18 reviews

Sunrise Villa

This lovely home away from home may be rented as a 1 bed (1 or 2 persons) or a 2 bed (3 or 4). A lovely, tranquil space, this modern, recently built, peaceful, light, breezy house faces St Maarten with wide angle views to St. Barths. The sunrise and sunset views are spectacular. Safe residential area. Close to lovely beaches and great hikes. Coffee, tea, water available. Car rental, transfers from St. Martin, beach chairs, umbrellas also available. (EMAIL HIDDEN)

21–28 Sept

£155 per night

Villa in Seafeathers

5.0 out of 5 average rating, 5 reviews

Sea Heaven

Sea Heaven offers you a beautiful home away from home - in paradise! Set in a beautiful, quiet neighborhood in Sea Feathers Bay with stunning views of St. Maarten & St. Barth’s. A quick walk takes you to a tiny, secluded beach great for shell seeking, snorkeling and exploring. World famous beach, Shoal Bay is a 10 minute drive away. Villa is fully equipped with everything you can imagine making your stay relaxing, comfortable and effortless. You will never want to leave!

23–30 Sept

£465 per night

Villa in Shoal Bay Village

4.5 out of 5 average rating, 4 reviews

Milly's Inn 2

Enjoy magnificent views of the sea and tranquil sunsets from your own spacious patio with the added benefit of the fresh Caribbean Breezes at Milly's Inn which consists of four attractive units. Each is fully furnished with a living area, patio, bedroom, bath and a fully equipped kitchen. 'Milly's Inn 2' is the downstairs unit.....the ocean breeze is amazing in both downstairs apartments. Check out Milly's Inn 1, 3 and 4 if your date is not available with Milly's Inn 2.

17–24 Dec

£229 per night

Villa in Seafeathers

4.88 out of 5 average rating, 8 reviews

Oceanview villa with private pool, 5 mins to beach

Southern Comfort Villa is the perfect place for those looking for a laid back, cottage-like retreat. Our 2 bedroom, 2 bath villa sleeps 4-5 guests. The great room boasts 20 ft vaulted ceilings, a fully equipped kitchen and comfortable furnishings. Take a dip in the pool while enjoying unobstructed views of the Caribbean Sea and neighbouring islands of St. Martin and St. Barth. Enjoy a relaxing morning coffee or afternoon drink with a view on the wrap around veranda.

16–23 Sept

£396 per night

Superhost

Villa in George Hill

Delightful Island Home with 4BR & Amazing Views

A charming and cozy gated home - Eliza Villa boasts Caribbean Home appeal which affords our guests a contemporary and affordable island getaway fit for a couple, a family, or a group of friends. It is centrally located, providing ease of access to several supermarkets, beaches, and restaurants, all while maintaining that secluded getaway feel that allows you to unwind and relax.

18–25 Aug

£272 per night

Villa in Blowing Point

4.75 out of 5 average rating, 4 reviews

Beach Home in Paradise - OASIS

UNIT 6: Oasis Renew, Rejuvenate, and Relax in Oasis. It is the place to be to renew you mind, body, and spirit. The interior gives one the space needed to ease troubles away. The view of French St Martin in the distance and the calm sandy beach will invite one to enjoy its mystique and reintroduce peacefulness, relaxation and mindfulness.

17–24 Jul

£191 per night

Guest favourite

Villa in Shoal Bay Village

5.0 out of 5 average rating, 15 reviews

BellamareVilla Oceanfront, Pool

Bellamare Villa is located on the edge of Shoal Bay's 1 mile of powdery, white sand beach. We offer uninterrupted ocean views with over 6000 Sq.Ft living space, porches, decks and private pool all on ground level. We are ideal for couples, families, Retirees and Groups. With a charming setting, come enjoy privacy and comfort.

24–31 Oct

£1,052 per night

Villa in Seafeathers

5.0 out of 5 average rating, 4 reviews

Stunning Sea Feathers Villa

Forget your worries in this spacious and serene villa. Enjoy the amazing view of the sea while relaxing in your spacious villa. Enjoy a stroll in the gardens or sun bath by the pool with a cool drink from the poolside bar. All is yours as u view the magnificent sea day and night from your private villa

15–22 Jun

£601 per night