Anguilla Rentals
- From $1013 per night (USD)
VRBO
Caribbean Rhapsody Villa, Oceanfront in Island Harbour Anguilla
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful 4 bedroom 4 bathroom home features breathtaking ocean views overlooking Scilly Cay and Island Harbour. Only a ...
From $1013 per night (USD)VRBO
- From $93 per night (USD)
Expedia
5 minutes to the valley & Crocus Bay! condo with a beautiful private courtyard.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy easy access to everything from this perfectly located home. This 1 bedroom/1 bath, fully furnished accommodation s ...
From $93 per night (USD)Expedia
- From $125 per night (USD)
VRBO
C&D Residential Penthouse Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Forget your worries in this breezy, spacious and serene one-bedroom space located only 3 minutes away from Sandy Hill Be ...
From $125 per night (USD)VRBO
- Click For Pricing
Expedia
Exquisite 3 Bedroom villa. Unwind with beach views, and gentle island breezes.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover your dream island escape with our exquisite three-bedroom villa located just a stone’s throw away from Island H ...
Click For PricingExpedia
- From $1286 per night (USD)
VRBO
Lovely 4-Bed Villa in Anguilla
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Luxurious 4-bedroom villa with modern bathrooms, ocean-view master bedrooms, and direct pool deck access. Enjoy the mani ...
From $1286 per night (USD)VRBO
- From $597 per night (USD)
Expedia
Châlet Genesis
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to the serenity of Chalet Genesis Villa, an exquisite 3-bedroom, 3.5-bathroom haven nestled in the residential ch ...
From $597 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Panoramic Views 2BR Villa - Arawak Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Start your getaway at Arawak Beach Club's 2BR villa with Caribbean vistas. Private entrance, 2 terraces, beach steps awa ...
From $474 per night (USD)VRBO
- From $1700 per night (USD)
VRBO
Zenaida Estate in Sandy Hill by Personal Villas - A Holiday Home
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $1700 per night (USD)VRBO
- Click For Pricing
VRBO
Zenaida Estate in Sandy Hill by Personal Villas - A Holiday Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
Click For PricingVRBO
- From $1200 per night (USD)
VRBO
Villa Nirvana, a large and beautiful villa on the tranquil Island of Anguilla.
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Villa Nirvana, located on the picturesque island of Anguilla, BWI. This property offers the perfect escape fo ...
From $1200 per night (USD)VRBO
- From $2420 per night (USD)
VRBO
Elegant Oceanfront Villa
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Villa Amarilla! Designed by Anguilla’s own acclaimed architect Carl Richards, with interiors by award-winning ...
From $2420 per night (USD)VRBO
- From $10086 per night (USD)
Expedia
Luxurious 10 bedroom villa with private beach, tennis court, pavilion and a gym
- Bedrooms:
- 12
- Bathrooms:
- 10
- Sleeps:
- 20
Summary: Villa Indigo stands out as a perfect island escape for all the guests. The villa offers Anguilla island living ...
From $10086 per night (USD)Expedia
- From $2276 per night (USD)
VRBO
A stunning 5 bedroom beachfront villa for a perfect getaway
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Three Dolphins Villa overlooks the sea with an expansive open floor plan that shows the surrounding crystal cle ...
From $2276 per night (USD)VRBO
- From $75 per night (USD)
Expedia
Cozy Studio Apartment, near Shoal Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Forget your worries in this spacious and serene studio apartment situated in the quiet area of Cauls Bottom. Just 5 minu ...
From $75 per night (USD)Expedia
- From $750 per night (USD)
VRBO
Panoramic Beachfront Villa - Secluded and Pristine Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 7
This property, composed of two houses with two bedrooms each, is on a quiet beach near Meads Bay, with sweeping views of ...
From $750 per night (USD)VRBO
- From $1170 per night (USD)
VRBO
Ocean Front Secluded Villa w\/Pool Jacuzzi, Stunning Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our stunning vacation rental villa in Anguilla! Perched on top of a cliff 100 feet from the waterline with sp ...
From $1170 per night (USD)VRBO
- From $11300 per night (USD)
VRBO
Villa Le Bleu by Fantasia Villas
- Bedrooms:
- 11
- Bathrooms:
- 11
- Sleeps:
- 22
Villa Le Bleu on Anguilla is a magnificent high-end property right on the water overlooking wonderful views of neighbori ...
From $11300 per night (USD)VRBO
- From $14142 per night (USD)
VRBO
The Beach House by Fantasia Villas
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Inspired by the natural beauty of Anguilla, with its spectacular sunsets and ocean views, The Beach House ensures that t ...
From $14142 per night (USD)VRBO
- From $10012 per night (USD)
VRBO
Villa Indigo by Fantasia Villas
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 20
Let the lush gardens, white sands and turquoise waters of the Caribbean be the backdrop to a family getaway or special o ...
From $10012 per night (USD)VRBO
- From $645 per night (USD)
VRBO
Very Private Villa Hibernia, Ocean Front Pool & Sea Gazebo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Overview of the Villa: ON THE SPACIOUS BALCONY: Breakfast on fresh French croissants from the village bakery while watch ...
From $645 per night (USD)VRBO
- Click For Pricing
VRBO
Private\/Secluded Villa with Panoramic Ocean Views and own secluded Beach
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 10
Gorgeous Private Villa with 5 Guest Bedrooms and 8 Bathrooms. The overall structure is a sprawling custom built contempo ...
Click For PricingVRBO
- From $495 per night (USD)
VRBO
1-Bedroom + Sofabed at Award-winning Tranquility Beach Resort on Meads Bay Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Tranquility Beach Anguilla -- voted Best Boutique in Anguilla 2023. We are Anguilla's newest luxury beach res ...
From $495 per night (USD)VRBO
- From $12387 per night (USD)
VRBO
Kishti Estate in Meads Bay by Personal Villas - Experience Comfort and Elegance
- Bedrooms:
- 11
- Bathrooms:
- 11
- Sleeps:
- 22
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $12387 per night (USD)VRBO
- From $947 per night (USD)
VRBO
Luxury Villa located on Meads Bay Beach, Anguilla, BWI
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Villa Jasmine Anguilla is located on world famous Meads Bay Beach, Anguilla, BWI. One of the best value villas within w ...
From $947 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Beaches Edge in Blowing Point by Personal Villas - Overlooking the Caribbean Sea
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $1500 per night (USD)VRBO
- From $4900 per night (USD)
VRBO
Kishti (West) in Meads Bay by Personal Villas - Perfect for Families and Friends
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $4900 per night (USD)VRBO
- From $5600 per night (USD)
VRBO
Kishti (East) in Meads Bay by Personal Villas - A Serene Surroundings
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $5600 per night (USD)VRBO
- From $2427 per night (USD)
VRBO
Amarilla in Island Harbor by Personal Villas - Grand Style Villa, Panoramic View
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $2427 per night (USD)VRBO
- From $4775 per night (USD)
VRBO
Frangipani in Meads Bay by Personal Villas - Access to Guest-only Boat Trips
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $4775 per night (USD)VRBO
- From $673 per night (USD)
Expedia
CeBlue Anguilla 1 Bedroom- PRIVATE Villa w Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
**All bookings include** * Personal Concierge * Mid-week Housekeeping Your Private Villa Features: This is a private ...
From $673 per night (USD)Expedia
- From $1506 per night (USD)
VRBO
20% OFF 4 Bedroom Villa- Gated, Private, Near hiking and ocean views!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Magnificent views, luxury amenities and loads of indoor and outdoor space mean your group can spread out and relax in th ...
From $1506 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Across the beach, Ocean View, Pastiche1, new modern 3 bdrs unit for family\/group
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
No house in Anguilla will provide you with fetching, elegant country and sea feel. Each room has a story to tell you. Br ...
From $500 per night (USD)VRBO
- From $1755 per night (USD)
VRBO
3 Bedroom Villa with Private Pool, Amazing Views!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Your Private Villa Features: - A private pool with an adjacent outdoor rain shower and bathroom - One 3,000-square-foot ...
From $1755 per night (USD)VRBO
- From $282 per night (USD)
VRBO
Bayberry Villa - fabulous as always!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just Announced: Great Rates for the summer - we lowered our already great rates with a fresh deal for July 1 - October ...
From $282 per night (USD)VRBO
- From $1956 per night (USD)
VRBO
Anguilla - Three Dolphins Villa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Please note: the cancellation policies for Three Dolphins Villa are detailed in the property rental agreement provided p ...
From $1956 per night (USD)VRBO
- From $3500 per night (USD)
VRBO
Kishti Blackgarden in North Side by Personal Villas - Elegant with Scenic Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $3500 per night (USD)VRBO
- From $7500 per night (USD)
VRBO
Santosha Estate in Long Bay by Personal Villas - Winding Oceanfront Pool
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 18
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $7500 per night (USD)VRBO
- From $2370 per night (USD)
Expedia
Luxury Beachfront Estate with Infinity Pool, Hot Tub, Gym, Sauna, Mini Golf
- Bedrooms:
- 10
- Bathrooms:
- 7
- Sleeps:
- 15
Welcome to our 7 bedroom beachfront estate, Villa Anguillitta, located in Blowing Point with wonderful views of the ocea ...
From $2370 per night (USD)Expedia
- From $1200 per night (USD)
VRBO
Entire property for big family holidays - steps away from the beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Encompassing two elegant units, this unique Caribbean property accommodates up to 12 guests, ideal for large group or fa ...
From $1200 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Beachfront Villa with Infinity Pool, Spa, Gym, Sauna, Mini Golf
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Dolphin Suite, located in Blowing Point with wonderful views of the ocean from almost every room. A one minu ...
Click For PricingExpedia
- From $500 per night (USD)
VRBO
Romantic Private Villa, Panoramic Ocean Views, Pool, Spectacular Outdoor Spaces.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Almond Tree Villa was designed and built specifically and only for couples, providing all the amenities a Caribbean conn ...
From $500 per night (USD)VRBO
- From $515 per night (USD)
Expedia
Fountain Anguilla Oceanside 2nd Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedrooms 2 Bath Comforts: • Located on the 2nd floor (no elevator) in our most oceanfront building • 2 King Master Sui ...
From $515 per night (USD)Expedia
- From $554 per night (USD)
VRBO
Cove Bay Villa I
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Cove Bay Villa I is a cozy yet comfortable private villa home that offers 2 ensuite bedrooms plus a powder room. Comes ...
From $554 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Fountain Anguilla- Oceanside Building Penthouse Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
1 Bedroom Penthouse Comforts: • Located in our most ocean front building • Spacious floor plan; located on the 3rd Floor ...
From $325 per night (USD)Expedia
- From $5000 per night (USD)
VRBO
Infinity at Sheriva Villas \/Ocean-view with 2 pools, 2 Jacuzzis \/5-Star Service
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 16
Infinity at Sheriva Villas is a serene experience for family and friends or a corporate retreat with a full-service luxu ...
From $5000 per night (USD)VRBO
- Click For Pricing
VRBO
Petit Topaz at Altamer Resort
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
The Petit Topaz at Altamer is a private living space with a King bedroom downstairs and additional sleeping loft upstair ...
Click For PricingVRBO
- From $900 per night (USD)
VRBO
Experience The Heart Of The Ocean At Dolphin Villa!!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
“Dolphins is built on the rocks some forty feet above a small golden, half-moon beach with fishing boats at the other en ...
From $900 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Breathtaking Views - Minutes From Many Beaches - Family-Friendly Villa
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
Why be trapped in a resort when you can have a truly beautiful and private island experience. Experience Sweet Return An ...
From $700 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Fountain Anguilla Oceanside Building Penthouse Studio Suite!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio Penthouse comforts: • Located in our most oceanfront building • Located on the 3rd Floor for Spectacular Views (n ...
From $256 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Fountain Anguilla Garden View Condo- free beach chairs on Shoal Bay!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
• Ground floor with garden and pool views • King Bed • Flat screen TV in both living room and bedroom • Fully equipped m ...
From $275 per night (USD)Expedia
- From $5321 per night (USD)
VRBO
Ultimate Luxury Retreat: Private Villas with Pool,King & Dbl Bdrm,Butler Service
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Your own private hideaway outside Private villas 2,125sqft plus 3,800sqft , are hidden gems of the resort with features ...
From $5321 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Panoramic Views With Lux Suite - Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Awake to stunning Caribbean vistas in our favorite suite, 'The Bow Of The Ship,' at Arawak Beach Club. Luxuriate in a Ca ...
From $299 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Tranquil Air Garden Studio - Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience serenity in our oceanfront 'air garden' studio. Clean air, gentle breezes. Ideal for an affordable vacation o ...
From $189 per night (USD)VRBO
- From $4800 per night (USD)
Expedia
Mystique at Sheriva Villas \/Ocean-view With 3 Pools, 3 Jacuzzis \/5-Star Service
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 12
Mystique at Sheriva Villas is a serene experience for family and friends or a corporate retreat with a full-service luxu ...
From $4800 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Oceanfront Lux Suite With Panoramic Views Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Begin your journey at Arawak Beach Club's Suite #8 with Caribbean panoramas. Private terrace, beach bars steps away. Din ...
From $284 per night (USD)VRBO
- From $1396 per night (USD)
Expedia
Seaview Villa Oasis: Pool, Hot Tub, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover a Unique Seaside Haven: Newly Renovated Villa with Pool, Hot Tub, and Breathtaking Views. Immerse yourself in t ...
From $1396 per night (USD)Expedia
- From $4500 per night (USD)
VRBO
Infinity at Sheriva Villas \/Ocean-view with 2 pools, 2 Jacuzzis \/5-Star Service
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 14
Infinity at Sheriva Villas is a serene experience for family and friends or a corporate retreat with a full-service luxu ...
From $4500 per night (USD)VRBO
- From $4000 per night (USD)
Expedia
Infinity at Sheriva Villas \/Ocean-view with 2 pools, 2 Jacuzzis \/5-Star service
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
Infinity at Sheriva Villas is a serene experience for family and friends or a corporate retreat with a full-service luxu ...
From $4000 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Oceanfront Honeymoon Villa With Amazing Views - Arawak Beach Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Start your journey at Arawak Beach Club's Villa #10 with panoramic Caribbean views. Private terrace, short walk to beach ...
From $284 per night (USD)VRBO
- Click For Pricing
Expedia
Cottage by the Sea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the quiet residential village of Sea Feather Bay on Anguilla’s eastern end, the Cottage at Sea Feather Bay of ...
Click For PricingExpedia
- From $600 per night (USD)
VRBO
Beautiful island home modeled after traditional West Indian design
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Manana is a 3 bedroom, 2 bathroom villa on the southeast coast of Anguilla with views of St. Martin, St. Barts, Statia, ...
From $600 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Caribbean Beach Front Villa With Swimming Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our home is beachfront with an infinity pool. It is a single-story home which is easily accessible, having only one smal ...
From $383 per night (USD)Expedia
- From $350 per night (USD)
VRBO
WONDERFUL APARTMENT ON TWO FLOORS WITH AIR-CONDITIONING NEXT TO THE SEA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anguilla is an oasis for couples, families and business people looking for tranquility. Located just off the beaten pat ...
From $350 per night (USD)VRBO
- Click For Pricing
Expedia
Coralito Bay Suites & Villas
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming vacation rentals in sunny Anguilla! The new place to spend your vacation in Anguilla, Coralito Suites & Vill ...
Click For PricingExpedia
- From $144 per night (USD)
VRBO
Spacious quiet house seconds from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This two bedroom house featured a queen size bed in one bedroom and a full size bed in the other. The two rooms shares a ...
From $144 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Sleek, Glass-walled 5 bedroom\/5.5 bath Oceanfront Villa
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: The Beaches Edge Anguilla East Villa is a 5 bedroom/5.5 bath oceanfront villa overlooking Pelican Bay. This con ...
From $1200 per night (USD)VRBO
- From $6944 per night (USD)
VRBO
Beachfront Luxury: 5BR Estate Homes, Private Pools, Golf Views | Aurora Anguilla
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Aurora Anguilla's 6300sqft foot Estate Homes feature beachfront and golf views, 4 Bedrooms with king-sized beds and 1 gu ...
From $6944 per night (USD)VRBO
- From $8049 per night (USD)
Expedia
Beachfront Bliss: Luxurious 3BR Oasis Private Pool,Stunning Views,Butler Service
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious beachfront home 2,650sqft plus 4,000sqft outside with beach access serves as a private oasis at Aurora Ang ...
From $8049 per night (USD)Expedia