Vacation rentals in Anguilla - HomeToGo base64Hash Vacation rentals in Anguilla - HomeToGo

Vacation rentals in Anguilla

Browse 606 available vacation homes and compared across 9 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Bed and breakfast

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • Pool
    • WiFi
    • Air conditioning
    • Balcony/patio
    • TV
    • Kitchen
    • Washing machine
    • Microwave
    • Dishwasher
    • Hot tub
    • Sauna
    • Fireplace
    • Crib
    • Yard
    Show more

  • Other Services

    • No smoking
    • No pets
    • Pet-friendly
    • Wheelchair access

  • Activities

    • Fishing
    • Grill

Top 15 most Recommended Vacation Rentals in Anguilla

Discover your ideal Anguilla vacation rental with real-time comparisons of 606 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
Villa Anguilla
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with private pool & patio

Anguilla
This waterfront villa in Anguilla features a private pool, kitchen, and ample parking, accommodating up to 8 guests with pets welcome.
from $966
per night
Outstanding(8 ratings)
from $966
per night
View deal
Apartment The Valley
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment | Suitable for remote work

The Valley, Anguilla
This apartment rental in The Valley features a kitchen and parking, perfect for a cozy getaway for two.
from $65
per night
Outstanding(13 ratings)
from $65
per night
View deal
Villa Mount Fortune
Villa ∙ 6 guests ∙ 2 bedrooms

Big villa with grill

Mount Fortune, Anguilla
This house rental in Mount Fortune offers a kitchen and parking, perfect for six guests seeking a memorable getaway.
from $199
per night
Outstanding(24 ratings)
from $199
per night
View deal
Villa Anguilla
Villa ∙ 2 guests ∙ 1 bedroom

Children-friendly charming villa with barbeque | Perfect for remote work

Anguilla
This villa in Anguilla offers a kitchen, balcony, and family-friendly space, making it perfect for a memorable getaway.
from $139
per night
Excellent(9 ratings)
from $139
per night
View deal
Condo Anguilla
Condo ∙ 2 guests ∙ 1 bedroom

Condo with pool & patio

Anguilla
This waterfront condo in Anguilla features a pool, kitchen, balcony, and parking for a perfect getaway for two.
from $179
per night
Outstanding(57 ratings)
from $179
per night
View deal
Villa Anguilla
Villa ∙ 14 guests ∙ 4 bedrooms

Villa with grill & private pool

Anguilla
This villa in Anguilla features a private pool, kitchen, and space for 12, perfect for family getaways with pets allowed.
from $1,262
per night
Outstanding(17 ratings)
from $1,262
per night
View deal
Villa Anguilla
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with BBQ, yard & terrace | Nature view

Anguilla
This Anguilla villa features a private pool, kitchen, and balcony, perfect for families seeking a memorable getaway.
from $1,015
per night
Outstanding(13 ratings)
from $1,015
per night
View deal
Villa Island Harbour
Villa ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant villa with private pool, yard & terrace | Pet-friendly

Island Harbour, Anguilla
This villa in Island Harbour features a private pool, kitchen, yard, and balcony, accommodating up to six guests with pets welcome.
from $476
per night
Outstanding(28 ratings)
from $476
per night
View deal
Villa Anguilla
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with yard, private pool & patio

Anguilla
This villa in Anguilla features a private pool, beach access, and ample space for 10 guests to relax and create lasting memories.
from $1,237
per night
Outstanding(67 ratings)
from $1,237
per night
View deal
Villa Anguilla
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with terrace & BBQ

Anguilla
This villa in Anguilla features a kitchen, balcony, and parking, accommodating up to 8 guests and welcoming pets for your getaway.
from $393
per night
Outstanding(45 ratings)
from $393
per night
View deal
Villa Anguilla
Villa ∙ 4 guests ∙ 2 bedrooms

Villa with terrace, garden & private pool | Beach nearby

Anguilla
This Anguilla villa features a private pool, spa, kitchen, and balcony, perfect for a memorable getaway for four.
from $284
per night
Very good(1 rating)
from $284
per night
View deal
Villa Anguilla
Villa ∙ 6 guests ∙ 2 bedrooms

Villa with BBQ & terrace

Anguilla
This villa in Anguilla features a kitchen, balcony, and parking, accommodating up to six guests for an unforgettable getaway.
from $219
per night
Outstanding(53 ratings)
from $219
per night
View deal
House Anguilla
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with terrace, yard & private pool

Anguilla
This Anguilla house rental offers a private pool, kitchen, yard, and balcony, perfect for a memorable getaway for four.
from $410
per night
from $410
per night
View deal
Villa Anguilla
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with barbecue, terrace & private pool

Anguilla
This villa in Anguilla features a private pool, family-friendly kitchen, and parking for up to 10 guests, perfect for your getaway.
from $1,049
per night
Outstanding(31 ratings)
from $1,049
per night
View deal
Villa Crocus Hill
Villa ∙ 5 guests ∙ 2 bedrooms

Villa with private pool, BBQ & patio

Crocus Hill, Anguilla
This villa on Crocus Hill features a private heated pool, a kitchen, and a balcony, perfect for a relaxing getaway for five.
from $538
per night
Outstanding(80 ratings)
from $538
per night
View deal

Vacation Houses With Pools

We use AI to generate the short summary in each offer below, check full description before booking.
Villa Anguilla
from $2,414
per night
Villa ∙ 10 guests ∙ 4 bedrooms

Child-friendly villa with jacuzzi, barbeque & garden | Nature view | Next to the beach | Suitable for remote work

4.9
Outstanding(41 ratings)
Anguilla
Pool
View deal
Villa Anguilla
from $227
per night
Villa ∙ 2 guests ∙ 1 bedroom

Charming villa with pool, patio & garden | Sea view | Suitable for remote work

4.0
Very good(3 ratings)
Anguilla
Pool
View deal
Villa Anguilla
from $830
per night
Villa ∙ 7 guests ∙ 3 bedrooms

Villa with patio, private pool & garden | Nature view

5.0
Outstanding(41 ratings)
Anguilla
Pool
View deal
See all offers

Vacation rentals and apartments with air conditioning

We use AI to generate the short summary in each offer below, check full description before booking.
Villa Anguilla
from $143
per night
Villa ∙ 4 guests ∙ 2 bedrooms

Lovely villa with BBQ

4.8
Outstanding(8 ratings)
Anguilla
Air conditioning
View deal
Villa Anguilla
from $1,078
per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with patio, garden & BBQ | Nature view

5.0
Outstanding(58 ratings)
Anguilla
Air conditioning
View deal
Villa Anguilla
from $2,768
per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with patio, garden & barbeque | Suitable for remote work

5.0
Outstanding(35 ratings)
Anguilla
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

We use AI to generate the short summary in each offer below, check full description before booking.
House Sandy Ground
from $126
per night
House ∙ 4 guests ∙ 2 bedrooms

House with barbecue & patio

4.5
Excellent(20 ratings)
Sandy Ground, Anguilla
Balcony/Patio
View deal
Villa Anguilla
from $1,537
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Children-friendly lovely villa with yard, patio & pool | Beach nearby | Suitable for remote work

5.0
Outstanding(8 ratings)
Anguilla
Balcony/Patio
View deal
Apartment Anguilla
from $162
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Child-friendly rental apartment with barbeque, pool & patio

Anguilla
Balcony/Patio
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Anguilla offering exceptional value for money

Villa Anguilla
from $198
per night
Villa ∙ 4 guests ∙ 3 bedrooms

Beautiful villa with terrace, grill & yard | Mountain view

4.1
Very good(5 ratings)
Anguilla
View deal
Condo Anguilla
from $308
per night
Condo ∙ 7 guests ∙ 2 bedrooms

Condo with pool | Close to the beach

4.7
Excellent(12 ratings)
Anguilla
View deal
Villa Anguilla
from $169
per night
Villa ∙ 4 guests ∙ 2 bedrooms

Fully equipped lovely villa with yard

Anguilla
View deal

Top-Rated Vacation rentals in Anguilla

Book the highest-rated Anguilla vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Apartment George Hill
from $85
per night
Apartment ∙ 3 guests ∙ 1 bedroom

Child-friendly holiday apartment with terrace, yard & hot tub | Perfect for remote work

4.5
Excellent(11 ratings)
George Hill, Anguilla
View deal
House The Quarter
from $158
per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with terrace

5.0
Outstanding(4 ratings)
The Quarter, Anguilla
View deal
Condo Anguilla
from $546
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped lovely condo with pool, patio & BBQ | Next to the beach

5.0
Outstanding(35 ratings)
Anguilla
View deal

Why choose HomeToGo?

Securely pay and stay your way

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Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Features & Amenities in Anguilla

  • Pool (362)
  • WiFi (568)
  • Air conditioning (565)
  • Balcony/patio (415)
  • TV (527)
  • Kitchen (423)
  • Washing machine (428)
  • Fishing (281)
  • Grill (218)
  • Microwave (352)
  • No smoking (554)
  • Dishwasher (177)

Finding a vacation rental with a pool shouldn't be too hard in Anguilla. Many of the rentals offer pools. Interestingly, HomeToGo's data shows that more hotel room provide a pool than apartment rental. In addition, they can host 9 vacationers, on average, while apartment rental with pools can welcome an average of 6 vacationers. many of Anguilla's vacation rentals with pools are located within two miles of water, divide your time between the pool and the waterfront

Gorgeous Anguilla Vacation Rentals and Stays

Anguilla accommodation is diverse, from luxurious villas with superb amenities – including direct access to the beach, swimming pools, and whirlpools – to furnished apartments for couples or singles and single-family homes for groups and families.

What are the best activities for families in Anguilla?

Activities for Children

With its rich marine life, Anguilla's scuba diving and snorkeling delight older kids. Lovers of aquatic animals can swim with the dolphins at the Dolphin Discovery Park, while glass bottom boat tours provide excellent underwater observation.

Where are the unique attractions in Anguilla?

Water Interests

The perfect getaway is at your fingertips with divine Anguilla vacation rentals. Known for its 33 powdery beaches and over 12 miles of coastline, this island bursts with water activities. Swim, bake under the sun, fish, kayak, or venture out by sailboat to Prickly Pear or Sandy Island.

Information about vacation rentals in Anguilla

🏡 Vacation rentals available 606 rentals
🌙 Nightly prices starting at $63
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 144 homes
🏊 Vacation rentals with pools 370 homes

Frequently Asked Questions

What is the price per night for a vacation rental in Anguilla?

The price of a night's stay in Anguilla starts at $63. Average prices for villas are $2,951 per night. House rentals in Anguilla cost $588 per night on average.

How many vacation rentals are available for booking in Anguilla?

There are currently 606 vacation rentals to choose from for your upcoming trip.

What are the most popular amenities for vacation rentals in Anguilla?

Travelers look for Internet, Pool, and Air conditioning when booking a vacation rental in Anguilla.

How many vacation rentals with a pool are in Anguilla?

Anguilla has 370 Hotel room and Apartment rental options on offer to book.

Are pets allowed in vacation rentals in Anguilla?

If traveling with a dog in Anguilla, 24% of vacation homes allow pets.

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