Vacation Rentals By Owner in Anguilla

Little Bay Condo with Private Pool

Sint Maarten, Fort Amsterdam, Anguilla

2

Bed

2

Bath

5

Guest(S)

1-Bedroom + Sofabed at Award-winning Tranquility Beach Resort on Meads Bay Beach

West End Village, AI, Anguilla

1

Bed

1

Bath

4

Guest(S)

1-BEDROOM + HOT TUB AT AWARD-WINNING TRANQUILITY BEACH RESORT ON MEADS BAY

West End Village, AI, Anguilla

1

Bed

1

Bath

4

Guest(S)

Luxury 1-Bedroom + Hot Tub at Award-Winning Tranquility Beach on Meads Bay Beach

West End Village, AI, Anguilla

1

Bed

1

Bath

4

Guest(S)

1-BEDROOM + KITCHEN, HOT TUB AT TOP-RATED TRANQUILITY BEACH ON MEADS BAY BEACH

West End Village, AI, Anguilla

1

Bed

1

Bath

4

Guest(S)

Beachfront 1-Bedroom + Hot Tub at Award-winning Tranquility Beach on Meads Bay

West End Village, AI, Anguilla

1

Bed

1

Bath

4

Guest(S)

Beachfront 1-bedroom at award-winning Tranquility Beach on Meads Bay Beach

West End Village, AI, Anguilla

1

Bed

1

Bath

4

Guest(S)

ENCLAVE Beachfront Penthouse

Sandy Ground, Sandy Ground, Anguilla

1

Bed

1

Bath

2

Guest(S)

Fortune Estate East (Rental Car Available)

Alabama, al, Anguilla

1

Bed

1

Bath

2

Guest(S)

Beautiful Shoal Bay Condo Penthouse for 2-6 Guests

Shoal Bay, East on Anguilla, Anguilla

2

Bed

2

Bath

4

Guest(S)

Villa Blue in Sandy Hill Bay

Sandy Hill, Anguilla, Anguilla

1

Bed

1

Bath

2

Guest(S)

One Bedroom Fully Air Conditioned

Anguilla, Anguilla, Anguilla

1

Bed

1

Bath

2

Guest(S)

Bella Constantina Villa in Anguilla. Modern design with breath-taking view

Little Harbour, Little Harbour, Anguilla

2

Bed

1

Bath

4

Guest(S)

Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool

Sandy Hill Bay, Sandy Hill Bay, Anguilla

3

Bed

2

Bath

6

Guest(S)

Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach

The Valley, The Valley, Anguilla

1

Bed

1

Bath

2

Guest(S)

7 Summers. Renovated studio with WIFI, AC, Pool, rooftop deck & amazing views!

The Valley, The Valley, Anguilla

1

Bed

1

Bath

2

Guest(S)

Ocean Front Condo - 3 minutes walk to the beach

The Valley, The Valley, Anguilla

2

Bed

2

Bath

7

Guest(S)

Luxury 1-bedroom/2 Queens off beautiful Meads Bay with WiFi, AC

Long Bay Village, Long Bay Village, Anguilla

1

Bed

1

Bath

4

Guest(S)

Modern Smart Suite w/ free fast WIFI & 5 min beach access

George Hill, AI, Anguilla

1

Bed

1

Bath

3

Guest(S)

Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach

George Hill, George Hill, Anguilla

1

Bed

1

Bath

2

Guest(S)

Luxury Beachfront Enclave Unit 2

Sandy Ground, Sandy Ground, Anguilla

1

Bed

2

Bath

2

Guest(S)

Bel Ti Plas

The Valley, BWI, Anguilla

1

Bed

1

Bath

3

Guest(S)

minutes to Town, Airport & Crocus Bay, apartment living beautiful courtyard.

Crocus Hill, Crocus Hill, Anguilla

1

Bed

2

Bath

4

Guest(S)

Charming 1-bedroom apartment with AC and WiFi close to Little Bay beach Anguilla

The Valley, ballet, Anguilla

1

Bed

1

Bath

2

Guest(S)

Modern 1BR Getaway-Car Rental Available

North Side, North Side, Anguilla

1

Bed

1

Bath

2

Guest(S)

Hidden Cottage Turquoise-Shoal Bay East 5 minutes drive

Welches, Welches, Anguilla

1

Bed

1

Bath

2

Guest(S)

Luxury Beachfront Enclave Unit 1

Sandy Ground, Anguilla, Anguilla

1

Bed

2

Bath

2

Guest(S)

NEW - Modern 2BR Business Suite located near The Valley, Anguilla

Anguilla, Anguilla, Anguilla

2

Bed

2

Bath

4

Guest(S)

Cozy studio with WiFi and AC in charming The Valley, Black Garden

The Valley, Anguilla, Anguilla

1

Bed

1

Bath

2

Guest(S)

Perfect 2-bedroom apartment with AC in charming The Farrington

The Valley, Anguilla, Anguilla

2

Bed

1

Bath

4

Guest(S)

PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING

Sandy Hill Bay, Anguilla, Anguilla

2

Bed

2

Bath

5

Guest(S)

Lovely studio apartment Beachfront/swimming pool

Seafeathers, Anguilla, Anguilla

1

Bed

1

Bath

2

Guest(S)

Cozy 1-bedroom studio in serene The Valley with AC and gym

The Valley, Anguilla, Anguilla

1

Bed

1

Bath

2

Guest(S)

Peaceful Studio Retreat Near Shoal Bay Beach - AC, Wi-Fi, Concierge Support

Shoal Bay Corner, Anguilla, Anguilla

1

Bed

1

Bath

2

Guest(S)

Cozy 1-bedroom apartment with WiFi, AC in lovely Anguilla

North Side, Anguilla, Anguilla

1

Bed

1

Bath

2

Guest(S)

Azure at Bayview - Perfect for a guest or couple and near to Shoal Bay Beach!

Shoal Bay, Shoal Bay, Anguilla

1

Bed

1

Bath

2

Guest(S)

our studio style apartments comes equipped with all essential need

The Valley, the valley, Anguilla

1

Bed

1

Bath

2

Guest(S)

LaVanda Cottage, Romantic Ocean Getaway

Shoal Bay Village, Anguilla, Anguilla

1

Bed

1

Bath

2

Guest(S)

Blue Diamond (5.5 beds)

BWI, BWI, Anguilla

6

Bed

5

Bath

10

Guest(S)

Infinity at Sheriva Villas /2 pools /2 Hot Tubs /2 Golf Carts-2 min. to Beach

West End, West End, Anguilla

8

Bed

9

Bath

16

Guest(S)

Mystique at Sheriva Villas /Ocean-view With 3 Pools, 3 Jacuzzis /5-Star Service

Anguilla, West End, Anguilla

5

Bed

7

Bath

12

Guest(S)

Infinity at Sheriva Villas /Ocean-view with 2 pools /2 Hot Tubs /Golf Cart

Anguilla, West End, Anguilla

4

Bed

4

Bath

8

Guest(S)

Infinity at Sheriva Villas /2 Golf Carts-2 min. to Beach/2 Pools/2 Hot Tubs

Anguilla, West End, Anguilla

6

Bed

7

Bath

12

Guest(S)

Peace & Happiness Anguilla

Cul Du Sac, Cul du Sac, Anguilla

2

Bed

2

Bath

4

Guest(S)

Château Genesis : Cozy Caribbean Retreat

West End, West End, Anguilla

3

Bed

3

Bath

8

Guest(S)

Blissful 4BR Escape – 4800SF, Pool, Hot Tub & Stroll to Rendezvous Bay beach

WEST END, WEST END, Anguilla

4

Bed

4

Bath

8

Guest(S)

Please Inquire Before Booking – Luxury Villa

Long Bay Village, Long Bay Village, Anguilla

4

Bed

4

Bath

8

Guest(S)

Anguilla ~ Three Dolphins Villa ~ 2025 Renovation

Lochrum Bay, BWI, Anguilla

5

Bed

5

Bath

10

Guest(S)

Cove Bay Villa II \"THE PENTHOUSE\"

Anguilla, BWI, Anguilla

3

Bed

3

Bath

7

Guest(S)

Book Your Fall/Winter Getaway at La Gran Maria Villa Now!

Lockrum Bay, Lockrum Bay, Anguilla

6

Bed

7

Bath

12

Guest(S)

Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/Pool

Lockrum Bay, Anguilla, BWI, Anguilla

3

Bed

3

Bath

7

Guest(S)

Lockrum Point Villa: Seaside Villa 4 Bed/4 Bath/Pool

Lockrum Bay, LockRum Bay, Anguilla

4

Bed

4

Bath

10

Guest(S)

Châlet Genesis

West End, West End, Anguilla

3

Bed

3

Bath

8

Guest(S)

Luxury King Bed Villa I Anguilla I Steps from Meads Bay

Long Bay Village, long Bay Village, Anguilla

1

Bed

1

Bath

4

Guest(S)

BEACHFRONT PENTHOUSE VILLA AT AWARD-WINNING BOUTIQUE RESORT ON MEADS BAY BEACH

West End Village, AI, Anguilla

3

Bed

3

Bath

8

Guest(S)

Oceanview Penthouse Villa + Private Rooftop Deck at Tranquility Beach Anguilla

West End Village, AI, Anguilla

3

Bed

3

Bath

8

Guest(S)

Oceanview Penthouse Villa at Award-winning Tranquility Beach Resort on Meads Bay

West End Village, AI, Anguilla

3

Bed

4

Bath

7

Guest(S)

Honeymooners! Romantic Private Anguilla Villa w/Pool, Ocean Views, Beach Access

Little Harbour, Caribbean, Anguilla

2

Bed

2

Bath

4

Guest(S)

C&D Residential Penthouse Suite

The Valley, BWI, Anguilla

1

Bed

1

Bath

2

Guest(S)