COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Villas Simpson Bay

Updating...

age 0-16
688 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

688 villas

Vacation Villa at Simpson's bay and Marina

Simpson Bay villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 47 minutes

Match: Rental types

All filters match

Price per night from

$172

PROVENCE... Affordable villa, gorgeous views, close to dining, shopping, casinos

Simpson Bay villa

6 bedrooms / 5 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$643

Villa Ocean Pearl - Private Pool - 2 Masters - Private Courtyard

Simpson Bay villa

2 bedrooms / 3 bathrooms / sleeps 4

Match: Rental types

All filters match

Price per night from

$493

ST TROPEZ... amazing views of the Caribbean Sea from this lovely villa in Pelica

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$557

WOW WOW WOW, STUNNING INSIDE AND OUT! VILLA LIBRE`

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

“Incredible ! Definiately five star 5* Accomdations” This villa is incredible. It exceeded my expectations. It was immaculate. It is beautiful inside and out. All three of the bedrooms are very spacious with their own large, modern bathrooms. The kitchen is also large for those who want to cook inside, plus there is a new BBQ on the patio, with a table beside. The grocery store and numerous restaurants are within walking distance. The panoramic view was spectacular. You can watch the boats go by all day and evening, and listen to the sound of the surf, just below. There is lots of sun or shade, whichever you prefer, from morning until night on the lovely patio. I would highly recommend this villa. It's first class accommodation in every way. I/we hope to spend more time at this villa next year. We loved it.

Match: Rental types

All filters match

Price per night from

$458

TARA... Affordable oceanfront villa, walk to beach

Simpson Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Rental types

All filters match

Price per night from

$657

Villa Speranza | Near Ocean - Located in Fabulous Simpson Bay with Private Poo

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$660

SURFSONG VILLA-NEW LUXURY WATER FRONT VILLA-6 BEDS, also available in 4 and 5 be

Simpson Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$1,424

BELLA VITA... Stunning Super Deluxe 7BR, Breathtaking Views, Full AC, and Tons

Simpson Bay villa

7 bedrooms / 8 bathrooms / sleeps 14

Match: Rental types

All filters match

Price per night from

$2,215

Ocean Front with Private Pool

Simpson Bay villa

2 bedrooms / 2 bathrooms / sleeps 4

Match: Rental types

All filters match

Price per night from

$287

SURFSONG... 6BR fall in love again! Breathtaking sunsets, directly on ocean!

Simpson Bay villa

5 bedrooms / 4 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$1,497

FAJA LOBIE... 3 BR Offers Great rates for a beachfront villa

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$700

WITENBLAUW... Magical Beach Front Estate on Pelican Key

Simpson Bay villa

6 bedrooms / 7 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$2,072

CARIBBEAN BLUE... 5BR beachfront home in Pelican Key

Simpson Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Rental types

All filters match

Price per night from

$914

MARY'S BEACH ESTATE... a plane watcher's dream! Huge observation deck at this be

Simpson Bay villa

6 bedrooms / 6 bathrooms / sleeps 14

Match: Rental types

All filters match

Price per night from

$1,522

VILLA VITTORIA... Spectaculer, RARE 6BR villa sits directly on Simpson Bay Beach

Simpson Bay villa

6 bedrooms / 5 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$1,143

Sun and Sea Villa

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 26 minutes

Match: Rental types

All filters match

Price per night from

$637

BEACH SECRET...contemporary 4 BR beauty on Burgeaux Bay, walk to Maho!

Simpson Bay villa

4 bedrooms / 5 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$786

BISOU DU SOLEIL... beautiful, immaculate, affordable villa in Pelican Key

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$671

SOL Y MAR... fabulous beachfront penthouse on Kimsha Beach! Private pool, Walk t

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$557

LA DI DA...Irma Survivor! 6BR Hilltop Villa Overlooking Pelican Key

Simpson Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$1,114

Great rentals within 20 miles that match your search

Nice villa with swimming-pool

Cul de Sac villa

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 2 hours 55 minutes

Match: Rental types

All filters match

Price per night from

$350

White Sands Anguilla - 5 min walk to beach, spacious, clean and comfortable

Blowing Point villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$144

VILLA THE THREE WOLVES

Cul de Sac villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 30 minutes

Match: Rental types

All filters match

Price per night from

$450

Round Rock Estate In Anguilla

Blowing Point villa

6 bedrooms / 9 bathrooms / sleeps 12

Responds fast! avg. 2 hours 17 minutes

Match: Rental types

All filters match

Price per night from

$2,291

L'Agua Villa

Oyster Pond villa

3 bedrooms / 4 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$659

Villa Louisiana

Orient Bay villa

4 bedrooms / 3 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$450

Villa ALLAMANDA GREEN CAY,rue du winch

Orient Bay villa

4 bedrooms / 4 bathrooms / sleeps 11

Match: Rental types

All filters match

Price per night from

$540

Magnifique villa de 5 ch et vue exceptionnelle

Terres Basses villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Rental types

All filters match

Price per night from

$910

Jolie villa à Flamands - St Barthelemy - Caraibes

Anse des Flamands villa

2 bedrooms / 2 bathrooms / sleeps 4

Match: Rental types

All filters match

Price per night from

$4,495

VILLA Les Galets - Baie orientale

Marigot villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$514

Sea Villa at Long Bay Villas on Long Bay Beach. Ultra-Luxury Staffed Villa

Long Bay Village villa

6 bedrooms / 6 bathrooms / sleeps 11

Match: Rental types

All filters match

Price per night from

$5,040

Sand Villa at Long Bay Villas Anguilla: 5-Star Service on a Secluded Beach

Long Bay Village villa

5 bedrooms / 5 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$4,353

Sky Villa at Long Bay Villas Anguilla, Your Private Beach Oasis with Staff.

Long Bay Village villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Rental types

All filters match

Price per night from

$4,009

Santosha Villa Estate Beachfront Private Resort All to Yourselves

Long Bay Village villa

9 bedrooms / 11 bathrooms / sleeps 21

Match: Rental types

All filters match

Price per night from

$6,873

Spacious villa with swimming-pool

Rambaud villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 18 minutes

Match: Rental types

All filters match

Price per night from

$351

Ocean 5 - 6 bed Luxury villa in Happy Bay - Price available for 4 or 5 bedrooms

Grand Case villa

6 bedrooms / 7 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$1,555

Villa MOJITO - 1 bedroom - private pool - steps to the beach

Orient Bay villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 47 minutes

Match: Rental types

All filters match

Price per night from

$246

Viewing 38 of 688
villas in Simpson Bay

×

Also consider