Simpson Bay Vacation Rentals

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Check prices for these dates

Tonight
Nov 19 - Nov 20
Tomorrow
Nov 20 - Nov 21
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Simpson Bay

Outdoor pool, sun loungers
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1152)
"Beautiful vacation "
Canada
alonzo
The price is ￥21,093
￥26,224 total
includes taxes & fees
Dec 17 - Dec 18
Hilton Vacation Club Royal Palm St. Maarten
Amazing Top Floor Apartment | Balcony
The Hills Residence

The Hills Residence

3.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (49)
"This apartment was nice, clean, modern, walking distance to restaurants and shops. "
United States
Lionel
The Hills Residence
Beach nearby, white sand, sun loungers, beach umbrellas
Simpson Bay Suites

Simpson Bay Suites

3.5 star property
Simpson Bay
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is ￥18,897
￥21,166 total
includes taxes & fees
Nov 20 - Nov 21
Simpson Bay Suites
Pool
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)

1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)

Simpson Bay
10.0 out of 10, Exceptional, (1)
"Communication with the host was very easy. The location is outstanding and the facility has every amenity. You can imagine. I highly recommend this property and can’t wait to visit again."
United States
Richard S.
The price is ￥17,856
￥34,586 total
includes taxes & fees
Nov 21 - Nov 22
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
Smart TV, stereo, offices
Marina Views in the Heart of Simpson Bay

Marina Views in the Heart of Simpson Bay

Simpson Bay
10.0 out of 10, Exceptional, (1)
"We loved this place so much we bought it! The location is to die for. Right in the heart of Simpson Bay, there is soooo much to see and do right around you. The beach is literally a four minute walk and the water is calm and beautiful. We can’t wait to come back again and again! Also, Kayla, the manager is the best to work with. Sweet and helpful."
United States
Trish S.
The price is ￥31,830
￥61,176 total
includes taxes & fees
Nov 24 - Nov 25
Marina Views in the Heart of Simpson Bay
Exterior
Oceanview Escape in Sint Maarten

Oceanview Escape in Sint Maarten

Pelican Key
The price is ￥24,885
￥75,557 total
includes taxes & fees
Nov 20 - Nov 21
Oceanview Escape in Sint Maarten
Property grounds
Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho, Sint Maarten
9.0 out of 10, Wonderful, (2)
"Very close to the sunset bar and interesting views of approaching aircraft. Excellent sunset views from the Sunset bar or the Morgan resort on the other side of the unit. Morgan resort also had excellent dining area and bar facilities open to the public."
United States
Roy N.
The price is ￥24,776
￥36,441 total
includes taxes & fees
Nov 20 - Nov 21
Maho Beach House - Petit Studio Océanique - Charmante Vue
Beach
Pirates Booty - Beach Bar Studio next to The Morgan Resort

Pirates Booty - Beach Bar Studio next to The Morgan Resort

Simpson Bay
8.6 out of 10, Excellent, (4)
"Welcoming love the area we will be coming back thank you so much "
United States
Juan D.
The price is ￥24,776
￥37,218 total
includes taxes & fees
Nov 20 - Nov 21
Pirates Booty - Beach Bar Studio next to The Morgan Resort
Exterior
Maho Oceanfront Luxe: Modern and Spacious Condo

Maho Oceanfront Luxe: Modern and Spacious Condo

Maho
9.4 out of 10, Exceptional, (3)
"The Maho was very clean, quiet and close to the airport. I recommend for people passing through or for a few days on St. Martins."
United States
David V.
The price is ￥32,283
￥36,949 total
includes taxes & fees
Nov 23 - Nov 24
Maho Oceanfront Luxe: Modern and Spacious Condo
TV
B251 - Beautiful 2 Bedroom with lagoon view

B251 - Beautiful 2 Bedroom with lagoon view

Sint Maarten
B251 - Beautiful 2 Bedroom with lagoon view
Interior
B256 - Amazing Top Floor Apartment With Balcony

B256 - Amazing Top Floor Apartment With Balcony

Sint Maarten
B256 - Amazing Top Floor Apartment With Balcony
Pool
A116 - Immersive Simpson Bay Lagoon View

A116 - Immersive Simpson Bay Lagoon View

Sint Maarten
A116 - Immersive Simpson Bay Lagoon View
Pool
Sunny Days at Simpson Bay Yacht Club

Sunny Days at Simpson Bay Yacht Club

Simpson Bay
10.0 out of 10, Exceptional, (2)
"This is a great location to come to: comfortable central location lots to do around restaurant everything you would need in a getaway I will definitely here again"
United States
JEROME J.
The price is ￥43,704
￥78,462 total
includes taxes & fees
Nov 20 - Nov 21
Sunny Days at Simpson Bay Yacht Club
Pool
A101 - Outstanding Lagoon View & Garden

A101 - Outstanding Lagoon View & Garden

Sint Maarten
The price is ￥30,406
￥50,718 total
includes taxes & fees
Dec 2 - Dec 3
A101 - Outstanding Lagoon View & Garden
Property grounds
Turquoise paradise, directly ON beach, gated w underground parking!

Turquoise paradise, directly ON beach, gated w underground parking!

Simpson Bay
9.8 out of 10, Exceptional, (20)
"This is the perfect place to stay location wise and with the beach views! Also there is a/c in each room which is super nice! "
United States
Rachel S.
The price is ￥61,332
￥80,585 total
includes taxes & fees
Nov 21 - Nov 22
Turquoise paradise, directly ON beach, gated w underground parking!
Property grounds
Maho Beach House: Elegant 1-Bedroom, Beach Level

Maho Beach House: Elegant 1-Bedroom, Beach Level

Simpson Bay
The price is ￥30,098
￥42,385 total
includes taxes & fees
Nov 20 - Nov 21
Maho Beach House: Elegant 1-Bedroom, Beach Level
Pool
Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Simpson Bay
The price is ￥41,806
￥82,026 total
includes taxes & fees
Dec 3 - Dec 4
Beacon Hill Hideaway: Luxury Condo in Simpson Bay
Pool
Charming 3BR Villa w Private Pool in Pelican Key

Charming 3BR Villa w Private Pool in Pelican Key

Pelican Key
The price is ￥42,677
￥98,091 total
includes taxes & fees
Nov 20 - Nov 21
Charming 3BR Villa w Private Pool in Pelican Key
Property grounds
Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho, Sint Maarten
10.0 out of 10, Exceptional, (2)
"Nothing fancy just a nice clean place to stay. Great location. Lots of restaurants nearby. Dwayne was a great communicator and very accommodating."
United States
Colleen M.
The price is ￥32,796
￥45,839 total
includes taxes & fees
Nov 27 - Nov 28
Maho Beach House: Studio Getaway, Oceanfront Vibe
TV
A127 - Stunning 2-Bedroom Lagoon View

A127 - Stunning 2-Bedroom Lagoon View

Sint Maarten
The price is ￥33,983
￥56,328 total
includes taxes & fees
Dec 3 - Dec 4
A127 - Stunning 2-Bedroom Lagoon View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Simpson Bay Hotel Reviews

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

10/10 Excellent
"Room was clean did not expect all the amenities. My husband and i will return. Staff was nice enjoyed my stay"
Sandra 4-night trip
Posted 3 days ago
The Atrium Beach Resort and Spa, an Ascend Collection Resort

Find out more about Simpson Bay

Search for holiday rentals in Simpson Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Simpson Bay using one of the methods below:

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Look no further and take a look at our great range of rental properties in Simpson Bay!

Frequently asked questions

Can I find a vacation rental in Simpson Bay?

Yes, we give you a choice of vacation rentals near top attractions in Simpson Bay, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and popular beaches in Simpson Bay. While you're here, grab a bite or have a drink at the top-notch restaurants and lively bars.

What are some of the best vacation home rentals that Simpson Bay has to offer?

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool : Visitors like this Simpson Bay vacation home rental. It is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Simpson Bay are White Sands Retreat - Beachside at Beacon Hill and Charming 3BR Villa w Private Pool in Pelican Key.

How many vacation rentals are there in Simpson Bay?

With 37 Expedia vacation rentals, you're sure to find just the right place for your Simpson Bay stay.

What’s there to see and do in Simpson Bay?

Kim Sha Beach and Flamingo Beach are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find popular places like Maho Beach and Orient Bay Beach.

What’s a vacation rental in Simpson Bay like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Simpson Bay. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for families.