Simpson Bay Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Simpson Bay vacation rentals

On the beach, sun loungers, beach umbrellas, beach towels

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, (1,245 reviews)
"Great staff.. Great location..Great property"
United States
Wilbert
The price is AED 476
AED 596 total
includes taxes & fees
18 Jul - 19 Jul
Hilton Vacation Club Royal Palm St. Maarten
Terrace/patio

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (159 reviews)
"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."
United States
Michael
The price is AED 446
AED 500 total
includes taxes & fees
22 Jun - 23 Jun
Simpson Bay Suites
Amazing Top Floor Apartment | Balcony

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very Good, (150 reviews)
"We had a great stay definitely will be back!!"
United States
Lornella
The price is AED 597
AED 1,020 total
includes taxes & fees
2 Jul - 3 Jul
The Hills Residence
Interior

Maho Beach Suite

Maho Beach Suite
Simpson Bay
The price is AED 1,256
AED 1,752 total
includes taxes & fees
7 Jul - 8 Jul
Maho Beach Suite
Property grounds

Maho Beach House - Spacious 1 Bedroom Suite

Maho Beach House - Spacious 1 Bedroom Suite
Maho, Sint Maarten
9.6 out of 10, Exceptional, (5 reviews)
"Great location. Spacious room. "
Canada
Sinisa
The price is AED 639
AED 962 total
includes taxes & fees
22 Jun - 23 Jun
Maho Beach House - Spacious 1 Bedroom Suite
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, (22 reviews)
"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 AED 1,451
AED 1,932 total
includes taxes & fees
22 Jul - 23 Jul
Turquoise paradise, directly ON beach, gated w underground parking!
Property grounds

Maho Beach House Ocean Front Garden Studio

Maho Beach House Ocean Front Garden Studio
Maho, Sint Maarten
9.4 out of 10, Exceptional, (3 reviews)
"Perfect location for us! We wanted easy access to see the planes coming in and it could not have been more perfect. Close to taxis and buses. Hosts were excellent at communicating. Friendly staff, would recommend!! "
United States
Laura
The price is AED 573
AED 845 total
includes taxes & fees
22 Jun - 23 Jun
Maho Beach House Ocean Front Garden Studio
Pool

Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!

Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
Simpson Bay
8.8 out of 10, Excellent, (6 reviews)
"Great place to stay with a lot of privacy and walkable to stores and restaurants. Amazing views! Lisa is so friendly and keeps the place amazing!"
United States
Alaciel S.
The price is AED 1,081
AED 1,551 total
includes taxes & fees
22 Jun - 23 Jun
Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
TV

D416 – Relaxing apartment with Balcony

D416 – Relaxing apartment with Balcony
Sint Maarten
The price is AED 672
AED 1,279 total
includes taxes & fees
22 Jun - 23 Jun
D416 – Relaxing apartment with Balcony
Pool

B201 - Wonderfull Apartment with terrasse

B201 - Wonderfull Apartment with terrasse
Sint Maarten
The price is AED 823
AED 1,507 total
includes taxes & fees
6 Jul - 7 Jul
B201 - Wonderfull Apartment with terrasse
Outdoor dining

Blue Sail Apartments - Two bedroom apartments

Blue Sail Apartments - Two bedroom apartments
Pelican Key
6.0 out of 10, (3 reviews)
"Check in was seamless accommodations were exactly as expected and the staff were very friendly. We noticed many things were brand new and we were informed that there was a new owner- appears that they are working hard!"
United States
Heidi
The price is AED 455
AED 531 total
includes taxes & fees
22 Jun - 23 Jun
Blue Sail Apartments - Two bedroom apartments
Beach

Beach Front 1 Bedroom Flat D3

Beach Front 1 Bedroom Flat D3
Simpson Bay
10.0 out of 10, Exceptional, (3 reviews)
"Great location near Simpson Bay restaurants and nightlife. Accommodations were exactly as pictured with modern furnishings. Car rental is recommended to fully enjoy the island. "
United States
Christopher
The price is AED 459
AED 691 total
includes taxes & fees
28 Jun - 29 Jun
Beach Front 1 Bedroom Flat D3
Pool

Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)

Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
Simpson Bay
The price is AED 422
AED 818 total
includes taxes & fees
24 Jun - 25 Jun
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
Beach

Beach Front Studio C3

Beach Front Studio C3
Simpson Bay
8.8 out of 10, Excellent, (5 reviews)
"Really cool place and the location was prime. The cleaning lady was the nicest person there could be as well. "
Canada
Benjamin
The price is AED 364
AED 584 total
includes taxes & fees
22 Jun - 23 Jun
Beach Front Studio C3
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, (2 reviews)
"perfect!!"
United States
jason l.
The price is AED 401
AED 792 total
includes taxes & fees
22 Jun - 23 Jun
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
Exterior

Maho Beach Modern 1-Bedroom, Ocean Level

Maho Beach Modern 1-Bedroom, Ocean Level
Maho
9.6 out of 10, Exceptional, (4 reviews)
"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 AED 612
AED 700 total
includes taxes & fees
22 Jun - 23 Jun
Maho Beach Modern 1-Bedroom, Ocean Level
TV

B225 - Incredible Lagoon View

B225 - Incredible Lagoon View
Sint Maarten
The price is AED 1,019
AED 1,705 total
includes taxes & fees
1 Jul - 2 Jul
B225 - Incredible Lagoon View
Pool

Sunset Beach View - Luxury Studio next to The Morgan Resort

Sunset Beach View - Luxury Studio next to The Morgan Resort
Maho, Sint Maarten
7.4 out of 10, Good, (3 reviews)
"Great unit. Exceeded all expectations. Beautiful view. Close to almost everything you might need. Staff support was over and above Would recommend this property and host to all"
United States
RAYMOND S.
Sunset Beach View - Luxury Studio next to The Morgan Resort
Interior

Maho Beach Escape; Sunset Ocean View

Maho Beach Escape; Sunset Ocean View
Maho, Sint Maarten
10.0 out of 10, Exceptional, (4 reviews)
"Self check in and out was a nice experience "
United States
Kelva
The price is AED 595
AED 871 total
includes taxes & fees
22 Jun - 23 Jun
Maho Beach Escape; Sunset Ocean View
Outdoor dining

Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
The price is AED 645
AED 737 total
includes taxes & fees
22 Jun - 23 Jun
Blue Sail Apartments - 1 bedroom apartments
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
"The Staff was friendly. The hotel is in walking distance of grocery stores, restaurants and bars. Its right by the beach too. The room and facilities were clean. The kitchen in our room had everything we needed, the freezer even had ice cubes."
Madelyn 4-night trip
Posted 1 hour ago
The Atrium Beach Resort and Spa, an Ascend Collection Resort

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 lively bars and top-notch restaurants.

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

Philips Scott House Calinago: This vacation home rental outside Simpson Bay is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience. Some other homes for rent in Simpson Bay include White Sands Retreat - Beachside at Beacon Hill and Dream Beachfront Home : Stunning sea views, private pool and walking distance .

How many vacation rentals are there in Simpson Bay?

With 46 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. Hollywood Casino and Simpson Bay Beach are other places to visit while you're in town.

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.