Simpson Bay Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Simpson Bay vacation rentals

Terrace/patio

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (158 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 ￥20,703
￥23,187 total
includes taxes & fees
Jun 5 - Jun 6
Simpson Bay Suites
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, (1,234 reviews)
"This resort is absolutely amazing, our family enjoyed every minute. The pool and swim up bar are great and the private beach was fantastic. Its very centrally located close to airport and bars/restaurants,"
Canada
Curtis
The price is ￥30,102
￥35,788 total
includes taxes & fees
May 31 - Jun 1
Hilton Vacation Club Royal Palm St. Maarten
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 ￥31,535
￥46,029 total
includes taxes & fees
May 31 - Jun 1
Maho Beach House - Spacious 1 Bedroom Suite
Terrace/patio

Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
2.0 out of 10, (1 review)
The price is ￥16,699
￥20,039 total
includes taxes & fees
May 31 - Jun 1
Blue Sail Apartments - Double room
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 ￥18,314
￥35,314 total
includes taxes & fees
Jun 1 - Jun 2
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
Interior

D416 – Relaxing apartment with Balcony

D416 – Relaxing apartment with Balcony
Sint Maarten
The price is ￥32,889
￥59,898 total
includes taxes & fees
Jun 2 - Jun 3
D416 – Relaxing apartment with Balcony
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 ￥15,768
￥25,324 total
includes taxes & fees
May 31 - Jun 1
Beach Front Studio C3
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 ￥67,681
￥88,543 total
includes taxes & fees
Jun 1 - Jun 2
Turquoise paradise, directly ON beach, gated w underground parking!
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 ￥52,744
￥72,810 total
includes taxes & fees
Jun 10 - Jun 11
Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
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 ￥19,925
￥29,959 total
includes taxes & fees
May 31 - Jun 1
Beach Front 1 Bedroom Flat D3
Interior

Maho Beach Suite

Maho Beach Suite
Simpson Bay
The price is ￥63,063
￥85,677 total
includes taxes & fees
Jun 3 - Jun 4
Maho Beach Suite
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 ￥19,232
￥36,440 total
includes taxes & fees
May 31 - Jun 1
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
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 reviews)
"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.
Maho Beach House: Studio Getaway, Oceanfront Vibe
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 ￥30,050
￥34,191 total
includes taxes & fees
May 31 - Jun 1
Maho Beach Modern 1-Bedroom, Ocean Level
Pool

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 ￥20,038
￥23,378 total
includes taxes & fees
May 31 - Jun 1
Blue Sail Apartments - Two bedroom apartments
Pool

Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
The price is ￥28,388
￥32,284 total
includes taxes & fees
May 31 - Jun 1
Blue Sail Apartments - 1 bedroom apartments
Property grounds

Maho Beach House: Sunset Suite, 1-Bedroom

Maho Beach House: Sunset Suite, 1-Bedroom
Maho
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. Noah and Dwayne were great to work with. They were quick to respond to any questions we had or help we needed. We enjoyed out daily walks and spent time enjoying 3 different beaches within walking distance as well great places to eat, drink and enjoy time in the sun."
United States
Dawn A.
The price is ￥36,118
￥51,406 total
includes taxes & fees
May 31 - Jun 1
Maho Beach House: Sunset Suite, 1-Bedroom
Interior

D407 – Charming Apartment with Terrace

D407 – Charming Apartment with Terrace
Sint Maarten
The price is ￥32,889
￥59,739 total
includes taxes & fees
Jun 1 - Jun 2
D407 – Charming Apartment with Terrace
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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"Great place to stay in Sint Marteen. I recommend the front desk ask all guest if they had activities planned or make a few suggestions. They should also provide directions to the restaurants on the property, we had to figure it out ourselves. I also suggest you put teas and coffees in the room. Check out La Petrona for the buffet breakfast. Ask for Kayla Check out Bovine steakhouse for dinner and ask for Dania. Check out Aquamania Adventures for your sunset or dinner cruises. See you soon"
Courtney 4-night trip
Posted less than an hour ago
Simpson Bay Resort, Marina & Spa

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?

White Sands Retreat - Beachside at Beacon Hill: Visitors like this Simpson Bay vacation home rental. It is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Simpson Bay are Dream Beachfront Home : Stunning sea views, private pool and walking distance and New Listing, Exceptional 3 bed & bath with private pool in Pelican Cove.

How many vacation rentals are there in Simpson Bay?

With 41 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. Simpson Bay Beach and Hollywood Casino 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.