Simpson Bay Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

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, (1150)
"Beautiful vacation "
Canada
alonzo
The price is ₩159,419
₩205,555 total
includes taxes & fees
Dec 15 - Dec 16
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)
"Love the view first of all. Property was in a great location. "
United States
Kevin
The Hills Residence
Exterior
Tradewinds at Simpson Bay

Tradewinds at Simpson Bay

3.5 star property
Simpson Bay
9.4 out of 10, Exceptional, (29)
"We enjoyed the stay to the fullest"
United States
Andreas
Tradewinds at Simpson Bay
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 ₩196,275
₩219,828 total
includes taxes & fees
Nov 17 - Nov 18
Simpson Bay Suites
Orchid | View from room
The Horny Toad Guesthouse

The Horny Toad Guesthouse

3.0 star property
Simpson Bay
9.4 out of 10, Exceptional, (53)
"We like it being beachfront, wide verandas, spacious unit, host and staff were excellent!"
United States
Melanie Pacoli
The Horny Toad Guesthouse
Outdoor pool
Cliff House

Cliff House

3.5 star property
Simpson Bay
8.8 out of 10, Excellent, (3)
"Muna, housekeeper, was lovely. Warm and friendly. Stacey, the manager, also warm and friendly and very responsive. The owner, John, was just the same too. Property could use some sprucing, mainly water pressure and pool pump, however we learned it was an area outage. Overall, we loved the privacy and all the birds and iguanas and the setting is BEYOND beautiful!!"
United States
Shawn
Cliff House
Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio
Fourteen at Mullet Bay

Fourteen at Mullet Bay

3.5 star property
Maho
9.2 out of 10, Wonderful, (379)
"Great stay"
United States
Sherlon
Fourteen at Mullet Bay
Front of property
July Apartments

July Apartments

3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (153)
"Amazing place. "
United States
Cristina
July Apartments
Terrace/patio
Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits

4.0 star property
Maho
9.8 out of 10, Exceptional, (106)
"Nice rooms - late check in is awkward"
United States
James
The price is ₩318,402
₩441,561 total
includes taxes & fees
Nov 25 - Nov 26
Mullet Bay Suites: Your Luxury Stay Awaits
Sundeck
Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten
Room, 2 Bedrooms | Balcony view
Sea Palace

Sea Palace

3.0 star property
Downtown Philipsburg
8.6 out of 10, Excellent, (108)
"Great place to stay!"
United States
REGINA
The price is ₩208,197
₩218,607 total
includes taxes & fees
Nov 29 - Nov 30
Sea Palace
Exterior
The Forest

The Forest

4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (14)
"Very upscale property—yet had laidback feel…Peggy was a gracious host who sent us a bottle of champagne for our anniversary — and we were well taken care of by Marie and Marco the entire time there…beautiful property, spacious room with garden and Jacuzzi, and privacy"
United States
Victor
The price is ₩744,770
₩774,561 total
includes taxes & fees
Dec 8 - Dec 9
The Forest
On the beach, sun loungers, beach towels
Residence Alamanda

Residence Alamanda

Orient Bay
9.0 out of 10, Wonderful, (21)
"Alamanda is awesome! Close to food, beach and management made check in and check out so easy! This is our go-to for St. Martin! "
United States
Michael
Residence Alamanda
Restaurant
Karibuni Boutique Hotel - Adults Only

Karibuni Boutique Hotel - Adults Only

Cul de Sac
9.8 out of 10, Exceptional, (30)
"I booked a solo trip. I had the absolute best time. :-) Staff was super friendly and made me feel safe. I will defiantly book again. "
United States
Ashley
Karibuni Boutique Hotel - Adults Only
Exterior
Aura Anse-Marcel

Aura Anse-Marcel

Anse Marcel
9.4 out of 10, Exceptional, (12)
"Our stay at Aura was absolutely unforgettable. Tucked away in the lush forest of Anse Marcel, this beautiful hidden gem offers the perfect blend of tranquility and charm. From the moment we arrived, we felt completely at home. Yann, the director, was incredible, warm, attentive, and excellent with communication, which made everything seamless. Aura has easily been the best place we’ve ever stayed. Just a short stroll away lies the breathtaking Anse Marcel Beach, where we spent every single day...
United States
Charles-Sebastien
Aura Anse-Marcel
On the beach, white sand
Cupecoy Beach Club

Cupecoy Beach Club

3.0 star property
Maho
9.0 out of 10, Wonderful, (2)
"Parking is random and limited "
United States
Andrew
Cupecoy Beach Club
Standard Apartment, 2 Bedrooms | Balcony
Cozy one-bedroom & mezzanine apartment

Cozy one-bedroom & mezzanine apartment

3.0 star property
Point Blanche
9.2 out of 10, Wonderful, (20)
"The host was incredibly communicative throughout our entire stay, from pre-arrival to departure. The location was perfect, with supermarkets and shopping centers nearby, and just a 12-minute walk to the town center. The apartment was beautifully presented, featuring a lovely shared pool and equipped with everything we needed. We'll definitely be staying here again on our next visit. "
United States
Kevin
Cozy one-bedroom & mezzanine apartment
Villa | Living area
Avenue du lagon

Avenue du lagon

Oyster Pond
The price is ₩2,108,141
₩2,846,718 total
includes taxes & fees
Nov 23 - Nov 24
Avenue du lagon
Panoramic Apartment, Ocean View | Beach | On the beach, white sand
condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-

4.0 star property
Indigo Bay
9.6 out of 10, Exceptional, (23)
"Good location easy access to a private beach "
United States
All About
The price is ₩392,550
₩593,187 total
includes taxes & fees
Nov 19 - Nov 20
condostmaarten by the sea -Adults Only-
Private beach, white sand, beach umbrellas, beach towels
The Cliff

The Cliff

3.0 star property
Maho
8.4 out of 10, Very Good, (8)
"Wonderful apartment with all the space you could ever need. Beautiful surroundings and very attentive staff. Good location especially If you rent a car to get you the few miles to Maho village or indeed anywhere on the island. Only drawback were catching a few cockroaches. "
Denmark
Christian
The Cliff
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

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent
"Awesome"
Gislene 1-night trip
Posted 1 day ago
Hilton Vacation Club Royal Palm St. Maarten

Find out more about Simpson Bay

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

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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.

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.