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Check prices for these dates

Tonight
23 Jun - 24 Jun
Tomorrow
24 Jun - 25 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Holiday Rentals in Simpson Bay

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

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1040)
"Great place to stay"
The price is 4.562.890 ₫
5.476.974 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Hilton Vacation Club Royal Palm St. Maarten
The Hills Residence
Amazing Top Floor Apartment | Balcony

The Hills Residence

3.0 star property
9.0 out of 10, Wonderful, (34)
"Nice, clean I realy feel home"
The Hills Residence
Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (27)
"Was an amazing stay definitely recommend this place ! "
Tradewinds at Simpson Bay
Simpson Bay Suites
Terrace/patio

Simpson Bay Suites

3.5 star property
6.8 out of 10, (123)
"Highly recommended and friendly staff…"
The price is 3.174.917 ₫
3.556.168 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Simpson Bay Suites
The Horny Toad Guesthouse
Orchid | View from room

The Horny Toad Guesthouse

3.0 star property
9.4 out of 10, Exceptional, (52)
"We will continue to come back! Beautiful beach, friendly and accommodating hosts, all the amenities you need, perfect distance to everything . The host was so welcoming and made us feel like a part of the family the second we arrived until we left!! "
The Horny Toad Guesthouse
OASIS Apartments Simpson Bay
Restaurant

OASIS Apartments Simpson Bay

4.0 star property
OASIS Apartments Simpson Bay
Fourteen at Mullet Bay
Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio

Fourteen at Mullet Bay

3.5 star property
9.2 out of 10, Wonderful, (292)
"Great and calm place to stay "
Fourteen at Mullet Bay
Mullet Bay Suites: Your Luxury Stay Awaits
Terrace/patio

Mullet Bay Suites: Your Luxury Stay Awaits

4.0 star property
9.8 out of 10, Exceptional, (94)
"This is our 2nd stay at Mullet Bay Suites and we love it!! Our unit was stunning, beautiful furniture, and the the view was amazing. The location was convenient and right in the center of everything. We look forward to returning again in the near future!!"
The price is 6.428.226 ₫
8.705.281 ₫ total
includes taxes & fees
4 Jul - 5 Jul
Mullet Bay Suites: Your Luxury Stay Awaits
July Apartments
Front of property

July Apartments

3.0 star property
9.0 out of 10, Wonderful, (132)
"The rooms are affordable "
July Apartments
Sea Palace
Room, 2 Bedrooms | Balcony view

Sea Palace

3.0 star property
8.4 out of 10, Very good, (101)
"Great stay. Staff were very polite and professional. Accomodation excellent, large rooms, very clean and in a great location. "
The price is 3.532.911 ₫
3.709.557 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Sea Palace
Karibuni Boutique Hotel - Adults Only
Restaurant

Karibuni Boutique Hotel - Adults Only

9.8 out of 10, Exceptional, (25)
"The resort and the people are amazing. If you are looking for a quiet, relaxing escape, this is for you!! Great area of the island, with delicious restaurants and shopping nearby. Wish we could've stayed longer, but will be back!!"
Karibuni Boutique Hotel - Adults Only
Dawn Beach Club Resort Sint Maarten
Sun deck

Dawn Beach Club Resort Sint Maarten

4.0 star property
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
Dawn Beach Club Resort Sint Maarten
Aura
Exterior

Aura

9.0 out of 10, Wonderful, (8)
"This is the second I’ve been to Aura, great place to stay inn st martin. The staff is great and the view is beautiful "
Aura
Cupecoy Beach Club
Panoramic Condo, 3 Bedrooms | Beach/ocean view

Cupecoy Beach Club

3.0 star property
9.0 out of 10, Wonderful, (2)
"Parking is random and limited "
Cupecoy Beach Club
condostmaarten by the sea -Adults Only-
Panoramic Apartment, Ocean View | Beach | On the beach, white sand

condostmaarten by the sea -Adults Only-

4.0 star property
9.4 out of 10, Exceptional, (18)
"The view of the ocean from the property was breathtaking. The concierge were very nice as well, an overall amazing stay"
The price is 6.761.396 ₫
10.308.679 ₫ total
includes taxes & fees
4 Jul - 5 Jul
condostmaarten by the sea -Adults Only-
The Forest
Exterior

The Forest

4.0 star property
10.0 out of 10, Exceptional, (11)
"Great boutique hotel in anse Marcel. Owners are hands on and very pleasant. Look forward to going again. "
The price is 5.534.660 ₫
5.756.046 ₫ total
includes taxes & fees
24 Jun - 25 Jun
The Forest
Cozy one-bedroom & mezzanine apartment
Standard Apartment, 2 Bedrooms | Balcony

Cozy one-bedroom & mezzanine apartment

3.0 star property
9.6 out of 10, Exceptional, (18)
"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. "
Cozy one-bedroom & mezzanine apartment
Residence Alamanda
Exterior

Residence Alamanda

8.8 out of 10, Excellent, (18)
"Very convenient to the beaches and restaurants. "
Residence Alamanda
The Cliff
Terrace/patio

The Cliff

3.0 star property
8.6 out of 10, Excellent, (7)
"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. "
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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Frequently asked questions

Can I find a holiday rental in Simpson Bay?

Yes, there are holiday rentals close to the most popular sights in Simpson Bay, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals are there in Simpson Bay?

With 67 Expedia holiday rentals, you're guaranteed to find just the right place for your Simpson Bay stay.

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

Flamingo Beach and Simpson Bay Beach are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Maho Beach and Orient Bay Beach.

What’s a holiday rental in Simpson Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Simpson Bay. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.