Simpson Bay Holiday Rentals

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Check prices for these dates

Tonight
2 Nov - 3 Nov
Tomorrow
3 Nov - 4 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Holiday Rentals in Simpson Bay

Outdoor pool, pool loungers
Hilton Vacation Club Royal Palm St. Maarten
Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
9.0 out of 10, Wonderful, (1138)
"Great place, friendly and helpful staff."
United States
Jose
The price is S$237
includes taxes & fees
19 Nov - 20 Nov
Hilton Vacation Club Royal Palm St. Maarten
Balcony
The Hills Residence
The Hills Residence
3.0 star property
9.0 out of 10, Wonderful, (46)
"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
9.4 out of 10, Exceptional, (28)
"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
6.8 out of 10, (124)
"Highly recommended and friendly staff…"
United States
ARMANDO
The price is S$157
includes taxes & fees
3 Nov - 4 Nov
Simpson Bay Suites
View from room
The Horny Toad Guesthouse
The Horny Toad Guesthouse
3.0 star property
9.4 out of 10, Exceptional, (53)
"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!! "
United States
Cheryl
The Horny Toad Guesthouse
Outdoor pool
Cliff House
Cliff House
3.5 star property
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
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 Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"."
Marcel 15-night trip
Posted 5 days ago
Hilton Vacation Club Flamingo Beach St. Maarten

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 40 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. Kim Sha Beach and Hollywood Casino are other places to visit while you're in town.

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.