Simpson Bay Vacation Rentals

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Vacation Rentals in Simpson Bay

Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio
Fourteen at Mullet Bay
3.5 star property
9.6 out of 10, Exceptional, (116)
"Beautiful and peaceful definitely going back"
Fourteen at Mullet Bay
Restaurant
Karibuni Boutique Hotel - Adults Only
9.6 out of 10, Exceptional, (16)
"Wonderful experience. Staff was so friendly and helpful. Breakfast was delivered each morning and was fabulous. Samantha the housekeeper was the best!!!! The property is a hidden gem. It has its own boat to Pinel island where they own a restaurant. Lobster was fresh and delicious. Easy driving distance to Grande Case and Orient beach. Highly recommend the hotel. "
Karibuni Boutique Hotel - Adults Only
Orchid | View from room
The Horny Toad Guesthouse
3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The price is NT$5,539
per night
May 30 - May 31
The Horny Toad Guesthouse
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Beach nearby, white sand, sun loungers, beach umbrellas
The Hotel Porto Cupecoy
3.5 star property
9.4 out of 10, Exceptional, (30)
"Great and safe property. Big rooms"
The price is NT$15,062
per night
Jun 7 - Jun 8
The Hotel Porto Cupecoy
Front of property
July Apartments
3.0 star property
9.2 out of 10, Wonderful, (69)
"That you have to park outside the premises of the resort."
The price is NT$2,419
per night
May 30 - May 31
July Apartments
Exterior
Tradewinds at Simpson Bay
3.5 star property
8.6 out of 10, Excellent, (10)
"The room was spacious and spotless . The staff were attentive and went out of their way to ensure that we were comfortable. Nothing was too much trouble.Will be back excellent stay "
Tradewinds at Simpson Bay
Sundeck
Dawn Beach Club Resort Sint Maarten
4.0 star property
8.6 out of 10, Excellent, (14)
"Nice property, but far away from the airport and party area"
The price is NT$19,163
per night
May 29 - May 30
Dawn Beach Club Resort Sint Maarten
Beach nearby, white sand, sun loungers, beach umbrellas
Simpson Bay Suites
3.5 star property
6.8 out of 10, (100)
"Good desk staff. Beds did not have a top sheet. Close to beach and restaurants but noisy street in front."
The price is NT$3,919
per night
May 28 - May 29
Simpson Bay Suites
Outdoor pool, pool umbrellas, sun loungers
Caribbean vacations home
3.5 star property
6.8 out of 10, (13)
"Villa is a bit dated but nice overall. Ac in master bedroom didn’t work one night but generally stay was good. Pool was cold. Staff were very friendly and supportive. "
The price is NT$4,677
per night
May 30 - May 31
Caribbean vacations home
Don't see what you're looking for?
See all available properties in Simpson Bay
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.

Other types of properties in Simpson Bay you may be interested in

Outdoor pool, sun loungers
The Morgan Resort Spa Village
4.0 star property
9.2 out of 10, Wonderful, (1210)
"wonderful stay, staff friendly and kind. bar staff wonderful "
The price is NT$8,302
per night
Jun 2 - Jun 3
The Morgan Resort Spa Village
BBQ/picnic area
The Villas at Simpson Bay Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"This property was beautiful. Had a great time. Just be aware that there is a free shuttle into town that is not ran by the resort but by a jewelry store. When they get you into town they take you directly to the store. Try and sell you things. Before you can leave for your shopping in town. "
The price is NT$6,091
per night
May 31 - Jun 1
The Villas at Simpson Bay Resort
Outdoor pool, sun loungers
Hilton Vacation Club Flamingo Beach St. Maarten
3.5 star property
9.2 out of 10, Wonderful, (1026)
"Jahnilla was excellent on check out. "
The price is NT$3,652
per night
May 28 - May 29
Hilton Vacation Club Flamingo Beach St. Maarten
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.

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 lively bars and top-notch restaurants.

How many vacation rentals are there in Simpson Bay?

With 67 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.

Recent reviews of Simpson Bay properties
Expedia verified reviews

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5/5 Excellent
"The property great! We stayed on the adult side with the swim out and everything was top notch. The only downside was the food. The food was 5/10 at best. However, there are great restaurants near the area some within walking distance. Special shout out to Serth, JoJo, and of course Smiley!! Thanks for the awesome stay!"
A verified traveler stayed at Sonesta Ocean Point All Inclusive, Adults Only Resort
Posted 2 days ago
Sonesta Ocean Point All Inclusive, Adults Only Resort