Simpson Bay Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Simpson Bay vacation rentals

Amazing Top Floor Apartment | Balcony

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
8.6 out of 10, Excellent, (70 reviews)
"Good location, walkable area, great views. "
United States
Tiffany
The Hills Residence
Beach nearby, white sand, sun loungers, beach umbrellas

Aparthotel in Simpson Bay

Simpson Bay Suites
3.5 star property
7.0 out of 10, Good, (131 reviews)
"It is 'value priced', has a convenient location and the AC works :) But be realistic in your expectations, this is not competing with the Hiltons and Morgans on the island. Great for an overnight layover. Huge rooms - Really it's a full sized apartment with all the amenities. "
United States
Roger
The price is ₩247,642
₩277,359 total
includes taxes & fees
Jan 27 - Jan 28
Simpson Bay Suites
On the beach, sun loungers, beach umbrellas, beach towels

Aparthotel in Simpson Bay

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
9.0 out of 10, Wonderful, (1,171 reviews)
"Room was great, resort was great, staff was great"
Canada
Gisele
The price is ₩591,333
₩659,490 total
includes taxes & fees
Feb 12 - Feb 13
Hilton Vacation Club Royal Palm St. Maarten
Iron/ironing board, free WiFi

Aparthotel in Downtown Philipsburg

MIDTOWN MOTEL SXM
2.5 star property
6.2 out of 10, (10 reviews)
"The worst hotel where i sleep. Horrible..."
United States
CHEKAOUI
The price is ₩112,099
₩134,533 total
includes taxes & fees
Jan 22 - Jan 23
MIDTOWN MOTEL SXM
Deluxe Double Room | Down comforters, free WiFi, bed sheets

Aparthotel in Madame's Estate

July Apartments
3.0 star property
9.2 out of 10, Wonderful, (166 reviews)
"Room was clean. Staff was friendly. Location was close to shopping and restaurant with a taxi. "
United States
DANICA
July Apartments
Outdoor pool

Condo resort in Oyster Pond

Dawn Beach Club Resort Sint Maarten
4.0 star property
8.6 out of 10, Excellent, (24 reviews)
"Very clean , beautiful pool , great food at the restaurant pool side , amazing service by everyone especially Ramon and Serge !! Such a pleasure to be around them ! Coffee shop was also great ! A beautiful Place for a family or a couples getaway ! "
Canada
Melissa
Dawn Beach Club Resort Sint Maarten
702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area | 55-inch Smart TV with satellite channels, Netflix, Hulu

Apartment in Maho

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
9.8 out of 10, Exceptional, (123 reviews)
"Great apartment and great location!"
United States
Miljan
The price is ₩379,286
₩551,699 total
includes taxes & fees
Feb 2 - Feb 3
Mullet Bay Suites: Your Luxury Stay Awaits
Outdoor pool

Apartment in Indigo Bay

condostmaarten by the sea -Adults Only-
4.0 star property
9.2 out of 10, Wonderful, (25 reviews)
"Good location easy access to a private beach "
United States
All About
The price is ₩529,236
₩758,572 total
includes taxes & fees
Jan 20 - Jan 21
condostmaarten by the sea -Adults Only-
Terrace/patio

Aparthotel in Anse Marcel

The Forest
4.0 star property
10.0 out of 10, Exceptional, (17 reviews)
"This is a wonderful property to stay at we loved it and really wish we never had to leave but alas real life must go on "
United States
Mitchel
The price is ₩664,590
₩691,174 total
includes taxes & fees
Jan 22 - Jan 23
The Forest
Villa | Living area

Villa in Oyster Pond

Avenue du lagon
The price is ₩2,131,645
₩2,878,456 total
includes taxes & fees
Feb 10 - Feb 11
Avenue du lagon
Exterior

Apartment in Oyster Pond

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
The price is ₩662,892
₩805,938 total
includes taxes & fees
Jan 17 - Jan 18
Singh Luxury Apartments With sea View, Apt.2
Beach

Apartment in Oyster Pond

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
The price is ₩662,892
₩805,938 total
includes taxes & fees
Jan 17 - Jan 18
Singh Luxury Apartments With sea View, Apt.1
Beach

Apartment in Oyster Pond

Singh Luxury Apartments With sea View, Apt.3
3.0 star property
2.0 out of 10, (1 review)
The price is ₩1,229,490
₩1,400,866 total
includes taxes & fees
Jan 17 - Jan 18
Singh Luxury Apartments With sea View, Apt.3
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

Baker's Suites

Baker's Suites

10/10 Excellent
"Small buy did the trick. Small kitchen area. Few items for small food. Depends on what you need. Across the street from testaurant and beach bar. What more could you ask for!"
CHRISTOPHER 3-night trip
Posted 3 days ago
Baker's Suites

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:

  • View our selection of featured Vacation rentals in Simpson Bay
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  • Enter your travel dates to view the best deals on Vacation rentals in Simpson Bay while they last

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.

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. 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.