Simpson Bay Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Simpson Bay holiday rentals

Balcony

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
8.6 out of 10, Excellent, (97 reviews)
"Clean rooms, amazing views, and responsive staff! Will be staying again next time. "
United States
Nicole
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, (145 reviews)
"Room was clean. Had a full living room and kitchen incl microwave. Convenient to kim-sha beach. "
United States
Dale
The price is HK$1,324
HK$1,483 total
includes taxes & fees
6 Apr - 7 Apr
Simpson Bay Suites
Exterior

Condo in Maho

Maho Beach Modern 1-Bedroom, Ocean Level
9.6 out of 10, Exceptional, (4 reviews)
"The Maho was very clean, quiet and close to the airport. I recommend for people passing through or for a few days on St. Martins."
United States
David V.
The price is HK$1,826
HK$2,077 total
includes taxes & fees
17 Apr - 18 Apr
Maho Beach Modern 1-Bedroom, Ocean Level
Pool

Apartment in Simpson Bay

Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
8.8 out of 10, Excellent, (6 reviews)
"Very good place. Service very good. Keep up the good work lisa"
United States
Carlos
The price is HK$3,125
HK$4,206 total
includes taxes & fees
30 Mar - 31 Mar
Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
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, (1,192 reviews)
"I don’t know why anyone would ever want to stay anywhere else! This place is the absolute best, nice beach, amazing staff, best location! "
Canada
Stefanie
The price is HK$3,001
HK$3,356 total
includes taxes & fees
3 Apr - 4 Apr
Hilton Vacation Club Royal Palm St. Maarten
Property grounds

Condo in Simpson Bay

Maho Beach Garden Studio with Beach Access
8.6 out of 10, Excellent, (4 reviews)
"Welcoming love the area we will be coming back thank you so much "
United States
Juan D.
Maho Beach Garden Studio with Beach Access
Beach

Apartment in Simpson Bay

Beach Front 1 Bedroom Flat D3
10.0 out of 10, Exceptional, (2 reviews)
"Great location near Simpson Bay restaurants and nightlife. Accommodations were exactly as pictured with modern furnishings. Car rental is recommended to fully enjoy the island. "
United States
Christopher
The price is HK$980
HK$1,473 total
includes taxes & fees
29 Mar - 30 Mar
Beach Front 1 Bedroom Flat D3
Pool

Condo in Pelican Key

Blue Sail Apartments - Two bedroom apartments
8.0 out of 10, Very good, (2 reviews)
"Check in was seamless accommodations were exactly as expected and the staff were very friendly. We noticed many things were brand new and we were informed that there was a new owner- appears that they are working hard!"
United States
Heidi
The price is HK$1,387
HK$1,586 total
includes taxes & fees
1 Apr - 2 Apr
Blue Sail Apartments - Two bedroom apartments
Interior

Condo in Maho, Sint Maarten

Maho Beach Escape; Sunset Ocean View
10.0 out of 10, Exceptional, (4 reviews)
"Self check in and out was a nice experience "
United States
Kelva
Maho Beach Escape; Sunset Ocean View
Outdoor dining

Apartment in Simpson Bay

Coco Beachside Duplex
9.4 out of 10, Exceptional, (17 reviews)
"Right on the beach with beautiful view, very spacious living and sleeping quarters, clean and abundantly equipped."
United States
Carla
The price is HK$2,843
HK$3,196 total
includes taxes & fees
21 Apr - 22 Apr
Coco Beachside Duplex
Interior

Holiday Home in Cole Bay

D403 - Very nice apartment with terrace
10.0 out of 10, Exceptional, (1 review)
"Great spot for the money! The hill is tough as everyone says, but the staff do a great job taking you up and down as needed, or the cabs will drive you up if it’s after hours "
United Kingdom
Tony P.
The price is HK$1,802
HK$3,060 total
includes taxes & fees
23 Mar - 24 Mar
D403 - Very nice apartment with terrace
Pool

Apartment in Sint Maarten

A116 - Immersive Simpson Bay Lagoon View
The price is HK$2,072
HK$3,488 total
includes taxes & fees
24 Mar - 25 Mar
A116 - Immersive Simpson Bay Lagoon View
Pool

Apartment in Simpson Bay

Modern apartment with shared pool and generator (2-2B)
Modern apartment with shared pool and generator (2-2B)
Interior

Apartment in Sint Maarten

D414 – 1-Bedroom Apartment with Balcony
The price is HK$2,126
HK$3,356 total
includes taxes & fees
25 Mar - 26 Mar
D414 – 1-Bedroom Apartment with Balcony
A heated pool

Apartment in Sint Maarten

B226 - Amazing Lagoon View with Balcony
The price is HK$2,126
HK$3,547 total
includes taxes & fees
25 Mar - 26 Mar
B226 - Amazing Lagoon View with Balcony
Living area

Apartment in Sint Maarten

B204 - Amazing 1 Bedroom with terrace
B204 - Amazing 1 Bedroom with terrace
Pool

Apartment in Simpson Bay

1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
10.0 out of 10, Exceptional, (2 reviews)
"perfect!!"
United States
jason l.
The price is HK$1,396
HK$2,296 total
includes taxes & fees
31 Mar - 1 Apr
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
Beach nearby

Condo in Maho

Ocean View Studio in Maho, Beach Access
9.2 out of 10, Wonderful, (7 reviews)
"Awsome location "
United States
todd
Ocean View Studio in Maho, Beach Access
Pool

Apartment in Simpson Bay

Beach Front 2 Bed Condon D1.1 with Sea View and Private Pool !!
10.0 out of 10, Exceptional, (1 review)
"Incredible property. Views for days, great location. Had a wonderful stay and Lisa was great also. Very secure condo and clean. Loved the pool and so many dining options close by. "
United States
Camelo
Beach Front 2 Bed Condon D1.1 with Sea View and Private Pool !!
Pool

Condo in Simpson Bay

Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
The price is HK$5,894
HK$7,374 total
includes taxes & fees
23 Mar - 24 Mar
Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
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

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

6/10 Okay
"A little older property but very clean, conveniently located on a beach, next to strip of restaurants, bars, supermarket. Nice kitchenette with full-size fridge. Pool area very small but beach is very nice. "
Magdalena 4-night trip
Posted 4 hours ago
The Atrium Beach Resort and Spa, an Ascend Collection Resort

Find out more about Simpson Bay

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:

  • View our selection of featured holiday rentals in Simpson Bay
  • Use the map to find apartments and other holiday homes in the Simpson Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday 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 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.

What are some of the best holiday rentals that Simpson Bay has to offer?

Philips Scott House Calinago: This holiday home rental outside Simpson Bay is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience. Some other homes for rent in Simpson Bay include White Sands Retreat - Beachside at Beacon Hill and Dream Beachfront Home : Stunning sea views, private pool and walking distance .

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?

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 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.