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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 27 Vacation Homes in Simpson Bay with updated reviews, rates, and availability.

Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!
Pool

Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!

10.0 out of 10, Exceptional, (2)
"Super easy process for checking in & out .Also , very friendly helpful staff !"
Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!
White Sands Retreat - Beachside at Beacon Hill
Terrace/patio

White Sands Retreat - Beachside at Beacon Hill

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay. We really appreciated the extras like the barbeque, beach chairs, etc. We had an issue with the internet but the owner was right on it. The location and beach were great. "
White Sands Retreat - Beachside at Beacon Hill
Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
Terrace/patio

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool

10.0 out of 10, Exceptional, (3)
"Jacob & Eli were gracious and responsive hosts. We had great communication and directions for the property. It was amazing to have a pool and a snorkeling beach at the same property. Outdoor grill worked great. We were able to park 3x small cars in the drive. Neighborhood is quiet and secure. Other reviews mention the airport noise but frankly we rarely heard anything over the sound of the waves on the beach!. No sargassum. Beach can be tricky to enter water but snorkeling is was nice. Kitchen...
Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
Nice & Cosy 3BR Villa with private pool / Ocean View and beach access
Outdoor pool

Nice & Cosy 3BR Villa with private pool / Ocean View and beach access

10.0 out of 10, Exceptional, (4)
"My family of 4 enjoyed this property! The home was very comfortable and well appointed with everything we needed for a perfect vacation. The home was immaculate and beautifully decorated. We were truly in awe of the ocean views from the main living area and pool deck. Perfect spot to watch the sunset with a cocktail and I enjoyed my morning coffee up on the balcony of the main suite overlooking the ocean. We thought the location was great. Easy to walk to bars, restaurants and shops. We...
Nice & Cosy 3BR Villa with private pool / Ocean View and beach access
Caribbean Sea Studio next to The Morgan Resort
Property grounds

Caribbean Sea Studio next to The Morgan Resort

8.0 out of 10, Very Good, (1)
Caribbean Sea Studio next to The Morgan Resort
Ruby Room · CocoVaa Boutique Hotel - Ruby Suite
TV

Ruby Room · CocoVaa Boutique Hotel - Ruby Suite

The price is AED 735
AED 1,109 total
includes taxes & fees
14 Apr - 15 Apr
Ruby Room · CocoVaa Boutique Hotel - Ruby Suite
Coco's Beach House with pool - Simpson Bay Beach
Terrace/patio

Coco's Beach House with pool - Simpson Bay Beach

9.4 out of 10, Exceptional, (3)
"Lia is a terrific host. Great communication leading up to the trip and during our stay. She arranged for a car rental to meet us at the airport. Super easy. Our stay at Coco Beach was terrific. Highly recommend. Great location to beaches and restaurants."
Coco's Beach House with pool - Simpson Bay Beach
Villa Myles: Beachfront
Outdoor pool

Villa Myles: Beachfront

10.0 out of 10, Exceptional, (1)
"This property was perfect for three couples. The principal bedroom with its own ensuite was located on the second level. On the main level there were two other bedrooms, one with an ensuite washroom and the other with the washroom just outside the bedroom. You can walk to Simpson's Bay beach or Maho. The property was clean, and housekeeping came in twice during our weeklong stay. We met the owner of the property, and he was very nice. The property management company was not the best that we have...
Villa Myles: Beachfront
Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite
TV

Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite

The price is AED 735
AED 1,109 total
includes taxes & fees
16 Apr - 17 Apr
Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite
La Madrague, cosy house with private pool few steps to the beach
Outdoor pool

La Madrague, cosy house with private pool few steps to the beach

9.8 out of 10, Exceptional, (8)
"Met by the awesome host Isa. The house is amazing. There is a full kitchen complete with everything you need. Each room has its own patio area, including the king bed that opens to the pool. It’s a small pool, about 4ft deep but tons of fun. The upstairs master has a view of the ocean, magnificent. Not far from the beach, you could walk but we drove. Great air conditioning. Secure neighborhood. We were very glad we rented a car it definitely was needed. Thank you Isa for your warm welcome we...
La Madrague, cosy house with private pool few steps to the beach
Charming 3BR Villa w Private Pool in Pelican Key
Pool

Charming 3BR Villa w Private Pool in Pelican Key

The price is AED 1,414
AED 2,697 total
includes taxes & fees
12 Apr - 13 Apr
Charming 3BR Villa w Private Pool in Pelican Key
Mary's Beach House
Outdoor pool

Mary's Beach House

8.0 out of 10, Very Good, (1)
"The contact person is inaccurate in the listing and can not be reached as she is not the correct contact for this property. I messaged 2 times and no response. In addition it states in the description to have a “ fully equipped kitchen” , that was not the case. The was no oven , as stated in listing. That is not a fully equipped kitchen. A kitchen.” Additionally the microwave in the house shocks you when you push the open button"
Mary's Beach House
New listing! Blue View .. stunning views of endless sea!
Smart TV, books

New listing! Blue View .. stunning views of endless sea!

New listing! Blue View .. stunning views of endless sea!
Pelican Pearl Villa - GENERATOR
3 bedrooms, iron/ironing board, WiFi, bed sheets

Pelican Pearl Villa - GENERATOR

Pelican Pearl Villa - GENERATOR
Logan's Run St Maarten
Exclusive House, 2 Bedrooms, Non Smoking, Sea View | 2 bedrooms, in-room safe, individually decorated, individually furnished

Logan's Run St Maarten

4.0 star property
Logan's Run St Maarten
Casa Picassa - Charming Beachfront 1 bedroom with Private Beach Access
Terrace/patio

Casa Picassa - Charming Beachfront 1 bedroom with Private Beach Access

10.0 out of 10, Exceptional, (4)
"So nice to wake up and walk right out on the beach every morning. Host was exceptionally great!! very communicative and helped me find my way around. Next time I’m down I will want to stay here, 100%"
Casa Picassa - Charming Beachfront 1 bedroom with Private Beach Access
Blue Sail Villa. 2 bedroom with pool
Outdoor pool

Blue Sail Villa. 2 bedroom with pool

7.0 out of 10, Good, (2)
"They may still be fixing things from Irma, but was a little disappointed. The bathroom had no handle on the shower so had to control the water with the small lever that should be inside the handle. The bathroom smelled musty and the shower was missing tile and the door did not close properly.. There were small ants crawling in through a crack by the window and they were everywhere- from the kitchen to the bathroom and the dining table. There were no beach towels provided and the towels they did...
Blue Sail Villa. 2 bedroom with pool
Entire apartment hosted by Alvin
Terrace/patio

Entire apartment hosted by Alvin

Entire apartment hosted by Alvin
Luxury 2 BED Beachfront Penthouse- SIMPSON BAY
Pool

Luxury 2 BED Beachfront Penthouse- SIMPSON BAY

Luxury 2 BED Beachfront Penthouse- SIMPSON BAY
Simpson Bay Penthouse
Outdoor pool

Simpson Bay Penthouse

4.0 star property
Simpson Bay Penthouse
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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Other property types in Simpson Bay

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

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1004)
"This is an excellent option to stay in the island, peaceful area, very beautiful property with very good services and daily events for entertainment. Highly recommended."
The price is AED 625
AED 752 total
includes taxes & fees
1 May - 2 May
Hilton Vacation Club Royal Palm St. Maarten
The Hills Residence
4 outdoor pools

The Hills Residence

3.0 star property
9.4 out of 10, Exceptional, (22)
"I loved staying at The Hills because it was very centric, easy to move around. The property has an amazing view with a pool, beautiful decor comfortable bed. I love it all. I will recommend it. I am staying here again. "
The Hills Residence
Simpson Bay Suites
Exterior

Simpson Bay Suites

3.5 star property
6.8 out of 10, (121)
"10 out of 10 "
The price is AED 496
AED 555 total
includes taxes & fees
16 Apr - 17 Apr
Simpson Bay Suites
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.