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Compare 25 Vacation Homes in Simpson Bay with updated reviews, rates, and availability.

White Sands Retreat - Beachside at Beacon Hill
Simpson Bay Beach. Two mile long white sand beach.

White Sands Retreat - Beachside at Beacon Hill

9.0 out of 10, Wonderful, (26)
"We would stay here again if we were to return. We loved the location, enjoyed watching the planes landing and taking off from the front porch, not a noise problem. The property had everything one needed for our stay, washing machine was a bonus as was having everything one needed for the beach. Communication with the owner was great. Walking distance to the Maho Beach area was great, close to bars, restaurants and shopping. We have not a bad word to say about this stay. I hope he will also give...
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, (2)
"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
Pool

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

10.0 out of 10, Exceptional, (3)
"The pictures are accurate and house was very nice and spotless. House cleaners came every 2 days which was a pleasant surprise. Disappointed that there was no washer/dryer. I understood from the listing that it was available….I just would’ve packed differently. Kids enjoyed the pool and the sunsets are amazing. Stacey the house manager was the best! She stayed late to let us in as our flight was late. We forgot something when we checked out and she helped us get it back! I can’t say enough good...
Nice & Cosy 3BR Villa with private pool / Ocean View and beach access
Caribbean Sea Studio next to The Morgan Resort
Interior

Caribbean Sea Studio next to The Morgan Resort

8.0 out of 10, Very Good, (1)
The price is SAR 1,032
SAR 1,355 total
includes taxes & fees
1 Jan - 2 January 2025
Caribbean Sea Studio next to The Morgan Resort
Coco's Beach House with pool - Simpson Bay Beach
Beach access

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
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!

Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!
Villa Myles: Beachfront
Pool

Villa Myles: Beachfront

Villa Myles: Beachfront
La Madrague, cosy house with private pool few steps to the beach
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
Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite

Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite

The price is SAR 864
SAR 1,273 total
includes taxes & fees
4 Jan - 5 January 2025
Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite
Peaceful Paradise
Living area

Peaceful Paradise

Peaceful Paradise
Ruby Room · CocoVaa Boutique Hotel - Ruby Suite

Ruby Room · CocoVaa Boutique Hotel - Ruby Suite

The price is SAR 864
SAR 1,273 total
includes taxes & fees
4 Jan - 5 January 2025
Ruby Room · CocoVaa Boutique Hotel - Ruby Suite
La Madrague à Deux pas de la Plage
Outdoor dining

La Madrague à Deux pas de la Plage

La Madrague à Deux pas de la Plage
Entire apartment hosted by Alvin
Room

Entire apartment hosted by Alvin

Entire apartment hosted by Alvin
Mary's Beach House
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!
Living area

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

New listing! Blue View .. stunning views of endless sea!
Simpson Bay Penthouse
Pool

Simpson Bay Penthouse

4.0 star property
Simpson Bay Penthouse
Blue Sail Villa. 2 bedroom with pool
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
Gated Townhouse in Pelican Key- 1 block from Ocean!
Pool

Gated Townhouse in Pelican Key- 1 block from Ocean!

Gated Townhouse in Pelican Key- 1 block from Ocean!
Logan's Run St Maarten
Room

Logan's Run St Maarten

4.0 star property
Logan's Run St Maarten
Luxury 2 BED Beachfront Penthouse- SIMPSON BAY
Room

Luxury 2 BED Beachfront Penthouse- SIMPSON BAY

Luxury 2 BED Beachfront Penthouse- 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.
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Other property types in Simpson Bay

Simpson Bay Suites
Exterior

Simpson Bay Suites

3.5 star property
6.8 out of 10, (106)
"They are very accommodating 👍"
The price is SAR 635
SAR 711 total
includes taxes & fees
6 Jan - 7 January 2025
Simpson Bay Suites
Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.0 out of 10, Wonderful, (14)
"Well cared for, and though out, interesting location, cooperative and helpful landlords, I would use this location on another list to island."
Tradewinds at Simpson Bay
The Horny Toad Guesthouse
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 SAR 1,139
SAR 1,354 total
includes taxes & fees
6 Jan - 7 January 2025
The Horny Toad Guesthouse
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.