Simpson Bay Holiday Rentals

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Check prices for these dates

Tonight
10 Jun - 11 Jun
Tomorrow
11 Jun - 12 Jun
This weekend
13 Jun - 15 Jun
Next weekend
20 Jun - 22 Jun

Holiday Rentals in Simpson Bay

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

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1037)
"Great place to stay"
The price is S$270
includes taxes & fees
29 Jun - 30 Jun
Hilton Vacation Club Royal Palm St. Maarten
The Hills Residence
Balcony

The Hills Residence

3.0 star property
9.2 out of 10, Wonderful, (31)
"Great place to stay! "
The Hills Residence
Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (27)
"Was an amazing stay definitely recommend this place ! "
Tradewinds at Simpson Bay
Simpson Bay Suites
Beach nearby, white sand, sun-loungers, beach umbrellas

Simpson Bay Suites

3.5 star property
6.8 out of 10, (123)
"Highly recommended and friendly staff…"
The price is S$175
includes taxes & fees
11 Jun - 12 Jun
Simpson Bay Suites
The Horny Toad Guesthouse
View from room

The Horny Toad Guesthouse

3.0 star property
9.4 out of 10, Exceptional, (52)
"We will continue to come back! Beautiful beach, friendly and accommodating hosts, all the amenities you need, perfect distance to everything . The host was so welcoming and made us feel like a part of the family the second we arrived until we left!! "
The Horny Toad Guesthouse
OASIS Apartments Simpson Bay
Restaurant

OASIS Apartments Simpson Bay

4.0 star property
OASIS Apartments Simpson Bay
Fourteen at Mullet Bay
Terrace/patio

Fourteen at Mullet Bay

3.5 star property
9.2 out of 10, Wonderful, (288)
"Great and calm place to stay "
Fourteen at Mullet Bay
Mullet Bay Suites: Your Luxury Stay Awaits
Terrace/patio

Mullet Bay Suites: Your Luxury Stay Awaits

4.0 star property
9.8 out of 10, Exceptional, (93)
"This is our 2nd stay at Mullet Bay Suites and we love it!! Our unit was stunning, beautiful furniture, and the the view was amazing. The location was convenient and right in the center of everything. We look forward to returning again in the near future!!"
The price is S$423
includes taxes & fees
16 Jun - 17 Jun
Mullet Bay Suites: Your Luxury Stay Awaits
July Apartments
Front of property

July Apartments

3.0 star property
9.0 out of 10, Wonderful, (130)
"The property was very clean nice and quiet "
July Apartments
Sea Palace
Balcony view

Sea Palace

3.0 star property
8.4 out of 10, Very good, (100)
"Will stay here again for sure.💕"
The price is S$150
includes taxes & fees
12 Jun - 13 Jun
Sea Palace
Dawn Beach Club Resort Sint Maarten
Sun deck

Dawn Beach Club Resort Sint Maarten

4.0 star property
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
Dawn Beach Club Resort Sint Maarten
Aura
View from property

Aura

4.0 star property
9.0 out of 10, Wonderful, (7)
"The villa was very beautiful and well equipped. Staff was very friendly and helpful. Loved it!"
Aura
condostmaarten by the sea -Adults Only-
Beach

condostmaarten by the sea -Adults Only-

4.0 star property
9.4 out of 10, Exceptional, (18)
"The view of the ocean from the property was breathtaking. The concierge were very nice as well, an overall amazing stay"
condostmaarten by the sea -Adults Only-
Karibuni Boutique Hotel - Adults Only
Restaurant

Karibuni Boutique Hotel - Adults Only

9.8 out of 10, Exceptional, (24)
"We had a great time! Very friendly staff and great breakfast. The private island beach was also great."
Karibuni Boutique Hotel - Adults Only
The Forest
Exterior

The Forest

4.0 star property
9.8 out of 10, Exceptional, (10)
"Great boutique hotel in anse Marcel. Owners are hands on and very pleasant. Look forward to going again. "
The price is S$281
includes taxes & fees
14 Jun - 15 Jun
The Forest
Cupecoy Beach Club
On the beach, white sand

Cupecoy Beach Club

3.0 star property
9.0 out of 10, Wonderful, (2)
"Great location, spacious accomodations"
Cupecoy Beach Club
Cozy one-bedroom & mezzanine apartment
Balcony

Cozy one-bedroom & mezzanine apartment

3.0 star property
9.6 out of 10, Exceptional, (18)
"The host was incredibly communicative throughout our entire stay, from pre-arrival to departure. The location was perfect, with supermarkets and shopping centers nearby, and just a 12-minute walk to the town center. The apartment was beautifully presented, featuring a lovely shared pool and equipped with everything we needed. We'll definitely be staying here again on our next visit. "
Cozy one-bedroom & mezzanine apartment
Residence Alamanda
Exterior

Residence Alamanda

4.0 star property
8.8 out of 10, Excellent, (18)
"Very convenient to the beaches and restaurants. "
Residence Alamanda
The Cliff
Private beach, white sand, beach umbrellas, beach towels

The Cliff

3.0 star property
8.6 out of 10, Excellent, (7)
"Wonderful apartment with all the space you could ever need. Beautiful surroundings and very attentive staff. Good location especially If you rent a car to get you the few miles to Maho village or indeed anywhere on the island. Only drawback were catching a few cockroaches. "
The Cliff
Lovely 3-bed Apartment in Maho
Aerial view

Lovely 3-bed Apartment in Maho

3.5 star property
Lovely 3-bed Apartment in Maho
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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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.

How many holiday rentals are there in Simpson Bay?

With 67 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?

Flamingo Beach and Simpson Bay Beach are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Maho Beach and Orient Bay Beach.

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.