Search Holiday Rentals in Simpson Bay

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Check prices for these dates

Tonight
11 Dec - 12 Dec
Tomorrow
12 Dec - 13 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Simpson Bay holiday rentals

On the beach, sun-loungers, beach umbrellas, beach towels
Hilton Vacation Club Royal Palm St. Maarten

Aparthotel in Simpson Bay

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
9.0 out of 10, Wonderful, (1158)
"One of my favorite places to stay."
United States
Carlos
The price is ₹12,894
₹15,900 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Vacation Club Royal Palm St. Maarten
Amazing Top Floor Apartment | Balcony
The Hills Residence

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
9.0 out of 10, Wonderful, (52)
"Enjoyed my stay "
United States
Shakia
The Hills Residence
Exterior
Tradewinds at Simpson Bay

Condo in Simpson Bay

Tradewinds at Simpson Bay
3.5 star property
9.4 out of 10, Exceptional, (32)
"Wonderful place to stay. Hugo being on site was very nice who went above and beyond plus the owner Adrian stepped when we had a power outage. We 100% recommend this place and can't wait to return."
United States
Sabina
Tradewinds at Simpson Bay
Beach nearby, white sand, sun-loungers, beach umbrellas
Simpson Bay Suites

Aparthotel in Simpson Bay

Simpson Bay Suites
3.5 star property
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is ₹13,683
₹15,326 total
includes taxes & fees
15 Dec - 16 Dec
Simpson Bay Suites
Orchid | View from room
The Horny Toad Guesthouse

Apartment in Simpson Bay

The Horny Toad Guesthouse
3.0 star property
9.4 out of 10, Exceptional, (53)
"We like it being beachfront, wide verandas, spacious unit, host and staff were excellent!"
United States
Melanie Pacoli
The Horny Toad Guesthouse
Terrace/patio
Cliff House

Villa in Simpson Bay

Cliff House
3.5 star property
8.8 out of 10, Excellent, (3)
"Amazing location. Views of the bay and the ocean on each side. Walkable to Maho restaurants and grocery. Would stay again"
United States
Cami
Cliff House
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 Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Love it "
Ja-ki 3-night trip
Posted 3 days ago
The Villas at Simpson Bay Resort

Find out more about Simpson Bay

Holiday Rentals in Simpson Bay

Search for holiday rentals in Simpson Bay on Expedia.co.uk! 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.

How many holiday rentals are there in Simpson Bay?

With 36 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. 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.