Simpson Bay Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Simpson Bay vacation rentals

Balcony

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very Good, (102 reviews)
"Clean rooms, amazing views, and responsive staff! Will be staying again next time. "
United States
Nicole
The price is P10,589
P17,789 total
includes taxes & fees
Apr 1 - Apr 2
The Hills Residence
On the beach, sun loungers, beach umbrellas, beach towels

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,199 reviews)
"Went for a family vacation, everything was so convenient pool beach, shopping restaurants cabs easy to get to visit anywhere to visit we loved it ."
United States
Cynthia
The price is P24,428
P27,244 total
includes taxes & fees
Apr 3 - Apr 4
Hilton Vacation Club Royal Palm St. Maarten
Terrace/patio

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.0 out of 10, Good, (150 reviews)
"Room was great and also the staff"
United States
Shevlin
The price is P10,234
P11,462 total
includes taxes & fees
Apr 8 - Apr 9
Simpson Bay Suites
Terrace/patio

The Forest

The Forest
4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (24 reviews)
"We had very peaceful and relaxed vacation Staff extremely caring and accommodating Karaoke night with fun and beautiful singing Clean and comfortable rooms, beautiful vegetation all around Location is close to Anse Marcel beach and Casa Grande restaurants for dinner - car is needed"
United States
Artur
The price is P22,544
P23,446 total
includes taxes & fees
Apr 1 - Apr 2
The Forest
Blackout drapes, free WiFi

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is P10,295
P15,381 total
includes taxes & fees
Apr 3 - Apr 4
Philips Scott House Calinago
Outdoor pool

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (32 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
The price is P38,205
P45,847 total
includes taxes & fees
May 1 - May 2
Dawn Beach Club Resort Sint Maarten
Outdoor pool

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.0 out of 10, Wonderful, (34 reviews)
"Everything was so perfect from the parking to the view, the staff was very welcoming and professional overall i will definitely stay here again. "
United States
Rose
The price is P18,303
P27,050 total
includes taxes & fees
Apr 7 - Apr 8
condostmaarten by the sea -Adults Only-
Living area

Avenue du lagon

Avenue du lagon
Oyster Pond
The price is P88,059
P118,909 total
includes taxes & fees
Apr 2 - Apr 3
Avenue du lagon
Living area

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.8 out of 10, Exceptional, (140 reviews)
"Beautiful view. Pool was lovely.great atmosphere love the place.."
United States
Rene
The price is P12,917
P18,924 total
includes taxes & fees
Apr 14 - Apr 15
Mullet Bay Suites: Your Luxury Stay Awaits
Exterior

Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
The price is P19,551
P25,070 total
includes taxes & fees
Apr 26 - Apr 27
Singh Luxury Apartments With sea View, Apt.2
Iron/ironing board, free WiFi

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.0 out of 10, Good, (47 reviews)
"Good rooms at a great location"
United States
Asheed
The price is P5,690
P6,828 total
includes taxes & fees
Apr 1 - Apr 2
MIDTOWN MOTEL SXM
Down comforters, free WiFi, bed sheets

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (220 reviews)
"Friendly and helpful staff, very clean environment. You get value for your money, I'll definitely stay there again 💯 "
United States
Irma
The price is P4,905
P5,150 total
includes taxes & fees
Apr 1 - Apr 2
July Apartments
Beach

Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
The price is P27,394
P33,306 total
includes taxes & fees
Apr 12 - Apr 13
Singh Luxury Apartments With sea View, Apt.1
Beach

Singh Luxury Apartments With sea View, Apt.3

Singh Luxury Apartments With sea View, Apt.3
3.0 star property
Oyster Pond
2.0 out of 10, (1 review)
The price is P43,147
P49,859 total
includes taxes & fees
Apr 25 - Apr 26
Singh Luxury Apartments With sea View, Apt.3
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
"Great stay."
Victor 6-night trip
Posted 2 hours ago
The Villas at Simpson Bay 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 vacation rental in Simpson Bay?

Yes, we give you a choice of vacation rentals near top attractions in Simpson Bay, or you can choose a secluded option if you'd like a relaxing place to 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 vacation home rentals that Simpson Bay has to offer?

Philips Scott House Calinago: This vacation 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 like a microwave and free parking are also available for your convenience.

How many vacation rentals are there in Simpson Bay?

With 40 Expedia vacation rentals, you're sure 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. Hollywood Casino and Simpson Bay Beach are other places to visit while you're in town.

What’s a vacation rental in Simpson Bay like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Simpson Bay. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for families.