Simpson Bay Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Simpson Bay vacation rentals

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, (1,178 reviews)
"Great staff, location and amenities."
United States
Deon Oliver
The price is P22,258
P24,896 total
includes taxes & fees
Mar 15 - Mar 16
Hilton Vacation Club Royal Palm St. Maarten
Balcony

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very Good, (82 reviews)
"Great staff, would stay again!"
United States
Maimuna
The Hills Residence
Beach nearby, white sand, sun loungers, beach umbrellas

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.0 out of 10, Good, (133 reviews)
"Room was clean. Had a full living room and kitchen incl microwave. Convenient to kim-sha beach. "
United States
Dale
The price is P10,401
P11,649 total
includes taxes & fees
Feb 15 - Feb 16
Simpson Bay Suites
Iron/ironing board, free WiFi

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.0 out of 10, Good, (20 reviews)
"I had an absolutely wonderful stay,the room was spotless, comfortable,for the price that we pay was very good we planing to go back and staying at same place ."
United States
Ana
The price is P4,445
P5,335 total
includes taxes & fees
Feb 15 - Feb 16
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, (188 reviews)
"Clean rooms and very friendly staff!"
Canada
Christina
July Apartments
Outdoor pool

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.4 out of 10, Very Good, (25 reviews)
"Beautiful condo with large balcony"
Canada
Mary Colleen
Dawn Beach Club Resort Sint Maarten
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, (129 reviews)
"It was excellent! Wonderful stay!!"
United States
Anthony
The price is P24,133
P33,538 total
includes taxes & fees
Mar 1 - Mar 2
Mullet Bay Suites: Your Luxury Stay Awaits
Outdoor pool

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (28 reviews)
"I would absolutely stay there again. This was the best condo I have ever stayed at. My husband and I had a blast. The view was to die for. Location is top tier. Private beach and restaurants nearby. "
United States
Marley
The price is P20,985
P30,079 total
includes taxes & fees
Feb 26 - Feb 27
condostmaarten by the sea -Adults Only-
Blackout drapes, free WiFi

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is P9,878
P14,759 total
includes taxes & fees
Feb 24 - Feb 25
Philips Scott House Calinago
Terrace/patio

The Forest

The Forest
4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (18 reviews)
"This is a wonderful property to stay at we loved it and really wish we never had to leave but alas real life must go on "
United States
Mitchel
The Forest
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 P26,287
P31,959 total
includes taxes & fees
Feb 14 - Feb 15
Singh Luxury Apartments With sea View, Apt.2
Living area

Avenue du lagon

Avenue du lagon
Oyster Pond
The price is P104,594
P134,927 total
includes taxes & fees
Feb 23 - Feb 24
Avenue du lagon
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 P26,287
P31,959 total
includes taxes & fees
Feb 20 - Feb 21
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 P48,755
P55,551 total
includes taxes & fees
Feb 14 - Feb 15
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
"Room was clean & well maintained with a nice ocean front view. Staff was courteous & professional. Breakfast ( included) was quite good with variety."
Pamela 7-night trip
Posted 3 days 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
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  • 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 lively bars and top-notch restaurants.

How many vacation rentals are there in Simpson Bay?

With 34 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. Simpson Bay Beach and Hollywood Casino 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.