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Holiday rentals in Simpson Bay, St. Maarten

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Top rentals in Simpson Bay

Find the perfect holiday rental for your stay in Simpson Bay
Price
£81
£705
Review Score
0+
6+
7+
8+
9+

Hostels and cheap hotels in Simpson Bay

These hotels and hostels usually make for a cheap way to stay in Simpson Bay
Maho Studio with Runway and Ocean Views - Free Wi-Fi! Photo

Maho Studio with Runway and Ocean Views - Free Wi-Fi!

Simpson Bay, St. Maarten

9.2
Lovely Studio Apartment with Pool & Nature Views! Photo

Lovely Studio Apartment with Pool & Nature Views!

Simpson Bay, St. Maarten

10.0
Entire apartment hosted by Alvin Photo

Entire apartment hosted by Alvin

Simpson Bay, St. Maarten

Studio Sleeps 2 with Free Parking Photo

Studio Sleeps 2 with Free Parking

Simpson Bay, St. Maarten

9.2
LimeTree Studio, Pelican Key. Cozy retreat in excellent location! Photo

LimeTree Studio, Pelican Key. Cozy retreat in excellent location!

Simpson Bay, St. Maarten

10.0
Pelican Pearl Photo

Pelican Pearl

Simpson Bay, St. Maarten

7.9

Get the best value holiday rental in Simpson Bay

These Simpson Bay holiday rentals have the best prices for their ratings
Royal Islander Club Resort La Terrasse Photo

Royal Islander Club Resort La Terrasse

Rhine Road 1C, Simpson Bay, St. Maarten

7.5
LimeTree Studio, Pelican Key. Cozy retreat in excellent location! Photo

LimeTree Studio, Pelican Key. Cozy retreat in excellent location!

Simpson Bay, St. Maarten

10.0
Maho Studio with Runway and Ocean Views - Free Wi-Fi! Photo

Maho Studio with Runway and Ocean Views - Free Wi-Fi!

Simpson Bay, St. Maarten

9.2
Studio Sleeps 2 with Free Parking Photo

Studio Sleeps 2 with Free Parking

Simpson Bay, St. Maarten

9.2
Lovely Studio Apartment with Pool & Nature Views! Photo

Lovely Studio Apartment with Pool & Nature Views!

Simpson Bay, St. Maarten

10.0
Tropical Gem! Watch Jets Fly into Airport+ocean Beach+garden Views+many Perks!!! Photo

Tropical Gem! Watch Jets Fly into Airport+ocean Beach+garden Views+many Perks!!!

Simpson Bay, St. Maarten

10.0

momondo's favourite holiday rentals in Simpson Bay

Learn more about these user-preferred holiday rentals in Simpson Bay
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath Photo

Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

Simpson Bay, St. Maarten

9.4
£311

Maho Beach House - Big Beautiful Studio - Ocean View

Simpson Bay, St. Maarten

8.6
£114
Ocean Front 3 Bedroom Penthouse Unit. Stay In Luxury. Photo

Ocean Front 3 Bedroom Penthouse Unit. Stay In Luxury.

Simpson Bay, St. Maarten

9.8
£661
Serenity Waves at La Siesta W/ Backup Generator; Beach And Sunsets! Photo

Serenity Waves at La Siesta W/ Backup Generator; Beach And Sunsets!

Simpson Bay, St. Maarten

10.0
£269
Maho Studio with Runway and Ocean Views - Free Wi-Fi! Photo

Maho Studio with Runway and Ocean Views - Free Wi-Fi!

Simpson Bay, St. Maarten

9.2
£70
Lovely Studio Apartment with Pool & Nature Views! Photo

Lovely Studio Apartment with Pool & Nature Views!

Simpson Bay, St. Maarten

10.0
£81
Charming 2-bedroom apartment for 6 people, with AC, WiFi in Sint Maarten Photo

Charming 2-bedroom apartment for 6 people, with AC, WiFi in Sint Maarten

Simpson Bay, St. Maarten

£254
Cozy Cottage 1 bedroom with Stunning Views Photo

Cozy Cottage 1 bedroom with Stunning Views

Simpson Bay, St. Maarten

5.5
£95
Charming 3BR Villa w Private Pool in Pelican Key Photo

Charming 3BR Villa w Private Pool in Pelican Key

Simpson Bay, St. Maarten

10.0
£397
Wow! Wow! Wow!, New Villa Libre` Stunning Inside And Out! Photo

Wow! Wow! Wow!, New Villa Libre` Stunning Inside And Out!

Simpson Bay, St. Maarten

10.0
£527
Spectacular Oceanfront Villa, Private Pool 2 Br/2 Ba Photo

Spectacular Oceanfront Villa, Private Pool 2 Br/2 Ba

Simpson Bay, St. Maarten

9.7
£287
Luxury penthouse · Cole Bay · Lagoon view & pool Photo

Luxury penthouse · Cole Bay · Lagoon view & pool

Simpson Bay, St. Maarten

10.0
£728
Beachfront 1 Bedroom - Feet in the sand! Photo

Beachfront 1 Bedroom - Feet in the sand!

Simpson Bay, St. Maarten

10.0
£227

Atrium Beach Resort & Spa

Simpson Bay, St. Maarten

£95

Cupecoy Beach Club

Simpson Bay, St. Maarten

£338
3 Br/3 Bath. Sint Maarten Direct Beachfront With Pool! Rates Start at 250/Nt!! Photo

3 Br/3 Bath. Sint Maarten Direct Beachfront With Pool! Rates Start at 250/Nt!!

Simpson Bay, St. Maarten

9.8
£216
Newly Furnished And Renovated unit, Plane to Sea Photo

Newly Furnished And Renovated unit, Plane to Sea

Simpson Bay, St. Maarten

10.0
£147
Aqua Vue by Island Properties Online Photo

Aqua Vue by Island Properties Online

Lowlands, St. Maarten

£244
LimeTree Studio, Pelican Key. Cozy retreat in excellent location! Photo

LimeTree Studio, Pelican Key. Cozy retreat in excellent location!

Simpson Bay, St. Maarten

10.0
£81
Discounted Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - Maho Beach! Photo

Discounted Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - Maho Beach!

Simpson Bay, St. Maarten

8.8
£173

Useful insights on Simpson Bay holiday rentals

Get a quick overview on price and accommodation trends for your visit in Simpson Bay

Average Length of Stay

8 days
On average, people stay for 8 days when lodging at holiday rentals in Simpson Bay. The average accommodation price for 8 days in Simpson Bay in the past week is £1,287.

When to book a holiday rental in Simpson Bay

Check out the information below to find the best deal on a holiday rental in Simpson Bay
Low seasonSeptembercheapest month to stay
High seasonDecembermost expensive time to stay
70%expected price decrease
65%expected price increase

Price

£85 - £830

Cheapest day of weekFridayis the cheapest day of the week to book
Highest day of weekMondayis the most expensive day of the week to book
£140
£1,232

Information about staying in Simpson Bay

Read these important travel tips before booking a holiday rental in Simpson Bay

How long do people typically book holiday apartments for in Simpson Bay?

On average, people book holiday rentals in Simpson Bay for stays of around 8 nights.

When is the best time to book a holiday rental in Simpson Bay?

September is often the cheapest month to rent a holiday apartment in Simpson Bay. Prices per night can be around 71% below average at this time.

How many operators does momondo search for hotels in Simpson Bay?

There are 333 operators available for hotels in Simpson Bay as of May 2026.

When did momondo last update prices for hotels in Simpson Bay?

Prices for hotels in Simpson Bay are updated daily.

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