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Hotels in Simpson Bay

Vacation rentals in Simpson Bay, St. Maarten

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Top rentals in Simpson Bay

Find the perfect vacation rental for your stay in Simpson Bay
Price
$78
$1,462
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

Divine Rest

Philipsburg, St. Maarten

7.8
Studio Sleeps 2 with Free Parking Photo

Studio Sleeps 2 with Free Parking

Simpson Bay, St. Maarten

9.6

Fun under the sun!

Cole Bay, St. Maarten

8.6
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

8.6
Entire apartment hosted by Alvin Photo

Entire apartment hosted by Alvin

Simpson Bay, St. Maarten

2-bedroom apartment in charming Sint Maarten with WiFi, AC Photo

2-bedroom apartment in charming Sint Maarten with WiFi, AC

Simpson Bay, St. Maarten

Get the best value vacation rental in Simpson Bay

These Simpson Bay vacation rentals have the best prices for their ratings
Studio Sleeps 2 with Free Parking Photo

Studio Sleeps 2 with Free Parking

Simpson Bay, St. Maarten

9.6
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

8.6
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
Villa Flagrantia, Paradise at your pleasure Photo

Villa Flagrantia, Paradise at your pleasure

Upper Prince's Quarter, St. Maarten

9.5
Orient Bay Studio-Exceptional Sea View, Private Pool, Direct Beach Access Photo

Orient Bay Studio-Exceptional Sea View, Private Pool, Direct Beach Access

Cul-de-Sac, Saint Martin

9.1
Convenient Studio Apt Near Airport, Beaches & Food Photo

Convenient Studio Apt Near Airport, Beaches & Food

Lowlands, St. Maarten

9.4

momondo's favorite vacation rentals in Simpson Bay

Learn more about these user-preferred vacation rentals in Simpson Bay
The Sunnydays Condo Photo

The Sunnydays Condo

Simpson Bay, St. Maarten

$297

Emerald Upscale Studio in Maho-Walking distance to beach

Simpson Bay, St. Maarten

7.5
$178
Turquoise paradise, directly ON beach, gated w underground parking! Photo

Turquoise paradise, directly ON beach, gated w underground parking!

Simpson Bay, St. Maarten

9.2
$707

Villa Cleavage

Simpson Bay, St. Maarten

8.2
$124
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
$857
White Sands Retreat - Beachside at Beacon Hill Photo

White Sands Retreat - Beachside at Beacon Hill

Simpson Bay, St. Maarten

9.3
$246
Ocean's Edge 2B directly on Simpson Bay Beach Photo

Ocean's Edge 2B directly on Simpson Bay Beach

Simpson Bay, St. Maarten

9.8
$435
Convenient Studio Apt Near Airport, Beaches & Food Photo

Convenient Studio Apt Near Airport, Beaches & Food

Lowlands, St. Maarten

9.4
$153
Condo on the beach La Siesta w/ backup generator; beach and sunsets! Photo

Condo on the beach La Siesta w/ backup generator; beach and sunsets!

Simpson Bay, St. Maarten

10.0
$314

Sunshine Sxm Studios

Grand-Case, Saint Martin

8.9
$130

Tekila Beach, appt-condo au bord de mer a Saint-Martin SXM

Marigot, Saint Martin

10.0
$368
Hamaka condo a beachfront retreat on Simpson Bay Beach Photo

Hamaka condo a beachfront retreat on Simpson Bay Beach

Simpson Bay, St. Maarten

8.6
$288
Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway Photo

Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway

Simpson Bay, St. Maarten

7.7
$347
Sea View @ La Siesta, Simpson Bay, St. Maarten, N.A. Photo

Sea View @ La Siesta, Simpson Bay, St. Maarten, N.A.

Simpson Bay, St. Maarten

10.0
$660

Coco's Beach House

Simpson Bay, St. Maarten

$554
Villa Seaclusion accommodates 18 guests 9 beds 5 villas Ocean view pool Photo

Villa Seaclusion accommodates 18 guests 9 beds 5 villas Ocean view pool

Simpson Bay, St. Maarten

10.0
$903

The Black Palm

Philipsburg, St. Maarten

8.9
$443
Pelican Pearl Photo

Pelican Pearl

Simpson Bay, St. Maarten

7.7
$177
modern, breathtaking view of the Caribbean Sea and the island of Saba Photo

modern, breathtaking view of the Caribbean Sea and the island of Saba

Simpson Bay, St. Maarten

$1,491
Skyline Luxury 5 Star Condo Photo

Skyline Luxury 5 Star Condo

Lowlands, St. Maarten

9.0
$399

Useful insights on Simpson Bay vacation rentals

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

Average Length of Stay

2 days
On average, people stay for 2 days when lodging at vacation rentals in Simpson Bay. The average accommodation price for 2 days in Simpson Bay in the past week is $644.

When to book a vacation rental in Simpson Bay

Check out the information below to find the best deal on a vacation rental in Simpson Bay
Low SeasonJulycheapest month to stay
High SeasonMaymost expensive time to stay
76%expected price decrease
74%expected price increase

Price

$137 - $2,194

Cheapest day of weekTuesdayis the cheapest day of the week to book
Highest day of weekMondayis the most expensive day of the week to book
$134
$1,402

Information about staying in Simpson Bay

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

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

The average length of a vacation rental booking in Simpson Bay is 2 nights.

How much does a vacation rental apartment in Simpson Bay cost?

On average, vacation apartments in Simpson Bay typically cost around $263 per night. Search to see the apartments that we have in Simpson Bay and the prices for your selected dates.

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

Simpson Bay vacation rentals are at their cheapest in July. Rental prices can be around 77% lower per night than in the high season.

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

As of January 2026, there are 293 operators available to choose from for hotels in Simpson Bay.

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

Prices for hotels in Simpson Bay were last updated today.

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