Vacation rentals in Simpson Bay, Sint Maarten/Saint Martin

Carefully selected & verified rentals in Simpson Bay, Sint Maarten/Saint Martin
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Rooms and Guests2 Guests, 1 Room
Simpson Bay boasts stunning spots like Maho Beach, famous for its thrilling plane landings, and the lively Sunset Beach Bar. Explore the luxurious Casino Royale or relax at the scenic Kim Sha Beach. For your stay, you'll find an array of vacation rentals and hotels, from beachfront villas to cozy apartments. This selection highlights exclusive options, meticulously chosen for their unique features and guest reviews. Remember to book early, especially during peak season, as summer and winter holidays tend to fill up accommodations quickly.
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  • Price: high to low
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Tradewinds Apartments Simpson Bay
MapProximity to excellent restaurantswalking distance
  • Beachfront views and access
  • Outdoor swimming pool
  • Air-conditioned rooms with kitchens
  • Outdoor pool
  • Beach access
  • Air conditioning
Beachfront resort with versatile rooms and amenities
FromUS$ 143 /nightSelect
Studio Sleeps 2 With Free Parking Simpson Bay
MapNext to the airport400m
  • Spacious air-conditioned rooms with balcony
  • Private parking and non-smoking policy
  • Garden area for relaxation and leisure
  • Free parking
  • Private entrance
  • Garden area
Hotel offering comfortable rooms near Simpson Bay Beach
FromUS$ 131 /nightSelect
Villa Cleavage
2 adults
1 bedroom
1 bed
Map1.9 mi from City Centre700 yd from Simpson Bay Yacht Club Marina
FromUS$ 115 /nightSelect
Modern Studio In Pelican With Pool-Walk To Beach, Dining, Entertainment
Map1.9 mi from City Centre1100 yd from Simpson Bay Yacht Club Marina
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Beach Front Condos
Map1.6 mi from City Centre600 yd from Simpson Bay Yacht Club Marina
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Escapes At The Emerald
Map700 yd from City Centre1.0 mi from Bobby's Marina
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4 Bedroom Beachfront Condo With Private Pool D21
Map1.6 mi from City Centre600 yd from Simpson Bay Yacht Club Marina
FromUS$ 1 165 /nightSelect
Aqualina Beach Club
Map1.2 mi from City Centre500 yd from Palapa Marina
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3 Bedroom Condo In Simpson Bay
Map1.8 mi from City Centre200 yd from Simpson Bay Yacht Club Marina
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Specious 2 Bedroom In Pelican Key Near The Beach
Map1.6 mi from City Centre900 yd from Simpson Bay Yacht Club Marina
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Newly Renovated Studio
Map1.8 mi from City Centre1100 yd from Simpson Bay Yacht Club Marina
FromUS$ 145 /nightSelect
Two Bedroonm Apartment At La Villa Salee
Map2.0 mi from City Centre1300 yd from Simpson Bay Yacht Club Marina
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Maho Beach 2Br Premier Corner Suite
Map500 yd from City Centre1.2 mi from
FromUS$ 1 157 /nightSelect
Cozy Cottage 1 Bedroom With Stunning Views
Map1.9 mi from City Centre400 yd from Simpson Bay Yacht Club Marina
FromUS$ 138 /nightSelect
Second Home Beach Apartment
Map1.1 mi from City Centre600 yd from Bobby's Marina
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Pelican 2 Bedr Ocean View Apt- Shared Pool
Map1.6 mi from City Centre1000 yd from Simpson Bay Yacht Club Marina
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2 Bedrooms On Marina With Terrace.
Map1.7 mi from City Centre200 yd from Simpson Bay Yacht Club Marina
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Charming Apartment In Cole Bay With Sea View - 70 M²
MapProximity to local beaches300m
  • Outdoor swimming pool available all year
  • Spacious rooms with garden views
  • Convenient private parking on site
  • Outdoor Pool
  • Private Parking
  • Air Conditioning
Hotel with private entrance and outdoor pool access
FromUS$ 868 /nightSelect
Morea Sxm
Map1.9 mi from City Centre500 yd from Isle de Sol Yacht Club Marina
FromUS$ 379 /nightSelect
Pelican Pearl
2 adults
1 bedroom
1 bed
Map1.9 mi from City Centre1300 yd from Simpson Bay Yacht Club Marina
FromUS$ 99 /nightSelect

Flexible Price Range for Vacation Homes in Simpson Bay

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 1 165
⬇️ The lowest price
US$ 99
đź’¸ Average price for
Apartments
US$ 429

Top vacation homes in Simpson Bay

Based on guest reviews from the past 12 months

Beachfront Bliss:
Luxury Retreat:
Romantic Escape:
Villa Cleavage
Modern Comforts:
Cultural Experience:
Studio Sleeps 2 With Free Parking
Stunning Marina Views:

How to get to Simpson Bay

Explore local transportation options with ease

Airports
Grand-Case Airport (sfg)
Princess Juliana International Airport (sxm)

FAQs about Simpson Bay rentals

Get answers to common questions and plan your adventure smoothly

Which vacation rentals in Simpson Bay are best for families?
The Villa Cleavage and the 3 Bedroom Condo In Simpson Bay are excellent for families, providing spacious accommodations and easy access to nearby beaches and family-friendly activities.
Which rental properties in Simpson Bay are ideal for couples?
The Newly Renovated Studio and Luxurious Hidden Pearl - Private Pool are ideal for couples looking for a romantic getaway, featuring intimate settings and private amenities.
What are some top-rated vacation rentals based on guest reviews?
Highly-rated properties include the Tradewinds Apartments Simpson Bay and Beacon Hill Hideaway Luxury Condo In Simpson Bay, both praised for their cleanliness, location, and exceptional service.
Which vacation rentals are closest to popular landmarks in Simpson Bay?
The 2-Bedroom Condo With Marina Views In Simpson Bay and the Specious 2 Bedroom In Pelican Key Near The Beach offer proximity to the marina and local beaches, within a 5-minute walk from these attractions.

Vacation Rentals in Simpson Bay Overview

This guide provides key insights into vacation rentals in Simpson Bay, evaluating 15 properties to help travelers make informed decisions regarding their stay.

Typical nightly prices range from $100 to $400.

There are approximately 15 vacation rentals available.

Peak travel seasons include December to April.

Local taxes/fees total about 10% on rentals.

Most properties are within 1 mile of Maho Beach and attractions.

Other cities in Sint Maarten/Saint Martin

Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room