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Vacation rentals in Simpson Bay, Sint Maarten/Saint Martin

Carefully selected & verified rentals in Simpson Bay, Sint Maarten/Saint Martin
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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1-14 out of 14
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Blue Dream Apartments Simpson Bay
The largest option:
6 adults
2 bedrooms
3 beds
Map1.6 mi from City Centre800 yd from Simpson Bay Yacht Club Marina
FromUS$ 117 /nightSelect
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
Pelican Pearl
2 adults
1 bedroom
1 bed
Map1.9 mi from City Centre1300 yd from Simpson Bay Yacht Club Marina
FromUS$ 99 /nightSelect
Charming 1-Bed Studio In Simpson Bay - Beacon Hill
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
3 Bedroom Condo In Simpson Bay
Map1.8 mi from City Centre200 yd from Simpson Bay Yacht Club Marina
Select
Specious 2 Bedroom In Pelican Key Near The Beach
Map1.6 mi from City Centre900 yd from Simpson Bay Yacht Club Marina
Select
Newly Renovated Studio
Map1.8 mi from City Centre1100 yd from Simpson Bay Yacht Club Marina
Select
Luxurious Hidden Pearl - Private Pool
Map1.9 mi from City Centre700 yd from Simpson Bay Yacht Club Marina
Select
Two Bedroonm Apartment At La Villa Salee
Map2.0 mi from City Centre1300 yd from Simpson Bay Yacht Club Marina
Select
Maho Beach House - 2 Bedroom Corner Ocean Suite
Map500 yd from City Centre1.2 mi from
FromUS$ 953 /nightSelect
Cozy Cottage 1 Bedroom With Stunning Views
Map1.9 mi from City Centre400 yd from Simpson Bay Yacht Club Marina
FromUS$ 138 /nightSelect
Cocos Bechfront Breeze
Map1200 yd from City Centre700 yd from Bobby's Marina
Select
2 Bedrooms On Marina With Terrace.
Map1.7 mi from City Centre200 yd from Simpson Bay Yacht Club Marina
Select
Morea Sxm
Map1.9 mi from City Centre500 yd from Isle de Sol Yacht Club Marina
FromUS$ 379 /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$ 953
⬇️ The lowest price
US$ 99
đź’¸ Average price for
Apartments
US$ 279

Top vacation homes in Simpson Bay

Based on guest reviews from the past 12 months

Beachfront Bliss:
Cocos Bechfront Breeze
Family Friendly Getaway:
Luxury Retreat:
Luxurious Hidden Pearl - Private Pool
Romantic Escape:
Charming Hideaway:
Cozy Cottage 1 Bedroom With Stunning Views
Modern Comforts:
Cultural Experience:
Charming 1-Bed Studio In Simpson Bay - Beacon Hill
Stunning Marina Views:

How to get to Simpson Bay

Explore local transportation options with ease

Airports
Grand-Case (sfg)
Princess Juliana International (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.
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.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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