Vacation Rentals in Simpson Bay, Sint Maarten/Saint Martin from 99$/Night

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.

1-20 out of 24

Sort by:

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

Map2.6 km from City Centre700 m 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

Map3.1 km from City Centre1.1 km 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

Villa Cleavage

2 adults

1 bedroom

1 bed

Map3.0 km from City Centre600 m from Simpson Bay Yacht Club Marina

FromUS$ 115 /nightSelect

Villa Sea Forever @ Pelican Key - Paradise Awaits!

Map2.7 km from City Centre600 m from Simpson Bay Yacht Club Marina

Select

3 Bedroom Condo In Simpson Bay

Map2.8 km from City Centre200 m from Simpson Bay Yacht Club Marina

Select

Specious 2 Bedroom In Pelican Key Near The Beach

Map2.6 km from City Centre800 m from Simpson Bay Yacht Club Marina

Select

Newly Renovated Studio

Map2.9 km from City Centre1000 m from Simpson Bay Yacht Club Marina

FromUS$ 145 /nightSelect

Two Bedroonm Apartment At La Villa Salee

Map3.1 km from City Centre1.2 km from Simpson Bay Yacht Club Marina

Select

Beacon Hill Hideaway Luxury Condo In Simpson Bay

Map200 m from City Centre1.5 km from Bobby's Marina

FromUS$ 329 /nightSelect

Maho Beach House - 2 Bedroom Corner Ocean Suite

Map500 m from City Centre1.9 km from

FromUS$ 1 157 /nightSelect

Villa Oceans 11

Map3.1 km from City Centre1.2 km from Simpson Bay Yacht Club Marina

Select

Cozy Cottage 1 Bedroom With Stunning Views

Map3.0 km from City Centre400 m from Simpson Bay Yacht Club Marina

FromUS$ 138 /nightSelect

Pelican 2 Bedr Ocean View Apt- Shared Pool

Map2.6 km from City Centre900 m from Simpson Bay Yacht Club Marina

Select

Cocos Bechfront Breeze

Map1.0 km from City Centre700 m from Bobby's Marina

Select

Cocos Beachfront Heaven

Map1.0 km from City Centre700 m from Bobby's Marina

FromUS$ 390 /nightSelect

Beautiful Tropical Beach Escape Simpson Bay

Map1.4 km from City Centre400 m from Bobby's Marina

FromUS$ 217 /nightSelect

2-Bedroom Condo With Marina Views In Simpson Bay

Map2.0 km from City Centre500 m from Palapa Marina

FromUS$ 390 /nightSelect

Simpson Bay Luxe Suite

Map2.6 km from City Centre300 m from Simpson Bay Yacht Club Marina

Select

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$ 1 157

⬇️ The lowest price

US$ 99

💸 Average price for

Apartments

US$ 288

Top vacation homes in Simpson Bay

Based on guest reviews from the past 12 months

Beachfront Bliss:

Cocos Bechfront Breeze

Family Friendly Getaway:

Pelican 2 Bedr Ocean View Apt- Shared Pool

Luxury Retreat:

Romantic Escape:

Villa Cleavage

Charming Hideaway:

Cozy Cottage 1 Bedroom With Stunning Views

Modern Comforts:

Beacon Hill Hideaway Luxury Condo In Simpson Bay

Cultural Experience:

Charming 1-Bed Studio In Simpson Bay - Beacon Hill

Stunning Marina Views:

2-Bedroom Condo With Marina Views In Simpson Bay

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 vacation rentals in Simpson Bay offer unique views?

For stunning views, consider the Cozy Cottage 1 Bedroom With Stunning Views and the Maho Beach House - 2 Bedroom Corner Ocean Suite, both providing picturesque scenery of the ocean.

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.

Vacation rentals in Simpson Bay, Sint Maarten/Saint Martin

Flexible Price Range for Vacation Homes in Simpson Bay

Top vacation homes in Simpson Bay

How to get to Simpson Bay

FAQs about Simpson Bay rentals

Vacation Rentals in Simpson Bay Overview