The 10 best vacation rentals in Simpson Bay, St. Maarten | Booking.com
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Vacation Rentals in Simpson Bay

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The best vacation rentals in Simpson Bay

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Tradewinds Apartments Simpson Bay

Simpson Bay

Offering garden views, Tradewinds Apartments Simpson Bay in Simpson Bay provides accommodations and a garden. With sea views, this accommodation features a swimming pool.

S
Shih
From
Taiwan
Staffs are really friendly and helpful, one of them speak Spanish but no problem for communication. They help us a lot during our stay and we really appreciated it. Full-equipped kitchen with dishwasher(yeah!). Room is clean and very comfortable. Easily to get access to main street and supermarkets.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 168 reviews
Price from
$300
1 night, 2 adults
Check availability

The Hills Residence

Simpson Bay

The Hills Residence offers a hot tub and free private parking, and is within a 7-minute walk of Kim Sha Beach.

t
tyera
From
St. Maarten
The view , the ambiance and the pool
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 194 reviews
Price from
$179.85
1 night, 2 adults
Check availability

Blue Dream Apartments

Simpson Bay

Blue Dream Apartments offers accommodations in Simpson Bay, a 8-minute walk from Kim Sha Beach. With pool views, this accommodation provides a balcony and a swimming pool.

M
Micheline
From
Saint Martin
Blue dream is a picturesque beautiful comfortable place to stay. It's clean ,quiet ,and conveniently located near many restaurants and bars . It's walking distance from the most gorgeous blue beaches. My family absolutely loved the pools and the hot tub there. Ms Kay the manager will accommodate you with the most heartwhelming smile and she will do her best to make your stay wonderful. The other staff were also very friendly and discreet. Got any problems and Emmanuel will solve it lol. And the ocean view is breathtaking. Just an absolutely excellent place to stay.
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 723 reviews
Price from
$121.50
1 night, 2 adults
Check availability

Villa Cleavage

Simpson Bay

Featuring a garden, Villa Cleavage provides accommodations in Simpson Bay.

E
Etiënne
From
Netherlands
A very nice play to stay close to the hustle and bustle from the strip
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 16 reviews
Price from
$115
1 night, 2 adults
Check availability

Mullet Bay Suites - Your Luxury Stay Awaits

Cupecoy (Near Simpson Bay)

Mullet Bay Suites - Your Luxury Stay Awaits in Cupecoy provides adults-only accommodations with pool with a view, a fitness center, and a garden.

R
Rissa
From
Saint Martin
It was really luxurious! Lovely décorations! Gives you a special feeling.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 159 reviews
Price from
$219.60
1 night, 2 adults
Check availability

condostmaarten by the sea -Adults Only-

Koolbaai (Near Simpson Bay)

Condostmaarten by the sea -Adults Only- features air-conditioned accommodations in Koolbaai. This beachfront property offers access to a balcony, free private parking, and free Wifi.

K
Kendi
From
United States
CondoStMaarten by the Sea was absolutely stunning with brand new amenities and breathtaking views of the beach and the sunrise and sunset in the morning were so beautiful. Our concierge team, Mathilde and Kevin were exceptional and handled every single excursion, dinner and beach club reservations along with transport whenever we needed it, even arranging deliveries to our door. Transport was very easy. Mathilde and Kevin were so friendly, always available to answer our questions and incredibly responsive. They made this experience feel like a private oasis. We will absolutely work with them for all future trips to the island and highly recommend Mathilde & Kevin at CondoStMaarten by the Sea!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 125 reviews
Price from
$403
1 night, 2 adults
Check availability

Modern 3BR Home with Own Private Pool

Philipsburg (Near Simpson Bay)

This property offers access to a balcony, free private parking, and free Wifi.

s
shermiker
From
British Virgin Islands
I loved that the host was just a phone call away. Also the accommodation was fabulous. My family enjoyed having their very own private pool.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 31 reviews
Price from
$414.75
1 night, 2 adults
Check availability

1 bedroom apt with pool in Simpson Bay

Koolbaai (Near Simpson Bay)

Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, 1 bedroom apt with pool in Simpson Bay features accommodations in Koolbaai with a garden.

S
Shamiro
From
Curaçao
I like the open spaces in the apartment, the closed off gate which gives a sense of safety, the closeness to everything within the island and the kitchen was really big which made cooking fun.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 9 reviews
Price from
$211.31
1 night, 2 adults
Check availability

Serenity Penthouse

Lowlands (Near Simpson Bay)

A 3-minute walk from Mullet Bay Beach in Lowlands, Serenity Penthouse provides accommodations with access to a sauna and fitness room.

S
Shaniece
From
United States
This place was drop dead gorgeous, worth all my money! The host was excellent And very attentive. I would book the place every time I visit
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews
Price from
$995
1 night, 2 adults
Check availability

The Castle

Philipsburg (Near Simpson Bay)

The Castle is a recently renovated apartment in Philipsburg near Great Bay Beach.

S
Shannon
From
Canada
Clean, orderly, everything you need, secure, friendly
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 109 reviews
Price from
$120
1 night, 2 adults
Check availability
All vacation rentals in Simpson Bay

Most booked vacation rentals in Simpson Bay and surrounding area in the past month

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These vacation rentals in Simpson Bay and nearby have options with free cancellation

  • Diamond Gem Residence

    Koolbaai
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 125 reviews

    Diamond Gem Residence features rooms in Koolbaai. There's a private entrance at the guest house for the convenience of those who stay.

    From $97.20 per night

  • Modern 3BR Home with Own Private Pool

    Philipsburg
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 31 reviews

    This property offers access to a balcony, free private parking, and free Wifi.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 5 reviews

    This property offers access to a balcony, free private parking, and free Wifi. The accommodation offers a shuttle service, while a car rental service is also available.

    From $208.39 per night
  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 108 reviews

    A comfortable apartment a short distance from Nettle Bay Beach, Superbe studio Dolce Vita vue mer plage piscine offers a base for a stress-free holiday in Marigot.

    From $139.98 per night
  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 52 reviews

    A comfortable apartment near Nettle Bay Beach, Appartement PIEDS DANS L'EAU VUE MER ACCES PLAGE ET PISCINE offers a base for a relaxing stay in Marigot.

    From $123.28 per night

  • Lagoon Terrace grand studio

    Baie Nettle
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 87 reviews

    A 1-minute walk from Nettle Bay Beach in Baie Nettle, Lagoon Terrace grand studio provides accommodations with access to an open-air bath.

  • Ti Koala

    Baie Nettle
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 102 reviews

    Providing quiet street views, Ti Koala in Baie Nettle provides accommodations and a bar. Offering a family-friendly restaurant, the property also has a private beach area and pool with a view.

    From $194.31 per night

  • Fraicheur Des Caraibes

    Marigot
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 31 reviews

    Fraicheur Des Caraibes offers accommodations in Marigot, a 3-minute walk from Baie de la Potence Beach. This beachfront property offers access to free Wifi and free private parking.

    From $173 per night

Highly rated vacation rentals in Simpson Bay and nearby

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 9 reviews

    Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, 1 bedroom apt with pool in Simpson Bay features accommodations in Koolbaai with a garden.

    From $205.41 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 125 reviews

    Condostmaarten by the sea -Adults Only- features air-conditioned accommodations in Koolbaai. This beachfront property offers access to a balcony, free private parking, and free Wifi.

    From $430 per night
  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 27 reviews

    A few steps from Nettle Bay Beach in Baie Nettle, Sweet Home SXM Baie Nettlé Pieds dans l'eau offers accommodations with access to an open-air bath.

  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 159 reviews

    Mullet Bay Suites - Your Luxury Stay Awaits in Cupecoy provides adults-only accommodations with pool with a view, a fitness center, and a garden.

    From $279.83 per night

  • The Castle

    Philipsburg
    8.0+ review score
    Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 109 reviews

    The Castle is a recently renovated apartment in Philipsburg near Great Bay Beach.

    From $129.60 per night
  • Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 89 reviews

    Offering a garden, The Aquila Villa offers accommodations in Philipsburg. This beachfront property offers access to a balcony, free private parking, and free Wifi.

    From $99.26 per night
  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 26 reviews

    Offering free private parking, Cozy Studio Apartment in Quiet Neighborhood! is a 13-minute walk from Dawn Beach.

    From $86.40 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 9 reviews

    PARADISE VIEW 1 bed-room water front studio at Grand Case offers accommodations in Grand Case, a few steps from Grand Case Beach.

    From $341.38 per night

Enjoy breakfast in Simpson Bay and nearby

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 5 reviews

    Featuring a garden, Luxurious 1 bedroom Apt with pool in Simpson Bay offers accommodations in Koolbaai. This property offers access to a terrace and free private parking.

  • Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 3 reviews

    The air-conditioned accommodation is a 4-minute walk from Kim Sha Beach. There's a sun terrace and guests can use free Wifi and free private parking.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Providing a garden, OASIS Penthouse with private garden & shared pool provides accommodations in Koolbaai. This property offers access to a balcony, free private parking, and free Wifi.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 3 reviews

    Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, The luxe 1 bedroom apartment features accommodations in Koolbaai with a garden.

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 2 reviews

    Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, Blue Sky 2 bedr apartment with pool in Simpson bay features accommodations in Koolbaai with a garden.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Blue Sky 1 bedroom apartment in Simpson Bay offers accommodations in Koolbaai, a 4-minute walk from Kim Sha Beach. This property offers a private pool, free Wifi, and free private parking.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Just a 4-minute walk from Kim Sha Beach and 0.7 miles from Simpson Bay Beach, Blue Sky apartment with lagoon view features accommodations in Koolbaai with a garden.

  • Villa Zircon in Pelican Key awaits you offers accommodations in Koolbaai, a 8-minute walk from Kim Sha Beach. This property offers access to a terrace, free private parking, and free Wifi.

Vacation Rentals That Guests Love in Simpson Bay

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