Vacation Homes in Sint Maarten

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sep - 6 Sep
In four months
2 Oct - 4 Oct

Top Cities in Sint Maarten

Vacation HomesVacation Homes

Simpson Bay

Simpson Bay

Our top choices for Sint Maarten vacation homes

Deluxe Apartment, Courtyard View | Bathroom | Towels, soap, shampoo, toilet paper

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is AED 540
AED 836 total
includes taxes & fees
27 Jun - 28 Jun
Philips Scott House Calinago
Beach

Dawn Beach Club Villa. With Beach access.

Dawn Beach Club Villa. With Beach access.
Oyster Pond
6.8 out of 10, (6 reviews)
"very clean, great location, beautifully views and a very accommodating host. heading back for my second stay right now."
United States
Ken H.
Dawn Beach Club Villa. With Beach access.
On the beach, sun loungers, beach towels

White Sands Retreat - Beachside at Beacon Hill

White Sands Retreat - Beachside at Beacon Hill
Beacon Hill
9.2 out of 10, Wonderful, (43 reviews)
"Great location, very clean has all the amenities for kitchen use. A short walk to the beach. Great airport viewing of flights in and out."
United States
Lisa D.
White Sands Retreat - Beachside at Beacon Hill
Outdoor pool

LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!

LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!
Guana Bay
10.0 out of 10, Exceptional, (159 reviews)
"Our group came for our 25th wedding anniversary and vow renewal. We had the best time!"
United States
Jodi M.
LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!
Outdoor pool

Veronica Villa 3 bedrooms with pool in Orient Bay

Veronica Villa 3 bedrooms with pool in Orient Bay
Saint Martin
10.0 out of 10, Exceptional, (44 reviews)
"The host, Veronica, was excellent in her communications. The house was perfect for our group of 3 coupes. The house was very clean and convenient to attractions on the island. It was also an easy walk to the beach and adjacent restaurants. I would highly recommend staying at Veronica’s Villa. "
United States
Rick
Veronica Villa 3 bedrooms with pool in Orient Bay
On the beach, sun loungers, beach towels

NEW 2019! 'KAYBAYS'Luxury beach house with pool and spectacular ocean view,

NEW 2019! 'KAYBAYS'Luxury beach house with pool and spectacular ocean view,
Marigot
9.8 out of 10, Exceptional, (36 reviews)
"Perfect location to enjoy the island. Easy check in and check out. "
United States
Lisa H.
NEW 2019! 'KAYBAYS'Luxury beach house with pool and spectacular ocean view,
Outdoor pool, a heated pool

Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!

Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!
Oyster Pond
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful house perfect for three couples loved having the separate suites with their own bathrooms. Veronica greeted us and helped us get settled she was great! We all loved the pool, beautiful views enjoyed the monkeys and iguanas had a great time on the island. The place was very clean , we felt very secure, would definitely come back! "
United States
jeff C.
Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!
Exterior

Breathtaking 180° views on the Caribbean sea. Cliff side & Private beach access

Breathtaking 180° views on the Caribbean sea. Cliff side & Private beach access
saint martin
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic vacation! The property was spectacular, views were tremendous and Alexandra was a wonderful host. Luxury environment, very clean, all amenities you desire, enjoyed new pickleball court…pictures and words don’t do it justice. Our group of 8 loved our time!"
Canada
Lisa C.
Breathtaking 180° views on the Caribbean sea. Cliff side & Private beach access
Interior

VILLA MANGO 4 BD Enjoy breathtaking view on Orient Bay and walk to the beach .

VILLA MANGO 4 BD Enjoy breathtaking view on Orient Bay and walk to the beach .
Saint Martin
10.0 out of 10, Exceptional, (11 reviews)
"This was our second time at Villa Mango. We spent three glorious weeks. Villa is well appointed. It was stocked with everything we needed. View is spectacular and Nathalie took great care of us!We hope to return again! "
United States
Myriam M.
VILLA MANGO 4 BD Enjoy breathtaking view on Orient Bay and walk to the beach .
Outdoor pool

Cosy apartment with private pool and terrace. Facing ilet Pinel

Cosy apartment with private pool and terrace. Facing ilet Pinel
Pinel Nord
10.0 out of 10, Exceptional, (12 reviews)
"Convenient location in Cul de sac. Very quiet neighborhood. "
United States
brent b.
Cosy apartment with private pool and terrace. Facing ilet Pinel
Beach

VILLA PINEL BAY VIEW - Sea and St Barth view villa with pool and sea access

VILLA PINEL BAY VIEW - Sea and St Barth view villa with pool and sea access
ST MARTIN
9.2 out of 10, Wonderful, (7 reviews)
"Francois property is great, we really enjoyed our stay. Great location, short drive to grocery stores and restaurants. Easy access to Pinel Island, which is definitely worth a kayak paddle over to. Would definitely recommend and stay again. -Kevin."
United States
Kevin P.
VILLA PINEL BAY VIEW - Sea and St Barth view villa with pool and sea access
Outdoor spa tub

Villa bungalow Colibri vue sur mer et Saint Barthélémy

Villa bungalow Colibri vue sur mer et Saint Barthélémy
Cul-de-Sac
8.0 out of 10, Very Good, (3 reviews)
"Needs a house/villa number on the outside to identify you are at the correct villa. There was no mention of all the bedrooms being upstairs. This would not be a child or elderly friendly place to stay. The villa was hot when we arrived, guess we expected the AC to be on. We had no hot water the first night but finally figured out how to turn it on. The nonslip mat in the shower was falling apart & needs replaced. Something under the entrance door to prevent lizards from entering would be...
United States
Betsy M.
Villa bungalow Colibri vue sur mer et Saint Barthélémy
Outdoor dining

1-Bedroom Loft Apartment in Point Blanche

1-Bedroom Loft Apartment in Point Blanche
Point Blanche
The price is AED 404
AED 700 total
includes taxes & fees
14 Jun - 15 Jun
1-Bedroom Loft Apartment in Point Blanche
Property grounds

Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.

Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.
Grand-Case
10.0 out of 10, Exceptional, (24 reviews)
"The location was spectacular, the beach is your back yard! Walkable to some of the best restaurants and a short drive to Marigot. Check in and out was smooth and the house was and amenities were great. "
United States
Stephanie C.
Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.
Sun loungers, beach towels

Delightful 2-bedroom house with AC , Grand Case, St Martin.F W I

Delightful 2-bedroom house with AC , Grand Case, St Martin.F W I
Grand Case
Delightful 2-bedroom house with AC , Grand Case, St Martin.F W I
TV, offices

New Listing, Exceptional 3 bed & bath with private pool in Pelican Cove

New Listing, Exceptional 3 bed & bath with private pool in Pelican Cove
Pelican Key
10.0 out of 10, Exceptional, (8 reviews)
"extremely clean housing , comfortable beds and amenities. "
United States
David L.
New Listing, Exceptional 3 bed & bath with private pool in Pelican Cove
Outdoor pool, a heated pool

A breath of fresh air right on the sea - relax and enjoy!

A breath of fresh air right on the sea - relax and enjoy!
Pelican Key
10.0 out of 10, Exceptional, (6 reviews)
"Everything was amazing.. we were a group of 8 would fit sure be back"
United States
Jessica F.
A breath of fresh air right on the sea - relax and enjoy!
Outdoor pool

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
Simpson Bay
9.0 out of 10, Wonderful, (6 reviews)
"Courteous staff, cleanliness, beautiful view"
United States
Jacquelyn
Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
Outdoor dining

Lovely room in a nice villa , close to Friars bay and happy bay

Lovely room in a nice villa , close to Friars bay and happy bay
Saint-martin
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is AED 276
AED 353 total
includes taxes & fees
15 Jun - 16 Jun
Lovely room in a nice villa , close to Friars bay and happy bay
Outdoor pool, a heated pool

Stunning terraced Logcabin House with pool

Stunning terraced Logcabin House with pool
Saint Martin
10.0 out of 10, Exceptional, (11 reviews)
"We felt like we were visiting a friend and staying in their beautifully decorated guest apartment. Judith is a wonderful host and super informative. The fridge was stocked with drinks, breakfast foods that allowed us to relax and snack right away upon arriving. We will definitely be back in our next trip! ga game or reading "
United States
Nina and George M.
Stunning terraced Logcabin House with pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sint Maarten Hotel Reviews

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4/10 Poor
"Major reno needed. Shower curtains disgusting. Peel painting in rooms and tubs. And there were ants crawling on us while we slept and all over our luggage and toiletries in the bathroom and we had zero food in the room. I was flicking ants off me while I slept. Never again. It’s used to be a nice property."
Gaurang 1-night trip
Posted 1 hour ago
The Villas at Simpson Bay Resort