A beach with clear turquoise waters, white sand, and rocky outcrops.

Vacation Homes in Sint Maarten

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Top Cities in Sint Maarten

A wooden pier extending into calm waters with sailboats anchored nearby.
Vacation HomesVacation Homes

Simpson Bay

Simpson Bay

Our top choices for Sint Maarten vacation homes

Beach

1. 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.
Property grounds

2. 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)
"We love it here! Hope to beable to come back for years to come! Clean and welcoming home right on the beach! Walking distance to anything you need! Amazing views!"
United States
Jodi C.
Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.
Outdoor pool

3. Charming 2-bedrooms Dream Cottage tranquil retreat in Pointe Blanche

Charming 2-bedrooms Dream Cottage tranquil retreat in Pointe Blanche
Point Blanche
10.0 out of 10, Exceptional, (3 reviews)
"This is truly a dream cottage, very clean, great location, Hazel was very helpful with any questions and over the top on extras like coffee tea bread water snacks beer ice and had all other stuff in the baths everything you needed was there. We will be back, Pool was mint too. "
United States
Peter S.
Charming 2-bedrooms Dream Cottage tranquil retreat in Pointe Blanche
Outdoor pool

4. 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)
"Stunning views"
United States
Timothy D.
LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!
Deluxe Apartment, Courtyard View | Blackout drapes, WiFi (free)

5. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is AED 562
AED 858 total
includes taxes & fees
8 Aug - 9 Aug
Philips Scott House Calinago
On the beach, sun loungers, beach towels

6. 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

7. Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool

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

8. 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
Terrace/patio

9. " Casanova House" à 2 Minutes à Pied des Restaurants et 5 Minutes de la Plage

" Casanova House" à 2 Minutes à Pied des Restaurants et 5 Minutes de la Plage
Saint Martin
" Casanova House" à 2 Minutes à Pied des Restaurants et 5 Minutes de la Plage
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

10. Sunny, Large 3 Bedroom Villa with Ocean Views

Sunny, Large 3 Bedroom Villa with Ocean Views
Pelican Key
Sunny, Large 3 Bedroom Villa with Ocean Views
Pool

11. 300m² villa with a 180° ocean view of St. Barths, Tintamar, and Pinel

300m² villa with a 180° ocean view of St. Barths, Tintamar, and Pinel
st martin francaise
300m² villa with a 180° ocean view of St. Barths, Tintamar, and Pinel
Outdoor dining

12. Villa Chouchou - unique private pool - BAIE ORIENTALE

Villa Chouchou - unique private pool - BAIE ORIENTALE
SAINT MARTIN
10.0 out of 10, Exceptional, (4 reviews)
"Very clean, private and close to everything."
United States
Claude B.
Villa Chouchou - unique private pool - BAIE ORIENTALE
Outdoor spa tub

13. 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
Beach

14. 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
TV, offices

15. 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, (9 reviews)
"Great location Great host Awesome property enjoyed everything! "
United States
Lisa P.
New Listing, Exceptional 3 bed & bath with private pool in Pelican Cove
Outdoor pool

16. 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)
"Had a great time at this house. View was amazing. "
United States
Mike R.
A breath of fresh air right on the sea - relax and enjoy!
On the beach, sun loungers, beach towels

17. White Sands Retreat - Beachside at Beacon Hill

White Sands Retreat - Beachside at Beacon Hill
Beacon Hill
9.2 out of 10, Wonderful, (43 reviews)
"We have enjoyed this house for 3 years. Nice place for the money. "
United States
Gale W.
White Sands Retreat - Beachside at Beacon Hill
Outdoor pool, a heated pool

18. Stunning terraced Logcabin House with pool

Stunning terraced Logcabin House with pool
Saint Martin
10.0 out of 10, Exceptional, (11 reviews)
"The Logcabin was a lovely place to stay. It had all the amenities we needed and more. The pool area was great. The beds were comfy. The house was spotlessly clean. Just perfect. Judith and Richard were lovely hosts. We enjoyed spending time time with them. They were very welcoming and helpful with tips and advice. It was great being there. "
United States
Leslie G.
Stunning terraced Logcabin House with pool
Outdoor dining

19. 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 275
AED 351 total
includes taxes & fees
11 Aug - 12 Aug
Lovely room in a nice villa , close to Friars bay and happy bay
Outdoor dining

20. Villa Flagrantia, Paradise at your pleasure

Villa Flagrantia, Paradise at your pleasure
Guana Bay
9.6 out of 10, Exceptional, (19 reviews)
"Great, quiet location. "
Canada
Elizabeth V.
Villa Flagrantia, Paradise at your pleasure
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

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent
"Santa was very pleasant at the front desk. Professional and informative regarding things to do on the island as well as the night life. Ms. Diana made my delicious espresso cafe and was fun to chit chat with. Thanks Winsley for helping with the bags. Like Arnold Shwarzenegger said, " I'll be back "."
Jessica Jessenia 4-night trip
Posted 6 hours ago
Hilton Vacation Club Royal Palm St. Maarten

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