Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Cot available
High chair
Sea view
Safe
Dishwasher
Children's pool
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Ceiling Fans
Clothes dryer
Games room
Table tennis
Cribs
Swing set or jungle gym
Fax machine
Linen provided
Iron
Hair dryer
Stove
Fridge
Freezer
Microwave
Towels provided
Video player
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Boat available
Housekeeping Included

See all

Less

Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Elevator access
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront
Mountain Views

See all

Less

355 Houses

Sort by:

WITENBLAUW... Magical Beach Front Estate on Pelican Key

Simpson Bay villa

6 bedrooms
7 bathrooms

sleeps 17

Match: Private outdoor pool (heated)

All filters match

Price per night from

$2,433

6 Bedroom Luxury Ocean Front Elegant Modern Luxury Villa

Philipsburg villa

6 bedrooms
9 bathrooms

sleeps 14

Match: Private outdoor pool (heated)

All filters match

Price per night from

$3,440

Spectacular St.Maarten Oceanfront Penthouse Condo Private Pool//Roofdeck, OBBR

Oyster Pond condo

2 bedrooms
2 bathrooms

sleeps 7

Match: Private outdoor pool (heated)

All filters match

Price per night from

$516

VILLA AMALIA... Spectacular cliffside villa overlooking Guana Bay, modern, elega

Philipsburg house

6 bedrooms
8 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$2,704

Villa Blue Lagoon SXM, house by the water with boat

Maho villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,376

"PLEASE ENQUIRE ABOUT OUR SPECIALS" Encore - Stunning Villa Rental - 5 Bedrooms

Beacon Hill, Sint Maarten villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,266

SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !

Maho villa

3 bedrooms
4 bathrooms

sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$573

Villa Vittoria | Beach Front - Located in Beautiful Simpson Bay with Private Po

Simpson Bay villa

1 bedroom
5 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,276

SURFSONG VILLA-NEW LUXURY WATER FRONT VILLA-6 BEDS, also available in 4 and 5 be

Simpson Bay villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,798

BELLA VITA... Stunning Super Deluxe 7BR, Breathtaking Views, Heated Pool!

Simpson Bay villa

7 bedrooms
8 bathrooms

sleeps 14

Match: Private outdoor pool (heated)

All filters match

Price per night from

$2,804

Villa Ocean Breeze - Private Pool - 2 Masters - Private Courtyard

Simpson Bay villa

2 bedrooms
3 bathrooms

sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$746

Great rentals within 20 miles that match your search

TRUFFLE... Contemporty 5BR Luxury Villa with breathtaking views!!

Terres Basses house

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$2,003

LOASIS... Amazing Beachfront Estate, Spa, Gym, Heated Pool!

Terres Basses villa

7 bedrooms
7 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$4,751

OCEANE... Spacious 4BR Villa, Walk to Plum Bay Beach, Heated Pool!

Terres Basses house

4 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$967

CARISA ... Lovely Beachfront Retreat on Beautiful Baie Rouge!

Terres Basses house

2 bedrooms
2 bathrooms

sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,632

BAIE LONGUE BEACH HOUSE... 3 BR tropical hideaway directly on Long Beach!

Terres Basses house

3 bedrooms
3 bathrooms

sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$859

TERRASSE DE MER... Breathtaking Views! Heated Pool, Jacuzzi, Luxurious Interiors

Terres Basses house

4 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,088

PETITE PLAGE IV... Stunning Beachfont Villa! Super Luxurious! Heated Pool!

Grand Case house

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$3,846

SANDYLINE... The Essence of Luxury! 2 Heated Pools, Jacuzzi, Tennis, Gym, Chef!

Terres Basses villa

6 bedrooms
8 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$5,221

NID D AMOUR... The Love Nest. Fabulous Views, 2 Equal Suites, Heated Pool!

Terres Basses house

2 bedrooms
2 bathrooms

sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$709

BELLE ETOILE...OMG! Paradise! Gorgeous Oceanfront Villa, Chef Included!

Terres Basses house

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$2,718

LE CHATEAU DES PALMIERS... Consider Yourself Royalty at this Beachfront Estate!

Terres Basses villa

10 bedrooms
13 bathrooms

sleeps 20

Match: Private outdoor pool (heated)

All filters match

Price per night from

$6,438

MIRABELLE... Beautiful Waterfront Villa with Private Boat Dock

Terres Basses villa

3 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,259

HAPPY BAY VILLA... 30% OFF thru Nov 18! Wonderful villa w/ full AC, heated pool!

La Savane house

4 bedrooms
5 bathrooms

sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$916

ORIENT SUNRISE... Amazing Views of Orient Bay From This Contemporary Villa

Orient Bay house

3 bedrooms
3 bathrooms

sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$701

PETITE PLAGE V... Stunning, Ultra Deluxe Beachfront Estate, Heated Pool!

Grand Case villa

6 bedrooms
7 bathrooms

sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$4,687

BEAULIEU... Lovely Villa with Stunning Views! Heated Pool!

Terres Basses house

3 bedrooms
3 bathrooms

sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,302

Luxury Villa with private heated pool and AC in all bedrooms

St Martin / St Maarten villa

3 bedrooms
4 bathrooms

sleeps 6

“If you are looking for a little piece of paradise Twin Palms is” Twin Palms is a modern villa with large immaculate rooms and a gorgeous view. The large kitchen is very well equipped. The patio is huge with lounges that are so comfortable one hates to leave, and then there is the infinity pool. The friendly maid keeps the place spotless. Our family of five adults filing this villa the ultimate place to relax. It was a home away from home.

Match: Private outdoor pool (heated)

All filters match

Price per night from

$491

Oceana Villa Anguilla - Private Panoramic View with Heated Pool

The Valley villa

2 bedrooms
3 bathrooms

sleeps 5

“Just a very lovely clean home - nothing you will find to complai” We just stayed there for 10 nights for our honeymoon and it was very lovely. So many nice details around the house, very clean, nothing seems to be old or used too much. Everything you will need .. you will find it there. We used the kitchen for breakfast, lunch and dinner. There is a supermarket with a 7 min. drive - you will find everything there. Our favorite beach was at Cap Juluca hotel - it is approx. 20-25 min drive by car. The view from the house is beautiful. If this was not our honeymoon, we would have loved to bring frieds as this house is really big for two. Shelah came about every other day to clean the whole house, put new towels and clean sheets. She did a really good job - nothing to complain about. She also took care of our laundry once and helped us with a trip to Sandy Island. We had a chef one night cooking delicious crayfish - he knew where to find everything. It was a great evening. If you have any questions, you can contact me! Too sad I have to write this review now as it means that this wonderful vacation is over already :-( but I loved every minute of it! Will never forget it and hopefully come back one day!

Match: Private outdoor pool (heated)

All filters match

Price per night from

$516

GISELLE.. Lovely Views and Sunsets, Heated Pool, short walk to Plum Baie beach!!

Terres Basses house

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,145

Location, Location, Location! Stunning Villa Azure

Shoal Bay Village villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,578

VILLA MANGO SEA VIEW, VERY PRIVATE,

Anse de Lorient villa

2 bedrooms
2 bathrooms

sleeps 4

“Private, amazing views, wonderful holiday!” My Fiance and I stayed at the Villa Mango during the March/April Spring Break in 2012. We loved the Villa Mango it was perfect for one or two couples. It is so private and relaxing, I can't describe the experience better than saying - worry free, and idealic. Margali and Loulou are the sweetest hosts, and the Villa is everything you will need and hope for. It is clean, comfortable and with every amenity to either stay in and cook or just spend your days relaxing. The pool is warm and refreshing and the hottub perfect for evenings. The owners have really thought of everything!! We can't wait to go back. Having a car rental is a must as you have to drive around and experience the fabulous beaches, markets and yummy bakeries!!

Match: Private outdoor pool (heated)

All filters match

Price per night from

$679