
Holiday rentals near Front Street District
We found 3,205 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Front Street District
Showing deals for:5 Sept - 12 Sept
Image gallery for Luxury Villa - Best View in the Caribbean

1010 out of 10 rating
Exceptional
(42 reviews)
Luxury Villa - Best View in the Caribbean
Oyster Pond, Sint Maarten
9% off
Price is AU$5,057
AU$5,057
AU$722 per night
includes taxes & fees
Image gallery for Crème de la Crème: Stunning views of Orient Bay! Grand piano. Kids welcome!

1010 out of 10 rating
Exceptional
(38 reviews)
Crème de la Crème: Stunning views of Orient Bay! Grand piano. Kids welcome!
Orient Bay
9% off
Price is AU$4,906
AU$4,906
AU$701 per night
includes taxes & fees
Image gallery for Luxurious Villa " Sea La Vie" in Pelican Key

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Luxurious Villa " Sea La Vie" in Pelican Key
Simpson Bay, Sint Maarten
9% off
Price is AU$5,044
AU$5,044
AU$721 per night
includes taxes & fees
Image gallery for Private Villa Overlooking the Ocean and French Mountainside

9.89.8 out of 10 rating
Exceptional
(66 reviews)
Private Villa Overlooking the Ocean and French Mountainside
Oyster Pond
5% off
Price is AU$3,091
AU$3,091
AU$442 per night
includes taxes & fees
Image gallery for DISCOUNTED RATE for a renovated 3 bedroom villa - VILLA HARMONY - Terres Basses

1010 out of 10 rating
Exceptional
(15 reviews)
DISCOUNTED RATE for a renovated 3 bedroom villa - VILLA HARMONY - Terres Basses
Nettle Bay, Collectivité de Saint-Martin
9% off
Price is AU$8,263
AU$8,263
AU$1,180 per night
includes taxes & fees
Image gallery for SPECIAL The Cliff At Cupecoy Beach A Fantastic Value At The Cliff

1010 out of 10 rating
Exceptional
(35 reviews)
SPECIAL The Cliff At Cupecoy Beach A Fantastic Value At The Cliff
Cupecoy, Sint Maarten
12% off
Price is AU$1,993
AU$1,993
AU$285 per night
includes taxes & fees
Image gallery for Stunning Ocean View villa with private pool

9.29.2 out of 10 rating
Wonderful
(27 reviews)
Stunning Ocean View villa with private pool
Cole Bay, Sint Maarten
9% off
Price is AU$7,007
AU$7,007
AU$1,001 per night
includes taxes & fees
Image gallery for OCEANFRONT 3 Bedroom Condo at Cupecoy Beach Club

1010 out of 10 rating
Exceptional
(11 reviews)
OCEANFRONT 3 Bedroom Condo at Cupecoy Beach Club
Lowlands, Sint Maarten
9% off
Price is AU$4,791
AU$4,791
AU$684 per night
includes taxes & fees
Image gallery for Front Beach in Grand Case Saint Martin

1010 out of 10 rating
Exceptional
(5 reviews)
Front Beach in Grand Case Saint Martin
Grand Case, Collectivité de Saint-Martin
9% off
Price is AU$2,776
AU$2,776
AU$397 per night
includes taxes & fees
Image gallery for Beach - Private Heated Pool - 2 Master King Bedrooms - Auto Generator Power

1010 out of 10 rating
Exceptional
(39 reviews)
Beach - Private Heated Pool - 2 Master King Bedrooms - Auto Generator Power
Cole Bay
9% off
Price is AU$4,312
AU$4,312
AU$616 per night
includes taxes & fees
Image gallery for Villa Tamarind - Luxury Oasis - Ocean Views

1010 out of 10 rating
Exceptional
(43 reviews)
Villa Tamarind - Luxury Oasis - Ocean Views
Oyster Pond, Sint Maarten
9% off
Price is AU$10,568
AU$10,568
AU$1,510 per night
includes taxes & fees
Image gallery for Villa Ellia

8.48.4 out of 10 rating
Very good
(6 reviews)
Villa Ellia
Les Terres Basses, Collectivity of Saint Martin
5% off
Price is AU$7,267
AU$7,267
AU$1,038 per night
includes taxes & fees
Image gallery for Villa Azur, Low Lands, private tennis court,swimming pool,jacuzzi

9.69.6 out of 10 rating
Exceptional
(68 reviews)
Villa Azur, Low Lands, private tennis court,swimming pool,jacuzzi
Les Terres Basses, Collectivité de Saint-Martin
17% off
Price is AU$6,943
AU$6,943
AU$992 per night
includes taxes & fees
Image gallery for Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck

9.29.2 out of 10 rating
Wonderful
(35 reviews)
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
Philipsburg, Sint Maarten
6% off
Price is AU$2,546
AU$2,546
AU$364 per night
includes taxes & fees
Image gallery for SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !

9.09.0 out of 10 rating
Wonderful
(7 reviews)
SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !
Lowlands, Sint Maarten
17% off
Price is AU$4,649
AU$4,649
AU$664 per night
includes taxes & fees
Image gallery for Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Simpson Bay
9% off
Price is AU$2,714
AU$2,714
AU$388 per night
includes taxes & fees
Image gallery for OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.

1010 out of 10 rating
Exceptional
(35 reviews)
OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.
Simpson Bay, SXM
9% off
Price is AU$8,421
AU$8,421
AU$1,203 per night
includes taxes & fees
Image gallery for Condostmaarten appartment right on the sea (Adults Only)

1010 out of 10 rating
Exceptional
(5 reviews)
Condostmaarten appartment right on the sea (Adults Only)
Cole Bay, Sint Maarten
8% off
Price is AU$2,715
AU$2,715
AU$388 per night
includes taxes & fees
Image gallery for Maho Studio with Runway and Ocean Views - Free Wi-Fi!

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Maho Studio with Runway and Ocean Views - Free Wi-Fi!
Maho Reef, Sint Maarten
8% off
Price is AU$1,003
AU$1,003
AU$143 per night
includes taxes & fees
Image gallery for Infinity Views Villa SXM!

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Infinity Views Villa SXM!
Philipsburg, Sint Maarten
9% off
Price is AU$1,627
AU$1,627
AU$232 per night
includes taxes & fees
Image gallery for STUDIO Hotel Room, Free WIFI, POOL, Mullet bay BEACH and full GYM!!

8.68.6 out of 10 rating
Excellent
(7 reviews)
STUDIO Hotel Room, Free WIFI, POOL, Mullet bay BEACH and full GYM!!
Maho Reef, Sint Maarten
9% off
Price is AU$1,201
AU$1,201
AU$172 per night
includes taxes & fees
Image gallery for REVE DE LA MER. Ocean Front Modern Condo Facing St. Barth.

1010 out of 10 rating
Exceptional
(14 reviews)
REVE DE LA MER. Ocean Front Modern Condo Facing St. Barth.
Philipsburg
17% off
Price is AU$3,612
AU$3,612
AU$516 per night
includes taxes & fees
Image gallery for Newly Renovated Luxurious Ocean View Condo

9.09.0 out of 10 rating
Wonderful
(25 reviews)
Newly Renovated Luxurious Ocean View Condo
Orient Bay
6% off
Price is AU$1,326
AU$1,326
AU$189 per night
includes taxes & fees
Image gallery for Charming Beachfront Cottage

9.09.0 out of 10 rating
Wonderful
(38 reviews)
Charming Beachfront Cottage
Nettle Bay, Saint Martin
10% off
Price is AU$2,089
AU$2,089
AU$298 per night
includes taxes & fees
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Fourteen at Mullet Bay
Sleeps 4 · 2 bedrooms
9.29.2 out of 10
Wonderfulwonderful
284 reviews(284 reviews)
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
Sleeps 4 · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Oceanfront amazing 2 bedrooms Condo
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
One Hundred Million Dollar Yacht On Land 5 star Villa on the ocean
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Villa Seaclusion accommodates 20 guests 10 beds 6 villas Ocean view pool
Sleeps 20 · 9 bedrooms · 9 bathrooms
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
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- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value