Dolce Dolce Casa - Point Pirouette
Dolce Dolce Casa - Point Pirouette
Dolce Dolce Casa - Point Pirouette
Dolce Dolce Casa - Point Pirouette
Dolce Dolce Casa - Point Pirouette

Dolce Dolce Casa - Point Pirouette

3 bedrooms·3 baths
Sint Maarten

$2,725.00 USD total for 5 nights

Sep 21 – 26, 2026

Sea Haven - Hillside
Sea Haven - Hillside
Sea Haven - Hillside
Sea Haven - Hillside
Sea Haven - Hillside

Sea Haven - Hillside

3 bedrooms·3½ baths
Sint Maarten

$2,063.22 USD total for 5 nights

Sep 21 – 26, 2026

El Sueno - Little Bay - Philipsburg
El Sueno - Little Bay - Philipsburg
El Sueno - Little Bay - Philipsburg
El Sueno - Little Bay - Philipsburg
El Sueno - Little Bay - Philipsburg

El Sueno - Little Bay - Philipsburg

3 bedrooms·3 baths
Sint Maarten

$3,215.00 USD total for 5 nights

Sep 21 – 26, 2026

Star Villa - Red Pond Estates
Star Villa - Red Pond Estates
Star Villa - Red Pond Estates
Star Villa - Red Pond Estates
Star Villa - Red Pond Estates

Star Villa - Red Pond Estates

3 bedrooms·3½ baths
Sint Maarten

$2,725.00 USD total for 5 nights

Sep 21 – 26, 2026

Sea Star - Dawn Beach Estates
Sea Star - Dawn Beach Estates
Sea Star - Dawn Beach Estates
Sea Star - Dawn Beach Estates
Sea Star - Dawn Beach Estates

Sea Star - Dawn Beach Estates

3 bedrooms·3 baths
Sint Maarten

$2,725.00 USD total for 5 nights

Sep 21 – 26, 2026

Sea la Vie - Red Pond Estates
Sea la Vie - Red Pond Estates
Sea la Vie - Red Pond Estates
Sea la Vie - Red Pond Estates
Sea la Vie - Red Pond Estates

Sea la Vie - Red Pond Estates

4 bedrooms·5 baths
Sint Maarten

$3,815.00 USD total for 5 nights

Sep 21 – 26, 2026

Sol y Mar - Simpson Bay
Sol y Mar - Simpson Bay
Sol y Mar - Simpson Bay
Sol y Mar - Simpson Bay
Sol y Mar - Simpson Bay

Sol y Mar - Simpson Bay

3 bedrooms·3 baths
Sint Maarten

$3,036.43 USD total for 5 nights

Sep 21 – 26, 2026

Rising Star - Tamarind Hill
Rising Star - Tamarind Hill
Rising Star - Tamarind Hill
Rising Star - Tamarind Hill
Rising Star - Tamarind Hill

Rising Star - Tamarind Hill

4 bedrooms·4½ baths
Sint Maarten

$2,725.00 USD total for 5 nights

Sep 21 – 26, 2026

Villa St. Tropez - Pelican Key
Villa St. Tropez - Pelican Key
Villa St. Tropez - Pelican Key
Villa St. Tropez - Pelican Key
Villa St. Tropez - Pelican Key

Villa St. Tropez - Pelican Key

3 bedrooms·3 baths
Sint Maarten

$3,036.43 USD total for 5 nights

Sep 21 – 26, 2026

Seascapes - Dawn Beach Estate
Seascapes - Dawn Beach Estate
Seascapes - Dawn Beach Estate
Seascapes - Dawn Beach Estate
Seascapes - Dawn Beach Estate

Seascapes - Dawn Beach Estate

4 bedrooms·4 baths
Sint Maarten

$2,802.86 USD total for 5 nights

Sep 21 – 26, 2026

Sara Bella - Pelican Key
Sara Bella - Pelican Key
Sara Bella - Pelican Key
Sara Bella - Pelican Key
Sara Bella - Pelican Key

Sara Bella - Pelican Key

2 bedrooms·2 baths
Sint Maarten

$1,635.00 USD total for 5 nights

Sep 21 – 26, 2026

Coral Beach Club
Coral Beach Club
Coral Beach Club
Coral Beach Club
Coral Beach Club

Coral Beach Club

3 bedrooms·3 baths
Sint Maarten

$37,152.50 USD total for 5 nights

Sep 21 – 26, 2026

Sky Blue - Dan Beach Estates
Sky Blue - Dan Beach Estates
Sky Blue - Dan Beach Estates
Sky Blue - Dan Beach Estates
Sky Blue - Dan Beach Estates

Sky Blue - Dan Beach Estates

5 bedrooms·5½ baths
Sint Maarten

$4,665.20 USD total for 5 nights

Sep 21 – 26, 2026

Summer Time - Tamarind Hill
Summer Time - Tamarind Hill
Summer Time - Tamarind Hill
Summer Time - Tamarind Hill
Summer Time - Tamarind Hill

Summer Time - Tamarind Hill

5 bedrooms·5 baths
Sint Maarten

$3,114.29 USD total for 5 nights

Sep 21 – 26, 2026

Villa Aqua - Indigo Bay
Villa Aqua - Indigo Bay
Villa Aqua - Indigo Bay
Villa Aqua - Indigo Bay
Villa Aqua - Indigo Bay

Villa Aqua - Indigo Bay

4 bedrooms·4 baths
Sint Maarten

$4,556.20 USD total for 5 nights

Sep 21 – 26, 2026

Maison du Bijou
Maison du Bijou
Maison du Bijou
Maison du Bijou
Maison du Bijou

Maison du Bijou

3 bedrooms·3 baths
Sint Maarten

$3,892.86 USD total for 5 nights

Sep 21 – 26, 2026

Cliff House - Beacon Hill
Cliff House - Beacon Hill
Cliff House - Beacon Hill
Cliff House - Beacon Hill
Cliff House - Beacon Hill

Cliff House - Beacon Hill

2 bedrooms·2 baths
Sint Maarten

$1,790.72 USD total for 5 nights

Sep 21 – 26, 2026

Villa Francesca - St. Martin - Dutch Side
Villa Francesca - St. Martin - Dutch Side
Villa Francesca - St. Martin - Dutch Side
Villa Francesca - St. Martin - Dutch Side
Villa Francesca - St. Martin - Dutch Side

Villa Francesca - St. Martin - Dutch Side

4 bedrooms·4 baths
Sint Maarten

$3,114.29 USD total for 5 nights

Sep 21 – 26, 2026

La Brise - St. Martin
La Brise - St. Martin
La Brise - St. Martin
La Brise - St. Martin
La Brise - St. Martin

La Brise - St. Martin

4 bedrooms·4 baths
Sint Maarten

$1,821.43 USD total for 5 nights

Sep 21 – 26, 2026

Casa Sunshine - Beach Front - Guana Bay
Casa Sunshine - Beach Front - Guana Bay
Casa Sunshine - Beach Front - Guana Bay
Casa Sunshine - Beach Front - Guana Bay
Casa Sunshine - Beach Front - Guana Bay

Casa Sunshine - Beach Front - Guana Bay

6 bedrooms·6½ baths
Sint Maarten

$8,953.59 USD total for 5 nights

Sep 21 – 26, 2026

Villa Horizon - Almond Grove
Villa Horizon - Almond Grove
Villa Horizon - Almond Grove
Villa Horizon - Almond Grove
Villa Horizon - Almond Grove

Villa Horizon - Almond Grove

3 bedrooms·3 baths
Sint Maarten

$2,725.00 USD total for 5 nights

Sep 21 – 26, 2026

La Maison Blanche - Almond Grove
La Maison Blanche - Almond Grove
La Maison Blanche - Almond Grove
La Maison Blanche - Almond Grove
La Maison Blanche - Almond Grove

La Maison Blanche - Almond Grove

3 bedrooms·2 baths
Sint Maarten

$2,569.29 USD total for 5 nights

Sep 21 – 26, 2026

Diamond Chateau - Cole Bay
Diamond Chateau - Cole Bay
Diamond Chateau - Cole Bay
Diamond Chateau - Cole Bay
Diamond Chateau - Cole Bay

Diamond Chateau - Cole Bay

5 bedrooms·6½ baths
Sint Maarten

$2,335.72 USD total for 5 nights

Sep 21 – 26, 2026

Almost Heaven - Guana Bay
Almost Heaven - Guana Bay
Almost Heaven - Guana Bay
Almost Heaven - Guana Bay
Almost Heaven - Guana Bay

Almost Heaven - Guana Bay

3 bedrooms·3 baths
Sint Maarten

$2,725.00 USD total for 5 nights

Sep 21 – 26, 2026