
Exclusive Cul-de-Sac Bay Vacation Deals
Cul-de-Sac Bay vacation package deals
Price found within the past 48 hours. Click for updated prices.

Oyster Bay Beach Resort
Oyster Pond
Price was $790, price is now $525 per person
$525
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.

Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was $999, price is now $578 per person
$578
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $1,793, price is now $1,078 per person
$1,078
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
Price was $1,496, price is now $991 per person
$991
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

Holland House Beach Hotel
Downtown Philipsburg
Save 100% on your flight
Price was $1,565, price is now $1,053 per person
$1,053
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
A restaurant and a bar/lounge are featured at this hotel. Dine at the beachfront restaurant and relax with beach umbrellas. WiFi in public areas is free.

Hilton Vacation Club Royal Palm St. Maarten
Price was $1,496, price is now $1,034 per person
$1,034
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Frequently asked questions
Top Cul-de-Sac Bay hotel deals

Beachfront villa with pool in Cul de Sac
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen

Ancre Bleue, charming villa with a stunning view of Pinel Island
A hot tub is featured at this villa, along with a terrace and a garden. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub

Le Martin Boutique Hôtel
17 Les Terrasses de Cul de Sac, Cul de Sac
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Families will appreciate in-room childcare, along with kayaking. Traveling on business? Take advantage of the laundry service and airport shuttle.
Pool
Breakfast included
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.