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Simpson Bay Beach Vacation Packages

Simpson Bay Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sea-Renity

Sea-Renity

3 out of 5
per person
Jun 13 - Jun 20
Roundtrip non-stop flight included
Washington (WAS) to Philipsburg (SXM)
Stay at this 3-star apartment in Oyster Pond. Enjoy free WiFi, free parking, and a kitchen. Popular attractions Orient Bay Beach and Oyster Bay Marina are located nearby. Discover genuine guest reviews for Sea-Renity, in Oyster Pond neighborhood, along with the latest prices and availability – book now.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby. Discover genuine guest reviews for The Villas at Simpson Bay Resort along with the latest prices and availability – book now.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby. Discover genuine guest reviews for Simpson Bay Resort, Marina & Spa, in Pelican Key neighborhood, along with the latest prices and availability – book now.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 3.5-star family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Dawn Beach are located nearby. Discover genuine guest reviews for Princess Heights Luxury Boutique Condo Hotel, in Oyster Pond neighborhood, along with the latest prices and availability – book now.
Sea Palace by Capital Vacations

Sea Palace by Capital Vacations

3 out of 5
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 3-star beach aparthotel in Philipsburg. Enjoy free WiFi, a beach locale, and onsite parking. Popular attractions Maho Beach and Orient Bay Beach are located nearby. Discover genuine guest reviews for Sea Palace by Capital Vacations along with the latest prices and availability – book now.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 4-star hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby. Discover genuine guest reviews for Oceans at Divi Little Bay along with the latest prices and availability – book now.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 4-star beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby. Discover genuine guest reviews for Divi Little Bay Beach Resort along with the latest prices and availability – book now.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 4-star beach resort in Oyster Pond. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Oyster Bay Marina are located nearby. Discover genuine guest reviews for Oyster Bay Beach Resort, in Oyster Pond neighborhood, along with the latest prices and availability – book now.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Green Cay are located nearby. Discover genuine guest reviews for La Playa Orient Bay along with the latest prices and availability – book now.
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
Save 100% on your flight
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 5-star luxury property in Lowlands. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby. Discover genuine guest reviews for Sonesta Ocean Point All Inclusive, Adults Only Resort along with the latest prices and availability – book now.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 4-star spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby. Discover genuine guest reviews for The Morgan Resort Spa Village along with the latest prices and availability – book now.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby. Discover genuine guest reviews for Holland House Beach Hotel along with the latest prices and availability – book now.

3-4 Night Vacations in Simpson Bay Beach

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Sea Palace by Capital Vacations

Sea Palace by Capital Vacations

3 out of 5
per person
May 31 - Jun 4
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)

5-7 Night Vacations in Simpson Bay Beach

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 25
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
Pomme Cannelle Luxury Suites & Spa

Pomme Cannelle Luxury Suites & Spa

4 out of 5
per person
Jun 22 - Jun 29
Roundtrip flight included
Orlando (MCO) to Philipsburg (SXM)
Cupecoy Beach Club

Cupecoy Beach Club

3 out of 5
Maho
per person
Jun 18 - Jun 25
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
Villa Amalia

Villa Amalia

5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 22
Roundtrip non-stop flight included
Washington (WAS) to Philipsburg (SXM)

Simpson Bay Beach Last Minute Hotel Deals

Mary's Boon Beach Resort & Spa
Mary's Boon Beach Resort & Spa
3 out of 5
117 Simpson Bay Road, Simpson Bay
Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the restaurant and the helpful staff in ...
Mary's Boon Beach Resort & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa
4 out of 5
1 Rhine Road, Maho Bay, Lowlands
Stay at this 4-star beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Our guests praise the restaurant and the bar in our reviews. ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
The Morgan Resort Spa Village
The Morgan Resort Spa Village
4 out of 5
2 Beacon Hill Road, Simpson Bay
Stay at this 4-star spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
The Morgan Resort Spa Village
Sonesta Ocean Point All Inclusive, Adults Only Resort
Sonesta Ocean Point All Inclusive, Adults Only Resort
5 out of 5
1A Rhine Rd., Maho Bay, Lowlands
Stay at this 5-star luxury property in Lowlands. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
Sonesta Ocean Point All Inclusive, Adults Only Resort
Cocovaa
Cocovaa
2.5 out of 5
34 white sands rd, Simpson Bay
Stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are located nearby. ...
Cocovaa
OASIS Apartments Simpson Bay
OASIS Apartments Simpson Bay
4 out of 5
11 The Corner Road, Simpson Bay, Sint Maarten
Stay at this 4-star apartment in Simpson Bay. Enjoy free WiFi, a balcony, and Netflix. Popular attractions Maho Beach and Mullet Bay Beach are located nearby. ...
OASIS Apartments Simpson Bay
Royal Islander Resort La Plage
Royal Islander Resort La Plage
4 out of 5
1B Rhine Road, Lowlands
Stay at this 4-star beach resort in Lowlands. Enjoy free WiFi, a beach locale, and a casino. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Royal Islander Resort La Plage
Royal Islander Resort La Terrasse
Royal Islander Resort La Terrasse
4 out of 5
1C Rhine Road, Lowlands
Stay at this 4-star spa hotel in Lowlands. Enjoy free WiFi, a casino, and a full-service spa. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Royal Islander Resort La Terrasse
See all 3,666 properties in Simpson Bay Beach
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.

Book the perfect getaway to Simpson Bay Beach

With Hotwire, booking your next trip to Simpson Bay is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Simpson Bay Beach while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Simpson Bay Beach flight and hotel package for as low as $766.

Living it up in Simpson Bay means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Simpson Bay Beach, Simpson Bay vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Simpson Bay Beach for some of the best accommodations and flight deals.

FAQs about cheap Simpson Bay Beach packages:

How to get cheap vacation deals to Simpson Bay Beach?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $80.

How much are Simpson Bay Beach packages?

Vacation packages to Simpson Bay Beach vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $766.

How to find cheap car rentals near Simpson Bay Beach?

Hotwire partners with some of the most reliable car rental companies in Simpson Bay to bring you the best car rental deals in Simpson Bay Beach for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Simpson Bay Beach now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Simpson Bay Beach right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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