Search Deals on
Flamingo Beach Vacation Packages

Flamingo Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 3-star beach resort in Lowlands. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
per person
Jan 21 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Sea Palace by Capital Vacations

Sea Palace by Capital Vacations

3 out of 5
Save 100% on your flight
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 3-star beach aparthotel in Philipsburg. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 3.5-star family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham

Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham

3 out of 5
Save 100% on your flight
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Save 100% on your flight
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star beach resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Orient Bay Beach are located nearby.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
per person
Jan 13 - Jan 17
found 2 days ago
Roundtrip flight included
Boston (BOS) 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 pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Horizon View Beach Hotel

Horizon View Beach Hotel

3 out of 5
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 3-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and 5 beach bars. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Esmeralda Resort

Esmeralda Resort

4 out of 5
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

3-4 Night Vacations in Flamingo Beach

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
per person
Jan 21 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)

5-7 Night Vacations in Flamingo Beach

Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
Maho
Save 100% on your flight
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
per person
Jan 4 - Jan 11
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Flamingo Beach Last Minute Hotel Deals

Simpson Bay Resort, Marina & Spa
Simpson Bay Resort, Marina & Spa
4 out of 5
Billy Folly Road 37, Simpson Bay
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 ...
Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten
Hilton Vacation Club Flamingo Beach St. Maarten
3.5 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our ...
Hilton Vacation Club Flamingo Beach St. Maarten
The Villas at Simpson Bay Resort
The Villas at Simpson Bay Resort
4 out of 5
Billy Folly Road No. 37A, Simpson Bay
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 ...
The Villas at Simpson Bay Resort
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 pool and the restaurant in our reviews. ...
The Morgan Resort Spa Village
Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham
Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham
3 out of 5
Billy Folly Road #6, Simpson Bay
Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham
Baker's Suites
Baker's Suites
3.5 out of 5
Spinel Road #2, Simpson Bay
Stay at this 3.5-star hotel in Simpson Bay. Enjoy free WiFi, daily housekeeping, and a hair salon. Our guests praise the helpful staff and the clean rooms in ...
Baker's Suites
Hilton Vacation Club Royal Palm St. Maarten
Hilton Vacation Club Royal Palm St. Maarten
3.5 out of 5
115 Welfare Road, Simpson Bay
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Hilton Vacation Club Royal Palm St. Maarten
Commodore Suites
Commodore Suites
3.5 out of 5
Welfare Road 109, Simpson Bay
Stay at this 3.5-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and 2 spa tubs. Our guests praise the helpful staff in our reviews. Popular ...
Commodore Suites
See all 3,587 properties in Flamingo 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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Feb 17 - Fri, Feb 28
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Feb 17 from Philadelphia Intl. to Princess Juliana Intl., returning Fri, Feb 28, priced at $228 found 1 day ago
JetBlue Airways
Tue, Dec 10 - Thu, Dec 19
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$281 Roundtrip, found 5 days ago
$281
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Dec 10 from John F. Kennedy Intl. to Princess Juliana Intl., returning Thu, Dec 19, priced at $281 found 5 days ago
Delta
Tue, Dec 17 - Thu, Jan 9
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$317 Roundtrip, found 4 days ago
$317
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Dec 17 from Logan Intl. to Princess Juliana Intl., returning Thu, Jan 9, priced at $317 found 4 days ago
Delta
Tue, Dec 10 - Wed, Dec 18
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$317 Roundtrip, found 5 days ago
$317
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Dec 10 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Wed, Dec 18, priced at $317 found 5 days ago

Book the perfect getaway to Flamingo 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 Flamingo 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 Flamingo Beach flight and hotel package for as low as $509.

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 Flamingo 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 Flamingo Beach for some of the best accommodations and flight deals.

FAQs about cheap Flamingo Beach packages:

How to get cheap vacation deals to Flamingo 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 $159.

How much are Flamingo Beach packages?

Vacation packages to Flamingo 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 $509.

How to find cheap car rentals near Flamingo Beach?

Hotwire partners with some of the most reliable car rental companies in Simpson Bay to bring you the best car rental deals in Flamingo 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 Flamingo Beach now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Flamingo 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.

Discover Other Travel Deals