Dawn Beach Estates Vacation Packages
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Top Holiday Package Deals in Dawn Beach Estates
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
CA $1,143
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,987 reviews)
I went to St. Maarten with my kids for a week and we absolutely loved this resort. I booked a two bedroom suite and received two units with fully equipped kitchens which we loved. The beds were comfortable. Housekeeping came everyday and did a great job with cleaning and restocking. The resort is not brand new but it’s well kept. People are cleaning each day, trimming bushes, pools etc. The bars at the pools were great as well. The beaches and pools were clean and beautiful!! We went for a night swim and had the music from the restaurant playing by the water - so amazing! The restaurants were fantastic especially Juliette’s Bistro. We loved our girl Shantel!! Walking around the resort was easy. There are golf carts and shuttles but we honestly enjoyed walking (lots of hills). There is a strip of restaurants, bars, lounges, hookah spots within walking distance from the resort. Super accessible to nightlife. Taxis are always available but just be aware that a 10 minute ride can cost you $30-40. This resorts location is perfect. It was great for our family. Thank you all!!!
Reviewed on Sep 4, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
CA $1,338
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
The property was beautiful, clean and the staff was impeccable! They put a bottle of wine in my room on my birthday. The front desk was amazing and also the housekeepers.
Reviewed on Aug 13, 2026
Where to stay in Dawn Beach Estates
Find the best Dawn Beach Estates areas and neighborhoods for the activities you enjoy most. Learn more about Dawn Beach Estates
Oyster Pond
2 out of top 10 points of interest in this area
Oyster Pond is a destination visitors seek out for is beaches, abundant dining options, and seaside views. You might want to check out attractions like Oyster Bay Marina or Dawn Beach while you're exploring the neighborhood.
Red Pond Estates
While visiting Red Pond Estates, you might make a stop by sights like Guana Bay Beach and Gibb's Bay Beach.
Tamarind Hill Estates
Tamarind Hill Estates might not have many top sights, but Dawn Beach and Oyster Bay Marina are two attractions nearby that you can check out.
Dawn Beach Estates Hotel Deals
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
Upper Prince's Quarter Sint Maarten
10/10 Exceptional! (123 reviews)
"This is a breathtaking villa. The layout, the views, the management, the host…all exceptional. 10 out of 10 for me."
Reviewed on Aug 28, 2026
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Upper Prince's Quarter Sint Maarten
10/10 Exceptional! (150 reviews)
"I wish I booked for a longer stayWe loved the house How wonderful it is to wake up and see St Barts and Tintamerre on the horizon. I loved talking to Catherine. She was warm and welcoming. The house had EVERYTHING that you could think you may need. We brought Snacks and aluminum foil No running out ..."
Reviewed on Aug 15, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
CA $164
CA $172 total
Sep 22 - Sep 23
includes taxes & fees
9/10 Wonderful! (1,991 reviews)
"I went to St. Maarten with my kids for a week and we absolutely loved this resort. I booked a two bedroom suite and received two units with fully equipped kitchens which we loved. The beds were comfortable. Housekeeping came everyday and did a great job with cleaning and restocking. The resort is ..."
Reviewed on Sep 4, 2026
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.
Frequently asked questions
How much does a Dawn Beach Estates vacation package cost?
Maybe less than you imagined — from a tempting CA $1,132, actually! By bundling hotels, flights and car rentals into your own tailor-made package, your Dawn Beach Estates escape is just clicks away.
How do I get a cheap travel package to Dawn Beach Estates?
If you love landing a bargain, combine your bookings into a Dawn Beach Estates vacation package. Whether you're looking for flights, hotels, activities or rental cars, you can browse and book them all in one place. You'll have a wealth of choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 hotels across the globe to take your pick of. Fly with who you prefer, stay where you like and save precious money — now that's the perfect vacation!
Where should I stay in Dawn Beach Estates?
There's loads to do in Dawn Beach Estates, so spend your nights close to its top attractions and spend more time sightseeing. Guana Bay Beach is one spot to add to your to-do list.
What are the top hotels in Dawn Beach Estates?
Get your vacation off to an excellent start by reserving a room at Prana By Island Properties Online. It's one of most sought-after properties in Dawn Beach Estates. Another cozy option is Stunning And Secluded Waterfront W.
How far in advance should I book my Dawn Beach Estates vacation?
Earlier is always better. Air carriers generally release flights around a year ahead of departure, and this is your chance to score some of the lowest prices. Just been told you should take some vacation time in a few weeks? That's alright! Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Dawn Beach Estates travel package include?
Expedia has everything you need to plan your Dawn Beach Estates getaway, but how your package is structured is your call. Select from a combination of rental cars, flights and hotels. After some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package deal to suit your needs.
What should I know before booking a Dawn Beach Estates travel package?
A travel package can be easier on the wallet than individually booking all you need for your getaway. For example, bundle your hotels, flights and rental cars and save a tidy sum. Whatever sort of vacation you're planning, you're bound to find a package that fits your budget.
Can I choose my airline with a Dawn Beach Estates Expedia vacation package?
Yes, the choice is all yours. Expedia has access to more than 550 partner airlines all over the world, so you can tailor your Dawn Beach Estates trip according to your needs and budget.
If I'm not able to travel, can I cancel my Dawn Beach Estates vacation package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or amend your Dawn Beach Estates vacation package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company for older bookings. If your travel plans unexpectedly change, look up our Customer Service Portal for further information.
Things to do
Half Day Snorkeling Adventure
CA $90
per adult
100% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $106
per adult
94% of travellers recommend
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
CA $187
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.