Crestwynd Bay Holidays

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Price found within the past 48 hours. Click for updated prices.
  • Aug 9 - Aug 16

    Boardwalk Inn and Suites + Flight

    Davis
    7 nights
    2.5 star property
    8.4/10 - Very good (1,840 reviews)
    "This was a budget friendly option to enjoy Daytona Beach. At the end of the day- we’re all enjoying the same beach front regardless of your hotel. The rooms were clean. The pool deck + hot tub was also a nice option! You are in the heart of it all staying at this location too."
    Reviewed May 21, 2026
    Return Singapore (SIN) - Orlando (MCO)
    SIN - MCO2 stops MCO - SIN2 stops
    S$2,737
    S$2,265
    per traveller
    found 1 day ago
    Boardwalk Inn and Suites
  • Aug 9 - Aug 16

    The Shores Resort & Spa + Flight

    Daytona Beach Shores
    7 nights
    4.0 star property
    9.0/10 - Wonderful (1,821 reviews)
    "Everything and everyone was very nice. Michelle at the front hostess area Clinton at the indoor bar and I’m sorry I forgot her name but the young lady as the hostess at the restaurant, maybe her name was Haylee but spelled differently. All were very warm and friendly and knowledgeable."
    Reviewed May 21, 2026
    Return Singapore (SIN) - Orlando (MCO)
    SIN - MCO2 stops MCO - SIN2 stops
    S$3,056
    S$2,467
    per traveller
    found 1 day ago
    The Shores Resort & Spa
  • Aug 9 - Aug 16

    Hilton Daytona Beach Oceanfront Resort + Flight

    Brush - Stewarts
    7 nights
    4.0 star property
    7.4/10 - Good (4,861 reviews)
    "There was a hole in my room , a hole in the roof of my room they charged me 200 for parking for 3 days, they didn't have a free breakfast like most hotels due , I would never go again and they so far have keep my deposit despite nothing being broken or taken"
    Reviewed May 20, 2026
    Return Singapore (SIN) - Orlando (MCO)
    SIN - MCO2 stops MCO - SIN2 stops
    S$2,912
    S$2,420
    per traveller
    found 1 day ago
    Hilton Daytona Beach Oceanfront Resort
  • Aug 9 - Aug 16

    Bahama House + Flight

    Daytona Beach Shores
    7 nights
    3.0 star property
    9.2/10 - Wonderful (1,919 reviews)
    "great "
    Reviewed May 20, 2026
    Return Singapore (SIN) - Orlando (MCO)
    SIN - MCO2 stops MCO - SIN2 stops
    S$2,985
    S$2,571
    per traveller
    found 1 day ago
    Bahama House
  • Aug 9 - Aug 16

    Holiday Inn Express & Suites Oceanfront by IHG + Flight

    Daytona Beach Shores
    7 nights
    2.5 star property
    8.2/10 - Very good (1,040 reviews)
    "Excellent stay. Room very clean and comfortable. Staff was friendly and helpful. Beach view on balcony was fabulous. Breakfast was good. Totally enjoyed our stay."
    Reviewed May 21, 2026
    Return Singapore (SIN) - Orlando (MCO)
    SIN - MCO2 stops MCO - SIN2 stops
    S$2,805
    S$2,475
    per traveller
    found 1 day ago
    Holiday Inn Express & Suites Oceanfront by IHG

Where to stay in Crestwynd Bay

Find the best Crestwynd Bay areas and neighborhoods for the activities you enjoy most. Learn more about Crestwynd Bay

Top hotels in Crestwynd Bay

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is S$214 per night from 1 Jun to 2 Jun
S$214
1 Jun - 2 Jun
includes taxes & fees
9.2/10 Wonderful! (5,530 reviews)
"great"

Reviewed on 20 May, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is S$308 per night from 25 May to 26 May
S$308
25 May - 26 May
includes taxes & fees
8/10 Very Good! (9,920 reviews)
"Great overall experience."

Reviewed on 21 May, 2026

The Grove Resort & Water Park Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is S$216 per night from 26 May to 27 May
S$216
26 May - 27 May
includes taxes & fees
9/10 Wonderful! (6,841 reviews)
"Nice visit and clean room. Would stay again"

Reviewed on 21 May, 2026

Universal's Cabana Bay Beach Resort
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 Crestwynd Bay holiday package cost?
We make it easy to travel the world, with Crestwynd Bay packages starting from as little as . You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to Crestwynd Bay?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all covered. Pick and choose a combination that best suits you and see your savings stack up. We know a package deal is never one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 hotels globally, which lets you customize your Crestwynd Bay getaway.
Where should I stay in Crestwynd Bay?
There's lots to explore in Crestwynd Bay, so stay near its top sights and spend more time sightseeing. Orange Lake Golf is one place to add to your must-see list.
What are the top hotels in Crestwynd Bay?
Get your holiday off to a great start by locking in a room at Cosy 3bedroom Townhouse Next To Disney. It's one of most popular hotels in Crestwynd Bay. Another comfortable option is Luxury 4 Bed Villa With Spa - Carefully Sanitized.
How far in advance should I book my Crestwynd Bay holiday?
It all depends on the airline, but it's usually possible to browse through international flights on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky travellers will occasionally nab a cheaper seat just weeks prior to the date of departure.
What does an Expedia Crestwynd Bay travel package include?
Much of that is up to you. You can pick from a range of Crestwynd Bay bundles, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your ideal Crestwynd Bay trip looks like, get ready to save!
What should I know before booking a Crestwynd Bay travel package?
An Expedia travel package can be tailored to your budget and is a great way to make your money go further. How much you include is up to you. Hotels, rental cars and flights — come up with a combination that suits your plans.
Can I choose my airline with a Crestwynd Bay Expedia holiday package?
With a holiday package, you're the one in charge. Whether you're hoping to fly to Crestwynd Bay in economy or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Crestwynd Bay holiday package?
If your travel plans in Crestwynd Bay have changed, it's comforting to know that it's possible to cancel your booking. If your booking was made less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. To learn more, visit our Customer Service Portal.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.