Summer Haven Vacations from $296

Book a Hotel + Flight or Car together to unlock savings

Your Summer Haven Vacation

From its highlights to its hidden delights, this city is best explored with a Summer Haven vacation package. Find somewhere to stay in St. Augustine Beach, which is great for families, nature and coastal beaches. Want to venture out and explore? Fort Matanzas National Monument, Matanzas Inlet and Faver-Dykes State Park are some of the top-rated places to visit during your trip to Summer Haven. Whatever your travel plans or the size of your budget, organizing a tailored Summer Haven vacation is a cinch with Expedia.

The Latest Summer Haven vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $551, price is now $296 per person
$296
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (2,032 reviews)

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,045, price is now $350 per person
$350
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (5,255 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $2,184, price is now $1,097 per person
$1,097
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,012 reviews)
One word: Phenomenal!

Reviewed on Aug 2, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $756, price is now $388 per person
$388
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,299 reviews)
Very nice hotel and location was great. The staff was very helpful.

Reviewed on Aug 4, 2026

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $620, price is now $321 per person
$321
per person
Sep 28 - Oct 3
found 14 hours ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)

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What to do in Summer Haven

St. Augustine: Dolphin and Wildlife Historical Boat Tour

St. Augustine: Dolphin and Wildlife Historical Boat Tour

$34
per adult
100% of travellers recommend
St. Augustine: Dolphin and Wildlife Historical Boat Tour
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

$25
per adult
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

$40
per adult
90% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
See all activities in Summer Haven

Summer Haven Hotel Deals

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

3 out of 5
860 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $150 total per night from Aug 13 to Aug 14
$150 total
Aug 13 - Aug 14
Total with taxes and fees
8.8/10 Excellent! (3,255 reviews)
"Me and my husband stayed 3 nights for my birthday weekend and we enjoyed it so much. Room was clean and staff were friendly. We really enjoyed the restaurant it was absolutely delicious."

Reviewed on Aug 6, 2026

Guy Harvey Resort on St Augustine Beach
Compass Hotel Flagler Beach

Compass Hotel Flagler Beach

3 out of 5
111 S Daytona Ave Flagler Beach FL
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $147 total per night from Aug 23 to Aug 24
$147 total
Aug 23 - Aug 24
Total with taxes and fees
9.4/10 Exceptional! (964 reviews)
"It was fantastic!"

Reviewed on Aug 5, 2026

Compass Hotel Flagler Beach
Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach

3 out of 5
605 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from Aug 23 to Aug 24
$109 total
Aug 23 - Aug 24
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"Very happy, place was nice and nice staff."

Reviewed on Aug 5, 2026

Courtyard by Marriott St. Augustine Beach
See all 6,580 properties in Summer Haven
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.

Find the Best Summer Haven Vacation Packages

Summer Haven Essential Information

Language
English
Currency
U.S dollars
Top Sights
St. Augustine Beach, Butler Beach and Butler Beach State Park

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Frequently asked questions

How much does a Summer Haven vacation package cost?
Offering great value package deals from $296 on Expedia, you'll be thrilled with how little a vacation to Summer Haven costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Summer Haven?
You can generally find reduced prices and greater availability in August, September and October. Browse our cheap Summer Haven vacation packages and you could land some excellent off-season deals.
How many days is enough for Summer Haven?
With a well-organized itinerary, you can easily tick off the top Summer Haven sights in a few days. But if you'd like to discover hidden gems or go on day tours, consider booking your Summer Haven vacation for longer.
How to find the best Summer Haven package deals?
Landing a cheap Summer Haven package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Summer Haven package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Summer Haven vacation as a package?
You can enjoy significant savings on your Summer Haven retreat by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Summer Haven?
If you've got your Summer Haven vacation dates confirmed, book as early as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Summer Haven vacation packages?
Your Summer Haven trip is meant to be an escape from your busy life, not a reason for money worries. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.