
Anastasia Island Vacations from $271
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The Latest Anastasia Island vacation packages
Price found within the past 48 hours. Click for updated prices.

Palazzo Lakeside Hotel
Price was $738, price is now $271 per person
$271
per person
May 10 - May 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,182 reviews)
The room I stayed in was clean and comfortable. I liked the fact it had a small balcony, although I did not utilize it. Most properties I've stayed at in the past have an available electrical outlet near the bed or nightstand. Due to the apparent age of this building however, the room did not have a lot of electrical outlets, so I had to plug my phone in to charge on the floor, near the tv.
Reviewed on Mar 29, 2026

Westgate Cocoa Beach Resort
Price was $1,745, price is now $832 per person
$832
per person
May 4 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (525 reviews)
Came down for spring break as a solo mom with two kids ages 9 and 7. We originally booked the Beachside Hotel and upon checking we immediately checked out and got a last minute room at Westgate for 4 nights. The front desk crew was super welcoming to us (thanks Ro and Amy) and when we got to our super clean suite with big comfy beds we were so relieved! The next day the resort looked even better in the daylight. The beach spot is fantastic, you can rent chairs and umbrellas and boogie boards each day (but get there not too long after 9am they do sell out). My kids spent hours boogie boarding at the beach and it was never too crowded. We would bop back over to Westgate’s pool, lazy river, and splash pad and have lunch from the tiki bar (hi Mikayla!! Our awesome server all week). My only suggestions are that they provide more toiletries (body lotion and bigger or more bottles of shampoo & conditioner). I also had to call and press to get the room cleaned on day 2, that was a little unclear (housekeeping). They did provide plenty of fresh clean towels for bathrooms and pool when we would call down they would quickly come up and switch them out. I was bummed we couldn’t get a room with a view, the room we got faced the busy road, however, with the bathrooms tucked in the back of the room it was super quiet. I was very impressed with the cleanliness of the resort - both the rooms and common spaces and the pool and water play areas. We felt very safe and taken care of!
Reviewed on Mar 27, 2026

Westgate Town Center Resort
Save 100% on your flight
Price was $667, price is now $319 per person
$319
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,510 reviews)
This was an absolutely wonderful place to stay and I definitely be back again!
Reviewed on Mar 30, 2026


Westgate Towers Resort
Save 100% on your flight
Price was $812, price is now $395 per person
$395
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
grounds were not kept well - service quick, efficient. comfortable room with enjoyable in room hot tub.
Reviewed on Mar 28, 2026
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View all tripsWhere to stay in Anastasia Island
Find the best Anastasia Island areas and neighborhoods for the activities you enjoy most. Learn more about Anastasia Island

Butler Beach
1 out of top 10 points of interest in this area
4.5/5(44 area reviews)
Butler Beach is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to St. Augustine Beach or Butler Beach.
Discover the most popular places to visit in Anastasia Island

St. Augustine Beach
Stroll along the shore and enjoy watersports at one of Florida’s most beautiful beaches, where restaurants and playgrounds are within walking distance of the sand.

Anastasia State Park
Camp in the forest and relax on spectacular beaches when you visit one of Florida’s most beautiful state parks.

Butler Beach
Why not spend a lazy afternoon at Butler Beach during your trip to St. Augustine? Experience the area's great live music and fascinating museums.
What to do in Anastasia Island

Take a Scenic Boat Ride in St. Augustine
$30
per adult
92% of travellers recommend

St. Augustine Live Music Cruise with Drinks and Sunset Option
$69
per adult
78% of travellers recommend

St. Augustine: Dolphin and Wildlife Historical Boat Tour
$34
per adult
100% of travellers recommend
Anastasia Island Hotel Deals

Guy Harvey Resort on St Augustine Beach
860 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $160 total per night from Apr 26 to Apr 27
$160 total
Apr 26 - Apr 27
Total with taxes and fees
8.8/10 Excellent! (2,968 reviews)
Our weather was not great but the staff was still very friendly. Hotel was busy but felt quiet enough in our room! Room was just as described. Location is great.
Reviewed on Mar 30, 2026

Best Western Seaside Inn
541 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $166 total per night from Apr 6 to Apr 7
$166 total
Apr 6 - Apr 7
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
Only got one bath towel for two people. There was a day were the room was not serviced. $15 dollars for parking was a ripoff when there is a free public lot next door.
Reviewed on Mar 30, 2026

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
300 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $270 total per night from Apr 27 to Apr 28
$270 total
Apr 27 - Apr 28
Total with taxes and fees
8.8/10 Excellent! (1,318 reviews)
Nice rooms, great view, excellent breakfast, enjoyed happy hour!
Reviewed on Mar 30, 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.
Find the Best Anastasia Island Vacation Packages
Anastasia Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Orlando Intl. Airport (MCO) |
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- Bridge of Lions
- St. George Street
- St. Augustine Pirate and Treasure Museum
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- Spanish Military Hospital Museum
- Segui-Kirby Smith House
- The Oldest Store Museum
- St. Augustine Historic District Vacations
- Villa Zorayda Museum
- Plaza de la Constitution
- St. Augustine Distillery
- San Sebastian Winery
- Museum of Weapons and Early American History
- Pena-Peck House
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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.























