Anastasia Island Holidays from NZ$2,620

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Anastasia Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Mustang Silverspring FL

OYO Hotel Mustang Silverspring FL

NZ$2,620
per person
18 Nov - 23 Nov
found 16 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
7/10 Good! (89 reviews)
Plantation Resort on Crystal River

Plantation Resort on Crystal River

NZ$3,410
per person
18 Nov - 23 Nov
found 11 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
7.6/10 Good! (294 reviews)
Na

Reviewed on 7 Oct 2026

Staybridge Suites Gainesville I-75 by IHG

Staybridge Suites Gainesville I-75 by IHG

NZ$3,495
per person
18 Nov - 23 Nov
found 11 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.4/10 Exceptional! (1,004 reviews)
Tropical Resort & Marina on Lake Beresford

Tropical Resort & Marina on Lake Beresford

NZ$2,837
per person
18 Nov - 23 Nov
found 11 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9/10 Wonderful! (168 reviews)
The Tropical Resort is "old time Florida" the way resorts used to be 40-50 years ago. While the rooms are older, they are well maintained and modernized. Each room faces a huge green space with a fire pit (and central fire pit for night bonfires) and outdoor barbeque grills and an outdoor table and chairs outside each room overlooking the central green space. Pet friendly. The staff (owner and his wife) are lovely people who clearly love the property, the area, and their resort. Swimming pool and lakefront marina (on Beresford Lake) near Deland, Florida, where you can rent pontoon boats and other boats for liesurely cruises on the lake. Sometimes wildlife wanders by, but nothing dangerous - herons, cranes, birds, racoons, and such. Quiet, restful, and out of the way, but near downtown Deland which is a charming, quiet community with a quaint downtown with lots of neat restaurants and small shops. And Stetson University campus is beautiful and well maintained. The Tropical Resort also hosts the Florida Highwaymen painters art displays on Saturdays and Sundays where you can score some really beautiful original oil paintings, mostly of Florida coastal seascapes and ocean vistas. We always stay there when we come to Deland to visit our granson, and will keep coming back since we are a part of the old Florida and every stay there brings back wonderful memories of the way Florida used to be before all the people ruined it. A happy and satisfied couple from Pensacola.

Reviewed on 25 Sept 2026

RAINBOW RANCH CABINS

RAINBOW RANCH CABINS

NZ$2,972
per person
18 Nov - 23 Nov
found 16 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8/10 Very good! (4 reviews)
STAFF WAS EXCELLENT! would come again. Perfet for the primitive adventurous

Reviewed on 27 Oct 2025

Our guide on where to stay in Anastasia Island

Find the best Anastasia Island areas and neighborhoods for the activities you enjoy most. Learn more about Anastasia Island
A sunset over the ocean with birds flying.

Butler Beach

1 out of top 10 points of interest in this area

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.

A cityscape with a prominent historic building, a waterfront promenade, and a bridge connecting two areas.

Davis Shores

If you're spending some time in Davis Shores, Anastasia Island Mini-Golf and Mellow Mushroom are top sights worth seeing.

A sunset over a coastal landscape with a wooden pier extending into the water.

Coquina Gables

While there might not be top attractions in Coquina Gables, you can explore the larger area and discover places like St. Augustine Beach and Fiesta Falls Mini-Golf.

An aerial view of a coastal landscape with a river meandering through a marshy area with dense vegetation.

Marsh Creek

When in Marsh Creek, you can plan a visit to Anastasia State Park and Saint Augustine Amphitheatre, some noteworthy sights in the nearby area.

A scenic overlook with a view of a coastal area, including a marina and lush greenery.

Lighthouse Park

1 out of top 10 points of interest in this area

While visiting Lighthouse Park, you might make a stop by sights like St. Augustine Lighthouse & Maritime Museum and Anastasia State Park.

Anastasia Island Holiday

Our pick of the best Anastasia Island Hotel Deals

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

860 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
NZ$267
20 Oct - 21 Oct
includes taxes & fees
Guy Harvey Resort on St Augustine Beach
Regency Inn & Suites

Regency Inn & Suites

331 A1a Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
NZ$135
12 Oct - 13 Oct
includes taxes & fees
Regency Inn & Suites
Best Western Seaside Inn

Best Western Seaside Inn

541 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
NZ$191
18 Oct - 19 Oct
includes taxes & fees
Best Western Seaside Inn
See all 3,460 properties in Anastasia Island
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.

Stay near popular Anastasia Island attractions

A beach with waves, people, and buildings in the background.

St. Augustine Beach

9.2/10 (9,364 reviews)
St. Augustine Beach offers pristine white sands and clear turquoise waters along Anastasia Island. Visitors can enjoy the fishing pier, volleyball courts, and picnic areas while experiencing Florida's coastal charm.
See properties
A wooden boardwalk leading to a beach with dunes and sparse vegetation.

Anastasia State Park

9.0/10 (2,701 reviews)
Explore four miles of pristine beaches and ancient coquina quarries in this 1,600-acre coastal sanctuary. Paddle through Salt Run lagoon to spot wading birds and the rare Anastasia Island beach mouse.
See properties
St. Augustine Alligator Farm, a zoological park with a white building, red-tiled roof, and an American flag.

St. Augustine Alligator Farm Zoological Park

8.8/10 (1,461 reviews)
Feed and pet an alligator, hold a snake and meet a range of colorful and unusual reptiles and birds at one of Florida’s longest-running attractions.
See properties
A beach with a calm sea, a clear sky, and a single bird on the sand.
Photo by Carmen Bustin-Dinning

Butler Beach

Why not spend a lazy afternoon at Butler Beach during your trip to St. Augustine? Experience the area's fascinating museums and great live music.
See properties
A lighthouse with a red roof and a spiral design.

St. Augustine Lighthouse & Maritime Museum

9.2/10 (3,377 reviews)
Climb 219 steps to the top of this 1874 lighthouse for panoramic views of St. Augustine's coastline. The Maritime Museum showcases shipwreck artefacts and traditional wooden boatbuilding demonstrations.
See properties
A pier extending into the ocean with a 'No-Dogs Allowed' sign.

St. Johns County Ocean Pier

8.8/10 (92 reviews)
This Atlantic Ocean pier offers prime fishing spots and panoramic ocean views. Enjoy the adjacent park with its splash pad, picnic areas, and Wednesday farmers market for a complete beachside experience.
See properties

Saint Augustine Amphitheatre

You can make plans for a show at Saint Augustine Amphitheatre on your trip to St. Augustine. Experience the area's fascinating museums and great live music.
See properties

Matanzas Inlet

Commune with nature and explore the great outdoors at Matanzas Inlet during your travels in St. Augustine. Experience the area's fascinating museums and great live music.
See properties

What to do in Anastasia Island

St. Augustine: Treasure Hunt Cruise with Onboard Show

St. Augustine: Treasure Hunt Cruise with Onboard Show

NZ$67
per adult
94% of travellers recommend
St. Augustine: Treasure Hunt Cruise with Onboard Show
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets

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

NZ$44
per adult
74% of travellers recommend
St.Augustine: Torture Museum, Ghost Hunt, & Tiny Art Tickets
Yoda and R2-D2 from Star Wars at Potter's Wax Museum in St. Augustine

Potter's Wax Museum

NZ$32
per adult
96% of travellers recommend
Potter's Wax Museum
See all activities in Anastasia Island

Frequently asked questions

How much does an Anastasia Island holiday package cost?
Maybe less than you might think — from a low NZ$2,620, actually! By combining flights, hotels and car rentals into a custom-built holiday package, your Anastasia Island escape is just clicks away.
How do I get a cheap travel package to Anastasia Island?
Book everything in the one place with our Anastasia Island holiday packages. You'll find deals on flights, hotels, tours and more that'll keep your wallet happy and your adventurous spirit busy. And, with more than 550 partner airlines and 1 000 000 properties around the world to pick from, there are endless opportunities to mix and match.
How far in advance should I book my Anastasia Island holiday?
Savvy travellers often book as early as possible. You can generally compare international fares on Expedia up to a year before your intended flight. If you're booking last minute, don't worry. Discounted prices sometimes become available in the last weeks before departure dates.
What does an Expedia Anastasia Island travel package include?
With Expedia, you can choose a combination of hotels, flights and car rentals to create your ideal Anastasia Island package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Don't forget, the more you bundle, the bigger the savings!
What should I know before booking an Anastasia Island travel package?
So many places to travel to, so many things to see. With a package, you'll be able to afford more of them. Bundle your flights, rental cars and hotels and make big savings.
Can I choose my airline with an Anastasia Island Expedia holiday package?
Yes — that's the beauty of an Expedia package. You get to choose. We have access to more than 550 partner airlines globally, so you have loads of choice when putting together your Anastasia Island escape.
If I'm not able to travel, can I cancel my Anastasia Island holiday package?
Yes, you can cancel your Anastasia Island booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.