Anastasia Island Vacation Packages 2025/2026 from $173

Name: Hilton Garden Inn St. Augustine Beach
Price range: $118 total

Anastasia Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Palazzo Lakeside Hotel

$173

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Hilton Orlando

International Drive District

$261

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Bring the family and enjoy the lazy river, children's pool, and waterslide. Traveling on business? Take advantage of the business center, express check-out, and valet parking.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$301

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Vilano Beach

$254

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

The private beach and full-service spa are among the highlights at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. Enjoy the outdoor pool and free perks like buffet breakfast and WiFi in public areas.

Westgate Town Center Resort

$269

per person

Jan 12 - Jan 17

found 10 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.

Top Anastasia Island hotels deals

Guy Harvey Resort on St Augustine Beach

860 A1A Beach Blvd, St. Augustine, FL

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$150 total

Nov 4 - Nov 5

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Pet friendly

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

300 A1A Beach Blvd, St. Augustine, FL

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$183 total

Nov 18 - Nov 19

Total with taxes and fees

This resort features 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast.

Pool

Breakfast included

Regency Inn & Suites

331 A1a Beach Blvd, St. Augustine, FL

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$72 total

Nov 5 - Nov 6

Total with taxes and fees

An indoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Pool

Parking included

La Fiesta Ocean Inn And Suites

810 A1a Beach Blvd, St. Augustine, FL

$120 nightly

$134 total

Nov 4 - Nov 5

Total with taxes and fees

An area shuttle is featured at this motel, along with an outdoor pool and a 24-hour front desk. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, express check-out, and a computer station are also on offer.

Pool

Breakfast included

Hilton Garden Inn St. Augustine Beach

401 A1A Beach Blvd, St. Augustine, FL

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$118 total

Nov 4 - Nov 5

Total with taxes and fees

This hotel features an outdoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

Pool

Hot Tub

Ocean Breeze Inn

311 A1A Beach Boulevard, St. Augustine, FL

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$76 total

Nov 4 - Nov 5

Total with taxes and fees

This motel features 3 beach bars and an outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and a safe deposit box are also provided.

Pool

Parking included

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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.

Popular places to visit

St. Augustine Beach

Nothing says vacation like spending a lazy day at St. Augustine Beach, a popular beach in St. Augustine. Experience the area's fascinating museums and great live music.

Anastasia State Park

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

St. Augustine Lighthouse and Museum showing a lighthouse

St. Augustine Lighthouse & Maritime Museum

Enjoy spectacular views from the top of this lighthouse and learn about the history of the nation’s oldest port.

Frequently asked questions

How much are vacation packages to Anastasia Island?

Starting from as low as $173, flight and hotel packages are the perfect way to stretch your vacation budget. Anastasia Island, here you come!

Where can I get the best vacation package deals for Anastasia Island?

There's no need to look any further than Travelocity. With 400 air carriers and 1,000,000 worldwide properties, it's easy to put together an Anastasia Island package deal that suits your travel style.

Why should I purchase my Anastasia Island vacation bundle with Travelocity?

From our 24/7 customer care to our range of enticing destinations, we're committed to fulfilling your travel dreams. All you need to do is to click and book — our Price Match Guarantee will ensure you lock in the best deal.

Can I save money on my Anastasia Island car rental if I combine it with hotels and flights?

Bundling your bookings into an Anastasia Island vacation package will leave you with some serious savings. Combine a car and flight; a hotel, car and flight; or a car and hotel. You won't find a better way to explore the greater Anastasia Island area than from the comfort of your own rental car. You can also add experiences and tours to your Travelocity package.