Search Anastasia Island Condo Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Condo Rentals in Anastasia Island

Ocean Gate at Hibiscus Resort
Beach nearby, white sand

Ocean Gate at Hibiscus Resort

4.0 star property
8.6 out of 10, Excellent, (123)
"Excellent place, the room was incredibly clean, spacious and the pool was super clean. I loved the place. My family and I were very pleased."
Ocean Gate at Hibiscus Resort
Ocean Village Club
Living area

Ocean Village Club

4.0 star property
8.4 out of 10, Very good, (42)
"Very nice apartment, nice resort "
Ocean Village Club
Ocean & Racquet
Beach nearby

Ocean & Racquet

3.5 star property
8.0 out of 10, Very good, (7)
"Ocean front property. Very quiet and secure. Top notch security on the property."
Ocean & Racquet
Beachside Retreat-courtyard Villa~beachside 2 Bedroom Condo by RedAwning
Beach

Beachside Retreat-courtyard Villa~beachside 2 Bedroom Condo by RedAwning

3.5 star property
10.0 out of 10, Exceptional, (2)
"The unit was excellent! Everything was clean and comfy! Kitchen had everything we needed and was well stocked. Checkin was a little crazy but the owner/host made it right. Not so much RedAwning. Never received any check out instructions had to call the owner. "
Beachside Retreat-courtyard Villa~beachside 2 Bedroom Condo by RedAwning
Beacher's Lodge 307
Miscellaneous

Beacher's Lodge 307

4.0 star property
8.0 out of 10, Very good, (2)
"We didn't like the furniture very uncomfortable and very limited tv stations and very low toliet in the bathroom. We left early due to the uncomfortable furniture and the noise of the air conditioning. We enjoyed the beach and pool."
Beacher's Lodge 307
Point Matanzas B3
Property amenity

Point Matanzas B3

3.0 star property
10.0 out of 10, Exceptional, (2)
"This is one of our favorites! Never had a bad stay here. Will definitely be back!"
Point Matanzas B3
Beachside Bliss~courtyard Villa~beachside 2 Bedroom Condo by RedAwning
Outdoor dining

Beachside Bliss~courtyard Villa~beachside 2 Bedroom Condo by RedAwning

3.0 star property
Beachside Bliss~courtyard Villa~beachside 2 Bedroom Condo by RedAwning
The House of Shells
Exterior

The House of Shells

4.0 star property
10.0 out of 10, Exceptional, (3)
"It was in a quiet neighborhood. It was within a 10 minute drive to downtown. The beach was within a 5 minute drive and it wasn't crowded. There were a ton of restaurants to choose from. It was so much better than trying to stay downtown where it was difficult getting in and out of places. The condo looked just like was shown andhad the cutest patio garden with hot tub! "
The House of Shells
Sea Place by VTrips
Outdoor dining

Sea Place by VTrips

3.5 star property
9.6 out of 10, Exceptional, (5)
"Very nice place if you are Looking for serenity and relaxation. "
Sea Place by VTrips
Hibiscus
Property grounds

Hibiscus

3.5 star property
8.4 out of 10, Very good, (9)
"Very clean, great location for easy beach access. Well appointed kitchen. "
Hibiscus
Quail Hollow by VTrips
Snorkelling

Quail Hollow by VTrips

3.5 star property
8.0 out of 10, Very good, (1)
"We enjoyed our stay at Quail Hollow. The only complaint we had was the cat hair on the furniture that kept sticking to our clothes. "
Quail Hollow by VTrips
Just Beachy~ocean View~2nd Fl 2 Bedroom Condo by RedAwning
Property grounds

Just Beachy~ocean View~2nd Fl 2 Bedroom Condo by RedAwning

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a nice family trip to kick off summer "
Just Beachy~ocean View~2nd Fl 2 Bedroom Condo by RedAwning
Coastal Clipper Charming 2 Bdr, Walk to Beach!
Front of property

Coastal Clipper Charming 2 Bdr, Walk to Beach!

3.5 star property
7.0 out of 10, Good, (2)
"Best vacation ever!! The location is great and the room was amazing!! My only complaint is that the bathroom at the pool was disgusting all week. But the condo itself was perfect "
Coastal Clipper Charming 2 Bdr, Walk to Beach!
Life's A Beach~oceanfront 2 Bedroom Condo by RedAwning
Outdoor dining

Life's A Beach~oceanfront 2 Bedroom Condo by RedAwning

3.5 star property
10.0 out of 10, Exceptional, (1)
"Near everything, but far enough away as well. Perfect spot for families! "
Life's A Beach~oceanfront 2 Bedroom Condo by RedAwning
Ocean Hibiscus Oceanfront Resort
Exterior

Ocean Hibiscus Oceanfront Resort

4.0 star property
8.4 out of 10, Very good, (6)
"Check-in was not in class with Expedia / VRBO or other class group organization. Lroperty was touted as resort quality and the company held the line that mothing was their problem. We have pictures and videos to show all. Even wash me on the windows we asked to have cleaned that were not and never cleaning the bird crap off the railings of the balconies is just the start. Never felt aafe knowing the bacony door was broken and taped."
Ocean Hibiscus Oceanfront Resort
Sea Urchin 39
Property amenity

Sea Urchin 39

4.0 star property
10.0 out of 10, Exceptional, (1)
"This cute two bedroom home had everything we needed for a lovely stay by the beach. It was comfortable and near restaurants and activities in St. Augustine. Highly recommend. "
Sea Urchin 39
9902seawinds52swnco - Sea Winds 52
Property amenity

9902seawinds52swnco - Sea Winds 52

3.0 star property
9.4 out of 10, Exceptional, (3)
"This was the perfect property easy walk to the beach clean had everything you need!"
9902seawinds52swnco - Sea Winds 52
Treetop Beach Condo Sleeps 7!
Interior

Treetop Beach Condo Sleeps 7!

4.0 star property
Treetop Beach Condo Sleeps 7!
Windjammer
Property grounds

Windjammer

3.5 star property
8.0 out of 10, Very good, (1)
Windjammer
Colony Reef
Pool

Colony Reef

3.5 star property
9.6 out of 10, Exceptional, (4)
"Nice place to relax "
Colony Reef
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anastasia Island Hotel Reviews

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

10/10 Excellent
"The best thing about the property is the location. Its right on the beach, with downtown St. Augustine a very short trip away. The hotel is on the Trolley Tour stop which makes time in the Old Town easy and convenient for a reasonable fee. The worst thing about the property is the mandatory valet parking!!!"
Kimberly 2-night trip
Posted 2 days ago
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Frequently asked questions

Why book your condo in Anastasia Island with Expedia?
Vacays should be stress-free, so if you're after condos at a competitive price, Expedia can help. Stick to the budget and pick something cheap and cheerful, or splurge on a 5-star condo and spoil the ones you love most. Use our search filters to find an escape in Anastasia Island that suits you best.
How can I find cheap condos in Anastasia Island?
Expedia can help you look for cheap condos in Anastasia Island. To book a superb stay in just a few clicks, try out our handy filter tool to refine your search results by amenities, budget and star rating.