Hotels with Connecting Rooms in Anastasia Island
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A wooden bridge over water with a lighthouse in the background.

Anastasia Island Hotel Guide - Hotels with Connecting Rooms in Anastasia Island, St. Augustine

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your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for Anastasia Island hotels with connecting rooms

A historic building with two towers, a courtyard with palm trees, and a well-lit pathway.

An aerial view of a coastal town with a marina, docked boats, and a bridge connecting the land to the water.

A lobby with a seating area, a snack bar, and a reception desk.

1. Holiday Inn Express St. Augustine near Dtwn - Historic by IHG

Holiday Inn Express St. Augustine near Dtwn - Historic by IHG

2.5 star property

Davis Shores

8.2 out of 10, Very good, (1,004 reviews)

8.2/10

Very good

(1,004 reviews)

"Very clean and good breakfast"

Daniela

The price is €101

€101

includes taxes & fees

16 Nov - 17 Nov

Holiday Inn Express St. Augustine near Dtwn - Historic by IHG

A pool area with lounge chairs, a hot tub, and a small waterfall feature.

A balcony with outdoor furniture, a view of the street, and palm trees.

A spacious lobby with a modern design, featuring a fireplace, seating areas, and decorative wall art.

2. Castillo Real St. Augustine Beach,Tapestry Collection Hilton

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

3.0 star property

St. Augustine

8.6 out of 10, Excellent, (154 reviews)

8.6/10

Excellent

(154 reviews)

"Good location"

Gina

The price is €113

€113

includes taxes & fees

29 Nov - 30 Nov

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

An outdoor seating area with a fire feature, umbrellas, and palm trees.

A semi-open lounge area with a view of a pool and a distant pier.

A beachfront hotel with multiple buildings, a swimming pool, and a beach area.

3. Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

3.5 star property

St. Augustine

9.0 out of 10, Wonderful, (1,440 reviews)

9.0/10

Wonderful

(1,440 reviews)

"Great stay"

Kraig

The price is €191

€191

includes taxes & fees

15 Nov - 16 Nov

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

A hotel with a swimming pool, multiple balconies, and lounge chairs.

A hotel room with a large bed, a desk, a TV, a mirror, and a balcony with a view of the sea.

A hotel room with a bed, a desk with a TV, a chair, and a balcony with a view of the ocean.

A hotel lobby with a wooden floor, an elevator, and three wall-mounted decorative panels.

4. Hampton Inn St. Augustine Beach

Hampton Inn St. Augustine Beach

2.5 star property

St. Augustine

8.8 out of 10, Excellent, (1,003 reviews)

8.8/10

Excellent

(1,003 reviews)

"Location was very good - breakfast was great !"

Phillisa

The price is €127

€127

includes taxes & fees

29 Nov - 30 Nov

Hampton Inn St. Augustine Beach

A modern hotel lobby with a sofa, round tables, and a reception desk.

A modern restaurant with a bar area, seating, and a menu display.

A hotel room with a curved sofa, a chair, a standing lamp, and a large window with a view of palm trees and buildings.

A hotel lobby with a sectional sofa, armchairs, a round coffee table, and a reception desk.

5. Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach

3.0 star property

St. Augustine

8.6 out of 10, Excellent, (1,003 reviews)

8.6/10

Excellent

(1,003 reviews)

"Loved our stay!"

Constance

The price is €116

€116

includes taxes & fees

15 Nov - 16 Nov

Courtyard by Marriott St. Augustine Beach

A hotel lobby with a reception desk, large potted plants, and hanging pendant lights.

A spacious living area with a large window, a red sofa, a yellow and white striped sofa, a wooden coffee table, and a blue ottoman.

A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with large windows.

A hotel entrance with a palm tree-lined driveway, a clear sky, and a sign reading "Hilton Garden Inn".

6. Hilton Garden Inn St. Augustine Beach

Hilton Garden Inn St. Augustine Beach

3.0 star property

St. Augustine

8.0 out of 10, Very good, (1,003 reviews)

8.0/10

Very good

(1,003 reviews)

"Everything was great. Will stay here again."

Cynthia

The price is €105

€105

includes taxes & fees

15 Nov - 16 Nov

Hilton Garden Inn St. Augustine Beach

A reception area with leather sofas, a glass coffee table, and a reception desk.

A hotel room with two beds, a small round table, a sofa, and a bathroom visible through an open door.

An indoor swimming pool with tiled flooring, lounge chairs, and windows with views.

7. Regency Inn & Suites

Regency Inn & Suites

2.0 star property

St. Augustine

8.4 out of 10, Very good, (1,308 reviews)

8.4/10

Very good

(1,308 reviews)

"Front desk staff very nice, its a good location near the beach and restaurants."

Joel

The price is €63

€63

includes taxes & fees

9 Nov - 10 Nov

Regency Inn & Suites

A dining area with tables and chairs, a kitchen area with appliances, and a view through a glass door.

A sunset over a body of water with tall grasses in the foreground.

A reception area with a desk, two chairs, a coffee table, a lamp, and a large window with a view of palm trees.

A hotel room with a bed, a desk, a chair, a sofa, and a nightstand.

8. Quality Inn & Suites St Augustine Beach Area

Quality Inn & Suites St Augustine Beach Area

2.5 star property

St. Augustine

7.2 out of 10, Good, (1,004 reviews)

7.2/10

Good

(1,004 reviews)

"It was a great place to stay with my pet. It's a walk to the beach but worth it. I wouldn't have white comforters made up with pets staying in it. We freaked out about every spot that appeared"

Alex

The price is €71

€71

includes taxes & fees

15 Nov - 16 Nov

Quality Inn & Suites St Augustine Beach Area

A historic building with arched windows and a fountain in the foreground.

A balcony with two chairs and a table, overlooking a beach and buildings.

A spacious lobby with a dining area, a seating area with a sofa and armchairs, and a balcony with decorative railings.

An aerial view of a fortified structure with a central courtyard, surrounded by walls and a moat.

9. Hampton Inn & Suites St. Augustine-Vilano Beach

Hampton Inn & Suites St. Augustine-Vilano Beach

2.5 star property

Vilano Beach

8.6 out of 10, Excellent, (1,003 reviews)

8.6/10

Excellent

(1,003 reviews)

"It was just a really nice stay"

PAUL

The price is €98

€98

includes taxes & fees

15 Nov - 16 Nov

Hampton Inn & Suites St. Augustine-Vilano Beach

A spacious lobby with a marble floor, a reception desk, and a large wall mural.

A modern hotel with a covered entrance, palm trees, and a clear blue sky.

A pool area with lounge chairs and a staircase leading to a building.

A modern cafe interior with a central table, counter, and various food and drink dispensers.

10. Hampton Inn St. Augustine Downtown Historic District

Hampton Inn St. Augustine Downtown Historic District

2.5 star property

Uptown

9.2 out of 10, Wonderful, (1,144 reviews)

9.2/10

Wonderful

(1,144 reviews)

"Breakfast selection was great and check in personnel were outstanding"

Mike

The price is €114

€114

includes taxes & fees

15 Nov - 16 Nov

Hampton Inn St. Augustine Downtown Historic District

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.

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Anastasia Island Hotel Guide - Hotels with Connecting Rooms in Anastasia Island, St. Augustine

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Anastasia Island hotels with connecting rooms

1. Holiday Inn Express St. Augustine near Dtwn - Historic by IHG

2. Castillo Real St. Augustine Beach,Tapestry Collection Hilton

3. Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

4. Hampton Inn St. Augustine Beach

5. Courtyard by Marriott St. Augustine Beach

6. Hilton Garden Inn St. Augustine Beach

7. Regency Inn & Suites

8. Quality Inn & Suites St Augustine Beach Area

9. Hampton Inn & Suites St. Augustine-Vilano Beach

10. Hampton Inn St. Augustine Downtown Historic District

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