A wooden pier extending into calm water at sunset.

Anastasia Island Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Anastasia Island Hotels with Swimming Pools

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Anastasia Island hotels with a pool

A rooftop pool area with lounge chairs and palm trees.
A modern restaurant with a bar area, seating, and a menu display.
A hotel lobby with a sectional sofa, armchairs, a round coffee table, and a reception desk.
A modern hotel lobby with a sofa, round tables, and a reception desk.

1. Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach
St. Augustine
  • Splish-splash your way to relaxation at this beachside hotel with a spotless pool and fire pit area.
RM401
RM447 total
includes taxes & fees
4 Oct - 5 Oct
Courtyard by Marriott St. Augustine Beach
A beach with waves at sunset.
An outdoor patio with stone fire pits, wicker chairs, and tables with umbrellas.
A spacious bar area with hexagonal patterned flooring, wooden bar stools, and a long counter with a variety of bottles and glasses.

2. Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach
St. Augustine
  • Dive into this beachside oasis with poolside dining and private white sand beach access.
RM546
RM609 total
includes taxes & fees
5 Oct - 6 Oct
Guy Harvey Resort on St Augustine Beach
A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with large windows.
An outdoor patio with a covered seating area, a round table, and chairs.
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 hotel lobby with a reception desk, large potted plants, and hanging pendant lights.

3. Hilton Garden Inn St. Augustine Beach

Hilton Garden Inn St. Augustine Beach
St. Augustine
  • Dive into turquoise waters just steps from St. Augustine Beach at this refreshing pool oasis.
RM369
RM412 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn St. Augustine Beach
A hotel with a swimming pool, multiple balconies, and lounge chairs.
A waiting area with two sofas and four chairs, a wooden floor, and three framed artworks on the wall.
A Hampton Inn hotel with a parking lot, multiple cars, and a clear blue sky.
A hotel room with a large bed, a desk, a TV, a mirror, and a balcony with a view of the sea.

4. Hampton Inn St. Augustine Beach

Hampton Inn St. Augustine Beach
St. Augustine
  • Beachfront retreat with a refreshing pool and hot tub, where the white sands of St. Augustine beckon just steps away.
RM486
RM542 total
includes taxes & fees
12 Oct - 13 Oct
Hampton Inn St. Augustine Beach
A pool area with lounge chairs, a hot tub, and a small waterfall feature.
A balcony with two black wicker chairs, a red umbrella, and a view of a resort area with palm trees and buildings.
A spacious lobby with a modern design, featuring a fireplace, seating areas, and decorative wall art.
A spacious lobby with a chandelier, potted plants, a reception desk, and a dining area.

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

Castillo Real St. Augustine Beach,Tapestry Collection Hilton
St. Augustine
  • Dive into aquatic bliss at this Art Deco hotel where poolside relaxation meets beach adventure.
RM451
RM598 total
includes taxes & fees
29 Sept - 30 Sept
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
A swimming pool with blue lounge chairs and palm trees in the background.
A hotel with a swimming pool, multiple parking spaces, and a view of the ocean.
A balcony with a view of a well-maintained garden, a white building with a red roof, and a clear blue sky.
A wooden boardwalk leading to a beach with a clear view of the ocean.

6. La Fiesta Ocean Inn And Suites

La Fiesta Ocean Inn And Suites
St. Augustine
  • Shimmering private pool paradise awaits with heated waters and easy beach access.
RM440
RM592 total
includes taxes & fees
6 Oct - 7 Oct
La Fiesta Ocean Inn And Suites
An aerial view of a rectangular swimming pool with a tiled deck, surrounded by palm trees and a covered seating area.
A hotel with a pool, parking, and a view of the beach.
A bathroom with a toilet, shower, sink, and mirror.
A hotel room with two beds, a desk, a large artwork on the wall, and a mirror.

7. Ocean Breeze Inn

Ocean Breeze Inn
St. Augustine
  • Soak in sunshine at the oceanside outdoor pool offering a refreshing dip after beach adventures.
RM272
RM303 total
includes taxes & fees
18 Oct - 19 Oct
Ocean Breeze Inn
An indoor swimming pool with tiled flooring, lounge chairs, and windows with views.
A reception area with leather sofas, a glass coffee table, and a reception desk.
A building with a blue roof and a sign that reads "Regency Inn & Suites".
A hotel room with two beds, a small round table, a sofa, and a bathroom visible through an open door.

8. Regency Inn & Suites

Regency Inn & Suites
St. Augustine
  • Dive into beachside bliss at this oceanfront motel with a tranquil indoor pool escape.
RM272
RM303 total
includes taxes & fees
25 Oct - 26 Oct
Regency Inn & Suites
A pool area with a pergola, lounge chairs, and potted plants.
A modern kitchen with built-in appliances, a refrigerator, a coffee machine, and a small refrigerator. There is a dining area with a table and chairs, and a sign indicating a full-service restaurant.
A large, multi-story building with a white facade and red-tiled roof, surrounded by palm trees and a well-maintained lawn.
A white building with a balcony, two lounge chairs, and a small table.

9. Best Western Seaside Inn

Best Western Seaside Inn
St. Augustine
  • Splish-splash in the sparkling outdoor pool at this beachside retreat just steps from the sand.
RM391
RM436 total
includes taxes & fees
6 Oct - 7 Oct
Best Western Seaside Inn
A semi-open lounge area with a view of a pool and a distant bridge.
A modern lobby with a central seating area, large pillars, and hanging lights.
An outdoor lounge area with seating, umbrellas, and a fire feature.
A beachfront hotel with multiple buildings, a swimming pool, and a beach area.

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

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
St. Augustine
  • Splash into holiday bliss at this oceanfront resort's sunny pool with tropical drinks and sandy toes.
RM724
RM943 total
includes taxes & fees
5 Oct - 6 Oct
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
View all properties

Choose what matters most at hotels with a pool in Anastasia Island

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Anastasia Island

A hotel with a swimming pool, multiple balconies, and lounge chairs.
A hotel room with a bed, a desk with a TV, a chair, and a balcony with a view of the ocean.
A gym with treadmills, an elliptical, and a stair climber.
A hotel room with a large bed, a desk, a TV, a mirror, and a balcony with a view of the sea.

Hampton Inn St. Augustine Beach

Hampton Inn St. Augustine Beach
St. Augustine
RM486
RM542 total
includes taxes & fees
12 Oct - 13 Oct
Hampton Inn St. Augustine Beach
A semi-open lounge area with a view of a pool and a distant bridge.
A modern lobby with a central seating area, large pillars, and hanging lights.
An outdoor lounge area with seating, umbrellas, and a fire feature.
A beachfront hotel with multiple buildings, a swimming pool, and a beach area.

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
St. Augustine
RM724
RM943 total
includes taxes & fees
5 Oct - 6 Oct
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
A wooden boardwalk leading to a beach with a clear view of the ocean.
A garden with a small waterfall, various plants, and a grassy area.
An aerial view of a coastal hotel with a swimming pool, parking lot, and beach access.
A hotel with a swimming pool, multiple parking spaces, and a view of the ocean.

La Fiesta Ocean Inn And Suites

La Fiesta Ocean Inn And Suites
St. Augustine
RM440
RM592 total
includes taxes & fees
6 Oct - 7 Oct
La Fiesta Ocean Inn And Suites
A large, multi-story building with a white facade and red-tiled roof, surrounded by palm trees and a well-maintained lawn.
A pool area with a pergola, lounge chairs, and potted plants.
A hotel lobby with a reception desk, seating area, and large windows.
A white building with a balcony, two lounge chairs, and a small table.

Best Western Seaside Inn

Best Western Seaside Inn
St. Augustine
RM391
RM436 total
includes taxes & fees
6 Oct - 7 Oct
Best Western Seaside Inn
A hotel lobby with a reception desk, large potted plants, and hanging pendant lights.
An outdoor patio with a covered seating area, a round table, and chairs.
A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with large windows.
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.

Hilton Garden Inn St. Augustine Beach

Hilton Garden Inn St. Augustine Beach
St. Augustine
RM369
RM412 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn St. Augustine Beach
A hotel room with two beds, a wooden headboard, a desk with a chair, and a door with curtains.
A restaurant with a counter, seating area, and a view of the street.
A two-story motel with a sign indicating it is the Americas Best Value Inn by Vantage.
A pool area with a clear blue pool, lounge chairs, and red umbrellas.

Americas Best Value Inn Ocean Inn

Americas Best Value Inn Ocean Inn
St. Augustine
RM298
RM332 total
includes taxes & fees
28 Sept - 29 Sept
Americas Best Value Inn Ocean Inn
An aerial view of a coastal town with a marina, docked boats, and a bridge connecting the land to the water.
A reception area with a modern design, including a reception desk, a digital display, and a refrigerator stocked with beverages.
A lobby with a seating area, a snack bar, and a reception desk.

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

Holiday Inn Express St. Augustine near Dtwn - Historic by IHG
Davis Shores
RM354
RM395 total
includes taxes & fees
27 Oct - 28 Oct
Holiday Inn Express St. Augustine near Dtwn - Historic by IHG
A hotel reception area with a modern design, featuring a reception desk, seating area, and a wine display.
A rooftop pool area with a large umbrella, outdoor seating, and a clear view of the pool.
A bar area with a bar counter, bar stools, and a view of the outside through large windows.
A modern building with a flat facade, large windows, and a prominent 'VOCO' sign.

voco St. Augustine Historic Area by IHG

voco St. Augustine Historic Area by IHG
Davis Shores
RM464
RM518 total
includes taxes & fees
29 Sept - 30 Sept
voco St. Augustine Historic Area by IHG
A spacious lobby with a chandelier, sofas, potted plants, and a large wall clock.
A balcony with two black wicker chairs, a red umbrella, and a view of a resort area with palm trees and buildings.
A spacious lobby with a modern design, featuring a fireplace, seating areas, and decorative wall art.
A pool area with lounge chairs, a hot tub, and a small waterfall feature.

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

Castillo Real St. Augustine Beach,Tapestry Collection Hilton
St. Augustine
RM451
RM598 total
includes taxes & fees
29 Sept - 30 Sept
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
A waterfront marina with boats docked, a bridge, and a sunset over the water.
A dining table with two chairs, a wine glass, a rose, and a glass of beer.
A fire feature with a view of a waterfront and a bridge in the background.
A poolside area with lounge chairs and a view of the marina and sunset.

Marker 8 Hotel & Marina

Marker 8 Hotel & Marina
Davis Shores
RM583
RM651 total
includes taxes & fees
27 Sept - 28 Sept
Marker 8 Hotel & Marina
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.
View all properties

Top Anastasia Island Hotel Reviews

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

10/10 Excellent
"Everything was excellent."
juderky 2-night trip
Posted 7 hours ago
Guy Harvey Resort on St Augustine Beach
Edgewater Inn

Edgewater Inn

10/10 Excellent
"Love this place! It's our go-to place in St. Aug. Quick walk across the bridge to downtown and easy drive to the beach or Amp. We usually walk the 2ish miles back from the Amp, don't even have to cross a big road. But that's not for everyone. Available parking is also nice."
John 1-night trip
Posted 7 hours ago
Edgewater Inn
La Fiesta Ocean Inn And Suites

La Fiesta Ocean Inn And Suites

10/10 Excellent
"First night was just a landing place for a concert. Very clean and comfortable. Upgraded to a bigger room with two beds facing the ocean for a more relaxed evening at the hotel. Very friendly staff attended to all our needs with a smile. We’d gladly stay again!"
Rob 2-night trip
Posted 11 hours ago
La Fiesta Ocean Inn And Suites
Castillo Real St. Augustine Beach,Tapestry Collection Hilton

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

10/10 Excellent
"been there 17 times - can walk to the beach and breakfast is the best!"
Bruce 4-night trip
Posted 2 days ago
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
Best Western Seaside Inn

Best Western Seaside Inn

10/10 Excellent
"Excellent stay. Room was very clean and looked out towards the ocean. Breakfast was excellent and had a rotating menu. Parking was free and very close. Loved the staff! Very helpful and knowledgeable about the area. We had a great time!"
Johnny 2-night trip
Posted 2 days ago
Best Western Seaside Inn
Quality Inn & Suites St Augustine Beach Area

Quality Inn & Suites St Augustine Beach Area

8/10 Good
"It was very close to the beach which was great, and convenient, staff were super helpful if we ever had any issues. Unfortunately, our bed was stained so we slept with a blanket overtop of it, the hotel towels were also stained before we even used them(staff switched them out right away), and our shower wouldn’t drain properly but it wasn’t too much of an issue."
Caeden 4-night trip
Posted 11 days ago
Quality Inn & Suites St Augustine Beach Area

Explore a world of travel with Expedia