A wooden pier extending into calm water at sunset.

Find Romantic Hotels in Anastasia Island, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Anastasia Island Romantic Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Anastasia Island romantic hotels

A wooden boardwalk leading to a sandy beach with ocean waves in the background.
A room with a balcony, a sofa, a TV, and a desk with a lamp.
A swimming pool with lounge chairs and palm trees, surrounded by multi-story buildings with red roofs.
A living room with a large TV mounted on the wall, a wooden entertainment center, and a view of the outdoors through a window.

1. Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool

Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool
Butler Beach
United States
Bette D.
£195
includes taxes & fees
24 Oct - 25 Oct
Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool
A sunset over the ocean with clouds reflecting on the water.
A kitchen with wooden cabinets, stainless steel appliances, a tiled backsplash, and a view to the dining area.
A kitchen with wooden cabinets, a dishwasher, and a coffee maker.
A spacious kitchen with a dining area, a large mirror, and a sign reading "BEACH HOUSE".

2. Sandy Feet - Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach

Sandy Feet - Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach
St. Augustine
United States
April B.
£408
includes taxes & fees
13 Oct - 14 Oct
Sandy Feet - Heated Pool! Near: Amphitheatre, Historic Downtown, & Beach
A sunset over the ocean with clouds reflecting on the water.
A covered outdoor pool area with a table and chairs, a glass enclosure, and a brick wall.
A room with a wooden cabinet, a mirror, a painting, and a vase on the wall.
A dining area with a pool view, a kitchen with modern appliances, and a chandelier.

3. Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach

Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach
St. Augustine
United States
Shawn R.
£400
includes taxes & fees
11 Oct - 12 Oct
Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach
A sunset over the ocean with clouds reflecting on the water.
A dining area with a wooden table and chairs, a white brick fireplace, and a kitchen in the background.
A spacious living area with a fireplace, a dining table, and a sofa.
A spacious living room with a fireplace, dining area, and a view of the backyard.

4. Grandview-Heated Pool & Game Room Near Amphitheatre, Historic Downtown, Beach

Grandview-Heated Pool & Game Room Near Amphitheatre, Historic Downtown, Beach
Saint Augustine
United States
Nicole A.
£408
includes taxes & fees
13 Oct - 14 Oct
Grandview-Heated Pool & Game Room Near Amphitheatre, Historic Downtown, Beach
A coastal hotel with multiple buildings, a parking lot, and a beach view.
A hallway with a sign saying "Relax You're at the Beach" and a white console table with decorative items.
A modern living room with a grey sofa, a wooden coffee table, and a ceiling fan.
A modern kitchen with white cabinets, a microwave, and a refrigerator. There is a dining area with a round table and blue chairs.

5. 2 Bedroom Pet-friendly ocean view condo - OV3

2 Bedroom Pet-friendly ocean view condo - OV3
St Augustine
United States
Patrick C.
£339
includes taxes & fees
14 Oct - 15 Oct
2 Bedroom Pet-friendly ocean view condo - OV3
A sunset over the ocean with clouds reflecting on the water.
A kitchen with wooden cabinets, a granite countertop, a stainless steel refrigerator, and a coffee maker.
A covered patio area with a wooden table, a cushioned bench, and a potted plant.
A covered outdoor swimming pool with a patio area, including lounge chairs and a small table.

6. Lighthouse - Heated Pool & Firepit! Near Amphitheatre, Historic Downtown, Beach

Lighthouse - Heated Pool & Firepit! Near Amphitheatre, Historic Downtown, Beach
St Augustine
United States
April B.
Lighthouse - Heated Pool & Firepit! Near Amphitheatre, Historic Downtown, Beach
A wooden boardwalk leading to the beach with a clear view of the ocean.
A modern kitchen with stainless steel appliances, a dining area with wicker chairs, and a hallway leading to a bedroom.
A room with a round glass table, wicker chairs, a bed, a TV, and a cabinet with hooks.
A building with a sign reading "SEA PLACE" and a shell emblem.

7. Sea Place - Community Pool, Water View, Walk to Beach Access

Sea Place - Community Pool, Water View, Walk to Beach Access
Butler Beach
United States
Anonymous traveller
£345
includes taxes & fees
11 Oct - 12 Oct
Sea Place - Community Pool, Water View, Walk to Beach Access
A beach with a wooden boardwalk, sandy beach, and ocean view.
A living room with a green sofa, a beige ottoman, and a blue chair. There is a balcony with a view of greenery.
A long, multi-story hotel with balconies, situated on a sandy beach with dunes in the background.
A modern kitchen with white cabinetry, a coffee maker, and a trash bin. There is a beige armchair and a small table with a lamp.

8. 215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo

215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo
Crescent Beach
United States
Sara V.
£179
includes taxes & fees
25 Oct - 26 Oct
215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo
A beach with a wooden boardwalk, sandy shore, and grassy dunes.
A swimming pool with clear blue water, a wooden deck, and a view of the beach.
A narrow hallway with a wooden table, a refrigerator, and a ceiling fan.
A wooden boardwalk leading to a modern hotel with multiple balconies and a flat roof design.

9. 110 Sunny Crescent Beach Oceanfront Apartments!

110 Sunny Crescent Beach Oceanfront Apartments!
Crescent Beach
United States
John F.
£171
includes taxes & fees
9 Nov - 10 Nov
110 Sunny Crescent Beach Oceanfront Apartments!
A sunset over the ocean with clouds reflecting on the water.
A modern living room with a grey sofa, a coffee table, and a kitchen area with white cabinets and stainless steel appliances.
A modern kitchen with white cabinets, stainless steel appliances, and a bar area with stools.
A swimming pool with a curved edge, surrounded by a stone deck. There are lounge chairs and a covered seating area with a railing.

10. Ocean Pearl - Pool & Heated Spa, Lovely Home, Firepit, Near the Beach

Ocean Pearl - Pool & Heated Spa, Lovely Home, Firepit, Near the Beach
Butler Beach
United States
Cathy H.
£383
includes taxes & fees
13 Oct - 14 Oct
Ocean Pearl - Pool & Heated Spa, Lovely Home, Firepit, Near the Beach
View all properties

Top Anastasia Island Hotel Reviews

Americas Best Value Inn Ocean Inn

Americas Best Value Inn Ocean Inn

10/10 Excellent
"It was inexpensive and surprisingly nice. Also, very close to the ocean, with a great Winn Dixie within walking distance. Very safe neighborhood."
Bryan 1-night trip
Posted 6 hours ago
Americas Best Value Inn Ocean Inn
Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

8/10 Good
"Nice over night trip"
Joseph 1-night trip
Posted 12 hours ago
Guy Harvey Resort on St Augustine Beach
Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach

10/10 Excellent
"Great stay"
Vicki 2-night trip
Posted 13 hours ago
Courtyard by Marriott St. Augustine Beach
Edgewater Inn

Edgewater Inn

10/10 Excellent
"The room was clean with a nice view of the the water. Breakfast was simple and was great. You can walk right over the bridge into downtown making it easy for you visit. The Saint Augustine amphitheater was right down the road for our concert event. It was a perfect quick getaway. We will be back. Thanks for a peaceful visit."
Annette 2-night trip
Posted 2 days ago
Edgewater Inn
La Fiesta Ocean Inn And Suites

La Fiesta Ocean Inn And Suites

10/10 Excellent
"This is our go-to place to stay in St. Augustine Beach, great staff, and close to great restaurants!"
Deana 2-night trip
Posted 2 days ago
La Fiesta Ocean Inn And Suites
Best Western Seaside Inn

Best Western Seaside Inn

10/10 Excellent
"Great Hotel in St Augustine Beach , not far from St Augustine Pier. Great breakfast and coffee . Rooms in excellent condition."
Thomas 1-night trip
Posted 3 days ago
Best Western Seaside Inn
Castillo Real St. Augustine Beach,Tapestry Collection Hilton

Castillo Real St. Augustine Beach,Tapestry Collection Hilton

10/10 Excellent
"This is our second home. My kids are growing up here. Kid friendly pool . Staff is amazing. Foor is excellent."
Andrew 2-night trip
Posted 4 days ago
Castillo Real St. Augustine Beach,Tapestry Collection Hilton
Holiday Inn Express St. Augustine near Dtwn - Historic by IHG

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

10/10 Excellent
"Muy limpio"
Alma 1-night trip
Posted 5 days ago
Holiday Inn Express St. Augustine near Dtwn - Historic by IHG

Explore a world of travel with Expedia