A sandy beach path with wooden fences and tall grasses.

Historic Hotels & Resorts in Santa Rosa Island from AU$538

  • 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 Santa Rosa Island Historic Hotels

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 Santa Rosa Island historic hotels

A clear view of a turquoise sea with visible underwater vegetation and a clear sky.
A modern kitchen with white cabinets, a wooden island, and various kitchen appliances.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding area.
A wall with the text "SUNSET COTTAGES" illuminated in white letters.

1. 🏖️GROUND FLOOR UNIT 🏖SUNSET COTTAGES😎PETS WELCOME🐾 FREEBEACHSERVICE/WI-FI

🏖️GROUND FLOOR UNIT 🏖SUNSET COTTAGES😎PETS WELCOME🐾 FREEBEACHSERVICE/WI-FI
Okaloosa Island
United States
Tiffany B.
AU$576
includes taxes & fees
17 Oct - 18 Oct
🏖️GROUND FLOOR UNIT 🏖SUNSET COTTAGES😎PETS WELCOME🐾 FREEBEACHSERVICE/WI-FI
A beach with waves and a sunset.
A room with a sliding glass door leading to a balcony with a view of the beach and ocean.
A pool area with lounge chairs and a wooden deck.
A bedroom with a bed, nightstands, a lamp, a painting, and a view of the ocean.

2. Top floor! Complimentary beach chairs! Amazing view!

Top floor! Complimentary beach chairs! Amazing view!
Navarre
United States
Nick B.
AU$538
includes taxes & fees
30 Sept - 1 Oct
Top floor! Complimentary beach chairs! Amazing view!
A clear view of a turquoise sea with visible underwater vegetation and a clear sky.
A sunset view with palm trees silhouetted against the sky.
A view of a beach with palm trees and a pergola structure.
A sandy beach with a large sand sculpture of an octopus and a building in the background.

3. BEACH SERVICE FREE WITH RENTAL🌴🐬SUNSET IN PARADISE 3B - HEATED POOL.

BEACH SERVICE FREE WITH RENTAL🌴🐬SUNSET IN PARADISE 3B - HEATED POOL.
Okaloosa Island
United States
Nathan B.
AU$576
includes taxes & fees
8 Oct - 9 Oct
BEACH SERVICE FREE WITH RENTAL🌴🐬SUNSET IN PARADISE 3B - HEATED POOL.
An aerial view of a coastal area with a long pier extending into the ocean, a beach with buildings, and a clear sky.
A coastal hotel with multiple buildings, a beach, and a pier in the background.
A hotel with a central courtyard, tennis court, and ocean view.
A bedroom with a large bed, a wooden nightstand, a TV on the wall, and a view of the street through a window.

4. Do your dream beach vacation at Dune Dreams!

Do your dream beach vacation at Dune Dreams!
Navarre
United States
Mary Jo G.
AU$698
includes taxes & fees
6 Oct - 7 Oct
Do your dream beach vacation at Dune Dreams!
A balcony with a view of the beach, a table, and chairs.
A living room with a round wooden table, white chairs, a sofa, and a patterned armchair.
A high-rise building with a swimming pool surrounded by lounge chairs and umbrellas.
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a ceiling fan.

5. Cozy condo steps from the Gulf

Cozy condo steps from the Gulf
Pensacola Beach
United States
Amy R.
Cozy condo steps from the Gulf
A beach with clear turquoise water and white sand.
An outdoor playground with various play structures including slides, swings, and climbing elements.
A balcony with a view of the beach and ocean, furnished with wicker chairs and cushions.
A beachfront hotel with multiple floors, a beach in the foreground, and a clear sky.

6. Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay

Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay
Pensacola Beach
United States
Nancy G.
AU$631
includes taxes & fees
29 Sept - 30 Sept
Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay
A balcony with a view of a beach and ocean.
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a coffee maker, and a toaster. There are three stools at the island.
A living room with a blue sofa, a wicker coffee table, and a kitchen area with white cabinets and a refrigerator.

7. Pet friendly on the beach with private balcony!

Pet friendly on the beach with private balcony!
Okaloosa Island
United States
Simeon L.
AU$975
includes taxes & fees
9 Oct - 10 Oct
Pet friendly on the beach with private balcony!
A balcony with white chairs and a table overlooking a beach with umbrellas.
A swimming pool with a hot tub, lounge chairs, palm trees, and a white fence.
A wooden boardwalk leading to a beach with clear blue water.
A multi-story hotel with balconies, located near a beach.

8. Directly on the Ocean! Beautiful Views! Free Beach Chairs and Umbrella sleeps 6

Directly on the Ocean! Beautiful Views! Free Beach Chairs and Umbrella sleeps 6
Pensacola Beach
United States
Mindy F.
AU$708
includes taxes & fees
30 Sept - 1 Oct
Directly on the Ocean! Beautiful Views! Free Beach Chairs and Umbrella sleeps 6
A balcony with a view of the ocean, chairs, and a table.
A hotel with a central pool, multiple balconies, and a beachside location.
A modern kitchen with a large island, a dishwasher, and a view of the ocean.
An indoor swimming pool with a wooden ceiling, tiled walls, and a stone floor.

9. Spectacular Unobstructed 10th Floor Views - Free Beach Chairs and Umbrellas

Spectacular Unobstructed 10th Floor Views - Free Beach Chairs and Umbrellas
Pensacola Beach
United States
John J.
AU$1,293
includes taxes & fees
4 Oct - 5 Oct
Spectacular Unobstructed 10th Floor Views - Free Beach Chairs and Umbrellas
A balcony with a view of the ocean.
A living room with a dark wood dining table, grey sofas, and a flat-screen TV on the wall.
A gym with multiple exercise machines, wooden pillars, and a wooden ceiling.
A beach view from a balcony with a clear sky.

10. Located high enough to have a beautiful view, low enough to hear the waves!

Located high enough to have a beautiful view, low enough to hear the waves!
Pensacola Beach
United States
Debbie E.
AU$2,085
includes taxes & fees
27 Sept - 28 Sept
Located high enough to have a beautiful view, low enough to hear the waves!
View all properties

Top Santa Rosa Island Hotel Reviews

Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

10/10 Excellent
"Very clean beach."
Marian 4-night trip
Posted 1 hour ago
Wyndham Garden Fort Walton Beach Destin
Beal House Fort Walton Beach, Tapestry Collection by Hilton

Beal House Fort Walton Beach, Tapestry Collection by Hilton

10/10 Excellent
"A."
Gerald 5-night trip
Posted 18 hours ago
Beal House Fort Walton Beach, Tapestry Collection by Hilton

Explore a world of travel with Expedia