A sandy beach path with wooden fences and tall grasses.

Find Historic Hotels in Santa Rosa Island, FL

  • 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
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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 sandy beach with a large sand sculpture of an octopus and a building in the background.
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.
￥31,456
￥60,907 total
includes taxes & fees
Oct 17 - Oct 18
🏖️GROUND FLOOR UNIT 🏖SUNSET COTTAGES😎PETS WELCOME🐾 FREEBEACHSERVICE/WI-FI
A beach with waves and a sunset.
A pool area with lounge chairs and a wooden deck.
A room with a sliding glass door leading to a balcony with a view of the beach and ocean.
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.
￥28,169
￥56,715 total
includes taxes & fees
Sep 30 - Oct 1
Top floor! Complimentary beach chairs! Amazing view!
A clear view of a turquoise sea with visible underwater vegetation and a clear sky.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding area.
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.
￥31,456
￥61,536 total
includes taxes & fees
Oct 8 - Oct 9
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 spacious kitchen with wooden cabinets, a microwave, and a dining area with a table and chairs.
A coastal hotel with multiple buildings, a beach, and a pier in the background.
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.
￥33,123
￥74,099 total
includes taxes & fees
Oct 6 - Oct 7
Do your dream beach vacation at Dune Dreams!
A balcony with a view of the beach, a table, and chairs.
A high-rise building with a swimming pool surrounded by lounge chairs and umbrellas.
A living room with a round wooden table, white chairs, a sofa, and a patterned armchair.
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.
A beachfront hotel with multiple floors, a beach in the foreground, and a clear sky.
A balcony with a view of the beach and ocean, furnished with wicker chairs and cushions.
An outdoor playground with various play structures including slides, swings, and climbing elements.

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.
￥29,883
￥66,432 total
includes taxes & fees
Sep 29 - Sep 30
Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay
A balcony with a view of a beach and ocean.
A living room with a blue sofa, a wicker coffee table, and a kitchen area with white cabinets and a refrigerator.
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a coffee maker, and a toaster. There are three stools at the island.

7. Pet friendly on the beach with private balcony!

Pet friendly on the beach with private balcony!
Okaloosa Island
United States
Simeon L.
Pet friendly on the beach with private balcony!
A balcony with white chairs and a table overlooking a beach with umbrellas.
A kitchen with white cabinets, a stainless steel refrigerator, a marble countertop, and two bar stools.
A multi-story hotel with balconies, located near a beach.
A wooden boardwalk leading to a beach with clear blue water.

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.
￥21,076
￥74,686 total
includes taxes & fees
Sep 30 - Oct 1
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 large hotel with multiple balconies overlooking a beach and ocean.
An indoor swimming pool with a wooden ceiling, tiled walls, and a stone floor.
A modern kitchen with a large island, a dishwasher, and a view of the ocean.

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.
￥59,295
￥136,276 total
includes taxes & fees
Oct 4 - Oct 5
Spectacular Unobstructed 10th Floor Views - Free Beach Chairs and Umbrellas
A balcony with a view of the ocean.
An outdoor swimming pool with lounge chairs and a stone deck surrounding it.
A beach view from a balcony with a clear sky.
A gym with multiple exercise machines, wooden pillars, and a wooden ceiling.

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.
￥133,531
￥219,878 total
includes taxes & fees
Sep 27 - Sep 28
Located high enough to have a beautiful view, low enough to hear the waves!
View all properties

Top Santa Rosa Island Hotel Reviews

Holiday Inn Express Pensacola Beach by IHG

Holiday Inn Express Pensacola Beach by IHG

10/10 Excellent
"Everything was perfect . Thanks!"
Marley 4-night trip
Posted 4 hours ago
Holiday Inn Express Pensacola Beach by IHG
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

10/10 Excellent
"Very clean beach."
Marian 4-night trip
Posted 6 hours 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 1 day ago
Beal House Fort Walton Beach, Tapestry Collection by Hilton

Explore a world of travel with Expedia