A sandy beach path with wooden fences and tall grasses.

Search Santa Rosa Island Cottages

  • 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 prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Santa Rosa Island cottages

House (3 Bedrooms) | Interior

1. Pensacola Beach Home: 1 Block to Beach Access

Pensacola Beach Home: 1 Block to Beach Access
3.0 star property
Toilla Segunda
10.0 out of 10, Exceptional, (3 reviews)
The price is £286
includes taxes & fees
12 Aug - 13 Aug
Pensacola Beach Home: 1 Block to Beach Access
House (6 Bedrooms) | Front of property

2. Steps to Beach: New Navarre Home w/ Ocean Views!

Steps to Beach: New Navarre Home w/ Ocean Views!
3.0 star property
Navarre
The price is £915
includes taxes & fees
9 Aug - 10 Aug
Steps to Beach: New Navarre Home w/ Ocean Views!
House (6 Bedrooms) | Interior

3. Swim Spa, Game Room: New Build Navarre Beach House

Swim Spa, Game Room: New Build Navarre Beach House
3.0 star property
Navarre
The price is £915
includes taxes & fees
13 Aug - 14 Aug
Swim Spa, Game Room: New Build Navarre Beach House
House (3 Bedrooms) | Interior

4. 2 Mi to Beach Relax by the Coast

2 Mi to Beach Relax by the Coast
3.0 star property
Seabreeze
The price is £208
includes taxes & fees
19 Aug - 20 Aug
2 Mi to Beach Relax by the Coast
Outdoor dining

5. Bam!!! Excellent ratings. Our guests love this little paradise! Private pool!

Bam!!! Excellent ratings. Our guests love this little paradise! Private pool!
Gulf Breeze
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay. The hosts are wonderful and very helpful."
United States
Hunter H.
The price is £157
includes taxes & fees
7 Aug - 8 Aug
Bam!!! Excellent ratings. Our guests love this little paradise! Private pool!
Outdoor dining

6. Waterfront Guest Studio Bungalow * Cottage Retreat

Waterfront Guest Studio Bungalow * Cottage Retreat
Shalimar
10.0 out of 10, Exceptional, (6 reviews)
"Clean rooms and really cute place. Close to airport and a short drive to the beaches!"
United States
Jaret T.
The price is £256
includes taxes & fees
25 Aug - 26 Aug
Waterfront Guest Studio Bungalow * Cottage Retreat
Exterior

7. Sum Beaches Paradise Cottage 4

Sum Beaches Paradise Cottage 4
Navarre
10.0 out of 10, Exceptional, (19 reviews)
"Cutest place ever! The backyard area was nice for relaxing in the evening. Loved my stay! Only thing I would change is there were no hot pads in the kitchen and the can opener didn't work other than that it was a perfect place for a vacation! Beach is close too! "
United States
Arlene R.
The price is £257
includes taxes & fees
1 Sept - 2 Sept
Sum Beaches Paradise Cottage 4
Exterior

8. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (43 reviews)
"Perfect size for a couple in an ideal location for people who enjoy a stroll. "
United States
Scott P.
The price is £169
includes taxes & fees
1 Sept - 2 Sept
Historic Downtown Pensacola Retreat
Exterior

9. Sum Beaches Paradise Cottage 3

Sum Beaches Paradise Cottage 3
Navarre
10.0 out of 10, Exceptional, (29 reviews)
"Great location and very quiet and the property was very nice."
United States
jason m.
The price is £257
includes taxes & fees
1 Sept - 2 Sept
Sum Beaches Paradise Cottage 3
Exterior

10. Charming cottage in fabulous Pensacola just steps from the water with water view

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful, clean and comfortable! Loved our stay and will try to book again soon. "
United States
tracy m.
The price is £112
includes taxes & fees
9 Aug - 10 Aug
Charming cottage in fabulous Pensacola just steps from the water with water view
Exterior

11. Sum Beaches Paradise Cottage 8

Sum Beaches Paradise Cottage 8
Navarre
10.0 out of 10, Exceptional, (13 reviews)
"We ABSOLUTELY loved our stay at Sum Beach Resort! Cottages were clean, cozy & convenient!"
United States
Melissa K.
The price is £260
includes taxes & fees
24 Aug - 25 Aug
Sum Beaches Paradise Cottage 8
Exterior

12. Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (6 reviews)
"Easy to find , quick simple check in , nice hosts ,"
United States
Anonymous traveller
The price is £156
includes taxes & fees
12 Aug - 13 Aug
Groovy Cottage in Downtown Pensacola, Pet Friendly
Exterior

13. Sum Beaches Paradise Cottage 1

Sum Beaches Paradise Cottage 1
Navarre
10.0 out of 10, Exceptional, (23 reviews)
"Everything was incredibly clean. Great experience. Only problem was the mosquitoes outside"
United States
Ernest
The price is £257
includes taxes & fees
1 Sept - 2 Sept
Sum Beaches Paradise Cottage 1
House (5 Bedrooms) | Interior

14. Spacious Fort Walton Beach Home ~ 2 Mi to Beach!

Spacious Fort Walton Beach Home ~ 2 Mi to Beach!
3.0 star property
Oakland
The price is £430
includes taxes & fees
2 Sept - 3 Sept
Spacious Fort Walton Beach Home ~ 2 Mi to Beach!
Exterior

15. Sum Beaches Paradise Cottage 5

Sum Beaches Paradise Cottage 5
Navarre
10.0 out of 10, Exceptional, (15 reviews)
"Clean, nice great people to deal with. Absolutely prefect to stay with a group of friends and families or just renting one. Was very comfortable and will definitely stay again."
United States
Faith L.
The price is £257
includes taxes & fees
1 Sept - 2 Sept
Sum Beaches Paradise Cottage 5
Exterior

16. Charming Guest House at Live Oaks on the Bayou

Charming Guest House at Live Oaks on the Bayou
Southeast Pensacola
9.8 out of 10, Exceptional, (48 reviews)
"Enjoyed my stay "
United States
Candace B.
The price is £171
includes taxes & fees
13 Aug - 14 Aug
Charming Guest House at Live Oaks on the Bayou
Exterior

17. Sum Beaches Paradise Cottage 2

Sum Beaches Paradise Cottage 2
Navarre
10.0 out of 10, Exceptional, (8 reviews)
"We enjoyed our stay very much! Perfect location. Perfectly clean and inviting. We’ll definitely be back! "
United States
Holly Z.
The price is £278
includes taxes & fees
3 Sept - 4 Sept
Sum Beaches Paradise Cottage 2
Exterior

18. The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (35 reviews)
"Great stay and I plan to be back. Love the place, I could live there."
United States
Edmund D.
The price is £169
includes taxes & fees
1 Sept - 2 Sept
The Jesse: Cottage in Historic Downtown Pensacola
Outdoor dining

19. Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Downtown Pensacola
10.0 out of 10, Exceptional, (42 reviews)
"This was our first stay in downtown Pensacola (we normally stay on the beach) and it did not disappoint! The Gadsden is perfectly located near downtown and all that it has to offer and having Maria's just steps away is an added bonus! The property was spotless when we arrived and well stocked with all we needed. We will surely be back for another stay!"
United States
Holly K.
The price is £148
includes taxes & fees
11 Aug - 12 Aug
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
1 bedroom, iron/ironing board, free WiFi, bed sheets

20. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (31 reviews)
"Great spot right off the Bay bridge to get you quickly to Gulf Breeze and Pensacola beach! Also just minutes away from Palafox St. and downtown dining. Highly recommended and one I plan to re-book next year!"
United States
Nate
The price is £131
includes taxes & fees
11 Aug - 12 Aug
Charming cottage in Pensacola
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Santa Rosa Island Hotel Reviews

SpringHill Suites by Marriott Navarre Oceanfront

SpringHill Suites by Marriott Navarre Oceanfront

8/10 Good
"Beachfront! So worth it! Pool was nice too!"
Sakphearvy 5-night trip
Posted 1 hour ago
SpringHill Suites by Marriott Navarre Oceanfront

Find out more about Santa Rosa Island

Santa Rosa Island Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Santa Rosa Island with Expedia?
Reserving a cottage in Santa Rosa Island is as simple as deciding on your travel dates and choosing an ideal place for a holiday in nature. From ritzy retreats to budget-friendly stays and cottages that have perks like a pool, Expedia has something for all traveller styles. As for epic deals? We've have them as well!
How can I find cheap cottages in Santa Rosa Island?
Expedia can help you easily locate cheap cottages in Santa Rosa Island. To book your dream stay in a few quick keystrokes, try out our convenient filter tool to tailor your search results by budget, amenities and star rating.

Explore a world of travel with Expedia