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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Santa Rosa Island cottages

House (3 Bedrooms) | Interior
8 Mi to Beach: Home in Mary Esther

Cottage in Mary Esther

8 Mi to Beach: Home in Mary Esther
3.0 star property
The price is AED 444
AED 1,873 total
includes taxes & fees
12 Jan - 13 Jan
8 Mi to Beach: Home in Mary Esther
Property grounds
The Lemon Zest Cottage (Paws Welcome)

Cottage in Pensacola

The Lemon Zest Cottage (Paws Welcome)
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful stay that is pup friendly"
United States
Laura S.
The price is AED 459
AED 943 total
includes taxes & fees
4 Feb - 5 Feb
The Lemon Zest Cottage (Paws Welcome)
Exterior
Charming cottage in fabulous Pensacola just steps from the water with water view

Cottage in Southeast Pensacola

Charming cottage in fabulous Pensacola just steps from the water with water view
9.6 out of 10, Exceptional, (7 reviews)
"Clean quiet well maintained quarters with easy access to the place and shopping and restaurants close by. "
United States
MIKE K.
The price is AED 235
AED 503 total
includes taxes & fees
15 Jan - 16 Jan
Charming cottage in fabulous Pensacola just steps from the water with water view
1 bedroom, iron/ironing board, free WiFi, bed sheets
Charming cottage in Pensacola

Cottage in Southeast Pensacola

Charming cottage in Pensacola
2.0 star property
9.4 out of 10, Exceptional, (16 reviews)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
The price is AED 311
AED 609 total
includes taxes & fees
11 Jan - 12 Jan
Charming cottage in Pensacola
Exterior
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Cottage in Northeast Pensacola

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
9.6 out of 10, Exceptional, (24 reviews)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Exterior
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

Cottage in Milton

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
9.4 out of 10, Exceptional, (25 reviews)
"We had a wonderful time and the property was perfect for our little family. The host were very accommodating and welcoming. We would highly recommend this cabin! "
United States
Carly S.
The price is AED 212
AED 681 total
includes taxes & fees
18 Jan - 19 Jan
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Exterior
Sum Beaches Paradise Cottage 6

Cottage in Navarre

Sum Beaches Paradise Cottage 6
10.0 out of 10, Exceptional, (9 reviews)
"House was so cute and super cleaned. Perfect location to Navarre Beach."
United States
Lynn W.
The price is AED 257
AED 1,132 total
includes taxes & fees
11 Jan - 12 Jan
Sum Beaches Paradise Cottage 6
Exterior
The Dutch Getaway

Cottage in New Warrington

The Dutch Getaway
9.8 out of 10, Exceptional, (51 reviews)
"Such a charming little house! The house was very clean and had all the essentials, and the hosts were very nice and responsive. We enjoyed our stay!"
United States
Shelby H.
The Dutch Getaway
Outdoor dining
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Cottage in Downtown Pensacola

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
10.0 out of 10, Exceptional, (33 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is AED 279
AED 762 total
includes taxes & fees
10 Feb - 11 Feb
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Exterior
Groovy Cottage in Downtown Pensacola, Pet Friendly

Cottage in South Pensacola

Groovy Cottage in Downtown Pensacola, Pet Friendly
10.0 out of 10, Exceptional, (2 reviews)
"Excellent facility for a stay in Pensacola. Host was extremely responsive and accommodating. Highly recommend for travel to Pensacola"
United States
Michael W.
The price is AED 286
AED 685 total
includes taxes & fees
10 Feb - 11 Feb
Groovy Cottage in Downtown Pensacola, Pet Friendly
Exterior
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

Cottage in South Pensacola

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
10.0 out of 10, Exceptional, (75 reviews)
"We thoroughly enjoyed staying at Auer House. The house was very clean and updated. Lots to do and see in the area."
United States
Beth B.
The price is AED 569
AED 1,473 total
includes taxes & fees
10 Feb - 11 Feb
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
Exterior
The Blake: Cottage in Historic Downtown Pensacola

Cottage in Seville Historic District

The Blake: Cottage in Historic Downtown Pensacola
9.6 out of 10, Exceptional, (25 reviews)
"Great place cozy warm"
United States
Charles D.
The price is AED 239
AED 800 total
includes taxes & fees
4 Feb - 5 Feb
The Blake: Cottage in Historic Downtown Pensacola
Fridge, microwave, oven, stovetop
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

Cottage in Downtown Pensacola

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
9.0 out of 10, Wonderful, (11 reviews)
"My husband and I enjoyed this super cute cottage for a lovely weekend in Pensacola. It was within walking distance to all our favorite places! Loved the off street parking and the neighborhood was quiet. Will definitely stay here again!"
United States
Jacqueline N.
The price is AED 275
AED 714 total
includes taxes & fees
10 Feb - 11 Feb
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Exterior
Downtown cottage 7 miles from beach

Cottage in Southeast Pensacola

Downtown cottage 7 miles from beach
9.6 out of 10, Exceptional, (7 reviews)
"It’s the perfect little place for two people! Would DEFINITELY book again. "
United States
Jessica M.
The price is AED 349
AED 714 total
includes taxes & fees
11 Jan - 12 Jan
Downtown cottage 7 miles from beach
Exterior
Charming Getaway | 12 minutes to Beach

Cottage in Southeast Pensacola

Charming Getaway | 12 minutes to Beach
9.4 out of 10, Exceptional, (9 reviews)
"What a perfect place for us to stay while visiting family in Pensacola. The cottage was comfortable, well decorated, and provided everything we needed. We definitely have found our home-away-from home when we visit Pensacola the next time!"
United States
Cherie B.
The price is AED 301
AED 955 total
includes taxes & fees
18 Jan - 19 Jan
Charming Getaway | 12 minutes to Beach
Exterior
The Jesse: Cottage in Historic Downtown Pensacola

Cottage in Seville Historic District

The Jesse: Cottage in Historic Downtown Pensacola
9.2 out of 10, Wonderful, (26 reviews)
"Great location, real cool old cottage. Quiet neighborhood. Host was very accommodating. "
United States
Anonymous traveler
The Jesse: Cottage in Historic Downtown Pensacola
Outdoor dining
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach

Cottage in Pensacola

Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
The price is AED 426
AED 781 total
includes taxes & fees
11 Jan - 12 Jan
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
Exterior
Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.

Cottage in Santa Rosa Beach

Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was wonderful, super clean, close to everything! "
United States
Sabrina R.
The price is AED 579
AED 1,651 total
includes taxes & fees
16 Jan - 17 Jan
Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
Exterior
Brand New Cottage . No smoking allowed

Cottage in Elberta

Brand New Cottage . No smoking allowed
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay, the home was clean and the property was so peaceful! Location was perfect for our needs it was close to our families!"
United States
Kim W.
The price is AED 441
AED 631 total
includes taxes & fees
11 Jan - 12 Jan
Brand New Cottage . No smoking allowed
Exterior
Cheeks on the Beach - 30% Discount for Fall Stays!

Cottage in Santa Rosa Beach

Cheeks on the Beach - 30% Discount for Fall Stays!
10.0 out of 10, Exceptional, (12 reviews)
"Great quick trip ! Great location.Thank you God Bless :)"
United States
Sharona S.
The price is AED 735
AED 1,958 total
includes taxes & fees
25 Jan - 26 Jan
Cheeks on the Beach - 30% Discount for Fall Stays!
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.
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Top Santa Rosa Island Hotel Reviews

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

10/10 Excellent
"It was everything I wanted "
Wynona 2-night trip
Posted 2 days ago
The Island Resort at Fort Walton Beach

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 vacation in nature. From ritzy retreats to budget-friendly stays and cottages that have perks like a pool, Expedia has something for all traveler styles. As for epic deals? We've have them as well!
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