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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Cottages in Santa Rosa Island

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

8 Mi to Beach: Home in Mary Esther

3.0 star property
The price is AED 492
AED 1,676 total
includes taxes & fees
9 Oct - 10 Oct
8 Mi to Beach: Home in Mary Esther
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.
Exterior

Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.

2.0 star property
10.0 out of 10, Exceptional, (12)
"absolutely love!! very nice owners and the cottage is very spacious, clean, and very home like. could not recommend more!!!!"
The price is AED 479
AED 711 total
includes taxes & fees
9 Oct - 10 Oct
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Exterior

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

9.4 out of 10, Exceptional, (24)
"Had about a week in the property and enjoyed it very much. The horses are a nice touch and relaxing to watch and pet. Place is well decorated and comfortable. Good communication and the caretakers are right next door if you need anything. "
The price is AED 248
AED 729 total
includes taxes & fees
14 Oct - 15 Oct
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Charming cottage in Pensacola
Exterior detail

Charming cottage in Pensacola

2.0 star property
9.4 out of 10, Exceptional, (14)
"The hosts were very responsive and helpful. Everything you need. Felt safe and enjoyed it "
The price is AED 311
AED 609 total
includes taxes & fees
9 Oct - 10 Oct
Charming cottage in Pensacola
Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!
Outdoor dining

Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!

9.6 out of 10, Exceptional, (30)
"My family had a great time staying at this adorable little tiny home. Everything was very clean, bed was very comfy & my boys had a blast swimming in the pool!"
The price is AED 228
AED 740 total
includes taxes & fees
12 Oct - 13 Oct
Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!
Charming cottage in fabulous Pensacola just steps from the water with water view
Exterior

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

9.2 out of 10, Wonderful, (5)
"Cozy little room. Is part of a multi unit but was absolutly quiet in great neighborhood. Very close to lots of mom and pop restaurants. Absolutely would recommend. Owner was very responsive to questions. "
The price is AED 239
AED 507 total
includes taxes & fees
15 Oct - 16 Oct
Charming cottage in fabulous Pensacola just steps from the water with water view
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Exterior

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

9.6 out of 10, Exceptional, (21)
"Perfect stay. Property was clean and convenient. Amenities abound! "
The price is AED 380
AED 749 total
includes taxes & fees
9 Oct - 10 Oct
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Exterior

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

10.0 out of 10, Exceptional, (29)
"It was a great experience, emailed directions to the property helped a lot and the accommodations were homey, exactly what we were looking for"
The price is AED 184
AED 568 total
includes taxes & fees
9 Oct - 10 Oct
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Spacious, modern downtown cottage for you, your peeps and pup!
Exterior

Spacious, modern downtown cottage for you, your peeps and pup!

10.0 out of 10, Exceptional, (68)
"It's really close to downtown activities. House is clean and owner friendly and helpful."
The price is AED 479
AED 1,364 total
includes taxes & fees
20 Oct - 21 Oct
Spacious, modern downtown cottage for you, your peeps and pup!
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Fridge, microwave, oven, stovetop

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

9.0 out of 10, Wonderful, (11)
"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!"
The price is AED 248
AED 683 total
includes taxes & fees
9 Oct - 10 Oct
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Downtown cottage 7 miles from beach
Exterior

Downtown cottage 7 miles from beach

9.6 out of 10, Exceptional, (7)
"It’s the perfect little place for two people! Would DEFINITELY book again. "
The price is AED 353
AED 729 total
includes taxes & fees
1 Nov - 2 Nov
Downtown cottage 7 miles from beach
Groovy Cottage in Downtown Pensacola, Pet Friendly
Exterior

Groovy Cottage in Downtown Pensacola, Pet Friendly

10.0 out of 10, Exceptional, (1)
The price is AED 286
AED 692 total
includes taxes & fees
14 Oct - 15 Oct
Groovy Cottage in Downtown Pensacola, Pet Friendly
< 3 Mi to Gulf: Family-friendly Retreat w/ Yard!
House (3 Bedrooms) | Interior

< 3 Mi to Gulf: Family-friendly Retreat w/ Yard!

3.0 star property
The price is AED 349
AED 767 total
includes taxes & fees
12 Oct - 13 Oct
< 3 Mi to Gulf: Family-friendly Retreat w/ Yard!
The Jesse: Cottage in Historic Downtown Pensacola
Exterior

The Jesse: Cottage in Historic Downtown Pensacola

9.2 out of 10, Wonderful, (23)
"Great location, real cool old cottage. Quiet neighborhood. Host was very accommodating. "
The price is AED 184
AED 655 total
includes taxes & fees
15 Oct - 16 Oct
The Jesse: Cottage in Historic Downtown Pensacola
Halloween family getaway: hidden gem/jacuzzi tub//pet friendly/.Mins. from NAS
Exterior

Halloween family getaway: hidden gem/jacuzzi tub//pet friendly/.Mins. from NAS

10.0 out of 10, Exceptional, (5)
"Wonderful stay that is pup friendly"
The price is AED 328
AED 780 total
includes taxes & fees
14 Oct - 15 Oct
Halloween family getaway: hidden gem/jacuzzi tub//pet friendly/.Mins. from NAS
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
Outdoor dining

Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach

The price is AED 474
AED 824 total
includes taxes & fees
12 Oct - 13 Oct
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
The Dutch Getaway
Exterior

The Dutch Getaway

9.8 out of 10, Exceptional, (48)
"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!"
The price is AED 386
AED 839 total
includes taxes & fees
4 Nov - 5 Nov
The Dutch Getaway
Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
Exterior

Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.

10.0 out of 10, Exceptional, (2)
"Our stay was wonderful, super clean, close to everything! "
The price is AED 514
AED 1,457 total
includes taxes & fees
9 Oct - 10 Oct
Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL
Exterior

Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL

10.0 out of 10, Exceptional, (187)
"The place was wonderful! We come to that area every year and it was by far the nicest place we have stayed. Will be coming back. "
The price is AED 496
AED 1,027 total
includes taxes & fees
16 Oct - 17 Oct
Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL
Charming Getaway | 12 minutes to Beach
Exterior

Charming Getaway | 12 minutes to Beach

9.4 out of 10, Exceptional, (8)
"The cottage was exactly as advertised. Clean, updated and the bed was one of the most comfortable that we’ve slept on at a STR. "
The price is AED 242
AED 870 total
includes taxes & fees
21 Oct - 22 Oct
Charming Getaway | 12 minutes to Beach
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

Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

10/10 Excellent
"Beautiful beach view "
Brian 1-night trip
Posted 2 days ago
Wyndham Garden Fort Walton Beach Destin

Frequently asked questions

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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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