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Browse Select Santa Rosa Island Cottages

Our top choices for Santa Rosa Island cottages

8 Mi to Beach: Home in Mary Esther

3.0 star property
The price is CA $185
CA $629 total
includes taxes & fees
Aug 20 - Aug 21
8 Mi to Beach: Home in Mary Esther

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 CA $180
CA $270 total
includes taxes & fees
Aug 20 - Aug 21
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.

Charming cottage in Pensacola

2.0 star property
9.2 out of 10, Wonderful, (11)
"This is a nice place in a central location to all the Pensacola attractions. The house is in a safe, quite neighborhood. The host are friendly and ready for any questions or concerns. Great place to stay. "
The price is CA $109
CA $220 total
includes taxes & fees
Aug 20 - Aug 21
Charming cottage in Pensacola

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

9.4 out of 10, Exceptional, (23)
"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 CA $84
CA $261 total
includes taxes & fees
Aug 20 - Aug 21
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

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

9.8 out of 10, Exceptional, (17)
"Perfect stay. Property was clean and convenient. Amenities abound! "
The price is CA $143
CA $283 total
includes taxes & fees
Sep 2 - Sep 3
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Spacious, cozy downtown cottage designed just for you, your peeps and your pup!

10.0 out of 10, Exceptional, (62)
"Had everything we needed, even dog bowls for the pups. "
The price is CA $193
CA $534 total
includes taxes & fees
Aug 27 - Aug 28
Spacious, cozy downtown cottage designed just for you, your peeps and your pup!

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

10.0 out of 10, Exceptional, (27)
"House was very nice and in great shape well worth it. Would definitely stay here again."
The price is CA $87
CA $234 total
includes taxes & fees
Aug 21 - Aug 22
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

The Blake: Cottage in Historic Downtown Pensacola

9.2 out of 10, Wonderful, (15)
"Enjoyed our stay"
The price is CA $81
CA $260 total
includes taxes & fees
Aug 21 - Aug 22
The Blake: Cottage in Historic Downtown Pensacola

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

9.0 out of 10, Wonderful, (4)
"Did not like all the “stepping” up and down.It was a great location for our purposes while visiting there. Thank you for having us as guests."
The price is CA $127
CA $233 total
includes taxes & fees
Sep 19 - Sep 20
Charming cottage in fabulous Pensacola just steps from the water with water view

Downtown cottage 7 miles from beach

9.4 out of 10, Exceptional, (6)
"This cozy cottage was absolutely outstanding! Perfect distance to all our events in the area. Our hosts were super sweet and there if we needed anything. We enjoyed our stay! "
The price is CA $139
CA $279 total
includes taxes & fees
Aug 20 - Aug 21
Downtown cottage 7 miles from beach

Blue Breeze Cottage: Pet-Friendly, Park Your RV!

9.0 out of 10, Wonderful, (23)
"We had a great week in this cute little cottage."
The price is CA $48
CA $191 total
includes taxes & fees
Aug 20 - Aug 21
Blue Breeze Cottage: Pet-Friendly, Park Your RV!

The Dutch Getaway

10.0 out of 10, Exceptional, (47)
"We loved the house! All amenities were convenient, and the house was clean and inviting. Would stay here again! "
The price is CA $159
CA $330 total
includes taxes & fees
Aug 21 - Aug 22
The Dutch Getaway

Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot

10.0 out of 10, Exceptional, (154)
"We enjoyed our stay!! Great fun had by our family and friends who also rented a place there!"
The price is CA $159
CA $372 total
includes taxes & fees
Sep 11 - Sep 12
Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot

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

3.0 star property
The price is CA $149
CA $338 total
includes taxes & fees
Sep 1 - Sep 2
< 3 Mi to Gulf: Family-friendly Retreat w/ Yard!

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

9.4 out of 10, Exceptional, (9)
"The place was very clean and in a great location!! Melisa was great with communication and is so kind! We enjoyed our stay in this cozy little cottage!"
The price is CA $93
CA $257 total
includes taxes & fees
Sep 1 - Sep 2
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

#tinyhousenation minutes to Pensacola Beach

9.8 out of 10, Exceptional, (7)
"We enjoyed staying at this place, the tiny house have everything you need to have a nice vacation, a/c , fridge microwave, stove and utensils, everything is in three! Location is great, nice calm area, two minutes to restaurants and Walmart, five minutes drive to Pensacola beach. Ms Olivia welcome us with some delicious cookies thta she made, that was so nice, makes us feeel more than welcomed. Definitely we will stay again at this tiny house. Highly recommend. Thanks Ms Olivia. "
The price is CA $168
CA $277 total
includes taxes & fees
Aug 20 - Aug 21
#tinyhousenation minutes to Pensacola Beach

The Jesse: Cottage in Historic Downtown Pensacola

9.2 out of 10, Wonderful, (21)
"Have stayed here for several years and will return!"
The price is CA $91
CA $271 total
includes taxes & fees
Sep 1 - Sep 2
The Jesse: Cottage in Historic Downtown Pensacola

Cap’s Cottage14B • Beachwalk • Pool • Beach Setups

9.6 out of 10, Exceptional, (4)
"Traveled to Destin to watch daughter’s basketball team compete, perfect location, had everything we needed, easy to find, easy parking and access, close to everything! Will definitely book again if we go back!"
The price is CA $137
CA $438 total
includes taxes & fees
Aug 20 - Aug 21
Cap’s Cottage14B • Beachwalk • Pool • Beach Setups

Above the Sea in Old Florida Cottages. South of 30a, Sunset views, Mins to beach

9.8 out of 10, Exceptional, (30)
"Would definitely come back"
The price is CA $287
CA $1,060 total
includes taxes & fees
Aug 23 - Aug 24
Above the Sea in Old Florida Cottages. South of 30a, Sunset views, Mins to beach

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

The price is CA $135
CA $258 total
includes taxes & fees
Sep 2 - Sep 3
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and 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