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Check prices for these dates

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21 Nov - 23 Nov
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27 Feb - 1 Mar

Featured Cottages in Santa Rosa Island and around

House (3 Bedrooms) | Interior
8 Mi to Beach: Home in Mary Esther
8 Mi to Beach: Home in Mary Esther
3.0 star property
The price is €397
includes taxes & fees
12 Nov - 13 Nov
8 Mi to Beach: Home in Mary Esther
Exterior
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
9.4 out of 10, Exceptional, (6)
"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."
United States
Carolyn C.
The price is €123
includes taxes & fees
9 Nov - 10 Nov
Charming cottage in fabulous Pensacola just steps from the water with water view
Exterior
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
10.0 out of 10, Exceptional, (32)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is €182
includes taxes & fees
18 Nov - 19 Nov
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Exterior
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
9.4 out of 10, Exceptional, (25)
"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. "
United States
Derrick D.
The price is €187
includes taxes & fees
20 Nov - 21 Nov
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Exterior detail
Charming cottage in Pensacola
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 "
United States
Heather S.
The price is €148
includes taxes & fees
10 Nov - 11 Nov
Charming cottage in Pensacola
Exterior
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
9.6 out of 10, Exceptional, (21)
"We needed a place to stop & stay on our way to Disney World. The house was very clean and comfortable. Very cool bar/restaurant steps away. "
United States
Shannon C.
The price is €182
includes taxes & fees
9 Nov - 10 Nov
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Exterior
Family Friendly Fall Destination Cottage, near NAS and Sander's beach.
Family Friendly Fall Destination Cottage, near NAS and Sander's beach.
9.8 out of 10, Exceptional, (7)
"Our stay was phenomenal! Very clean and the amenities were such a convenience. The hosts are spectacular and fast with communication. 10/10 I would love to stay again when visiting Pensacola. "
United States
bridget rothering
Family Friendly Fall Destination Cottage, near NAS and Sander's beach.
Exterior
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
10.0 out of 10, Exceptional, (71)
"We had a short, sweet visit! House was comfortable, quiet neighborhood and had everything we needed!"
United States
Trish S.
The price is €331
includes taxes & fees
10 Nov - 11 Nov
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
Outdoor dining
Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!
Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!
9.6 out of 10, Exceptional, (31)
"Will Rent next year"
United States
Cindy R.
The price is €176
includes taxes & fees
30 Nov - 1 Dec
Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!
Exterior
The Dutch Getaway
The Dutch Getaway
9.8 out of 10, Exceptional, (50)
"We loved the house! All amenities were convenient, and the house was clean and inviting. Would stay here again! "
United States
Vanessa B.
The price is €204
includes taxes & fees
14 Nov - 15 Nov
The Dutch Getaway
Exterior
Sum Beaches Paradise Cottage 6
Sum Beaches Paradise Cottage 6
10.0 out of 10, Exceptional, (9)
"Checked in to find a key lime pie waiting for us in the fridge! Cottage was perfect for our needs. Clean and comfortable. Loved having a full size washer and dryer. Easy to keep clean during our stay w dishwasher, broom, mop and vacuum for use. Loved having a porch to store our beach chairs and cooler when we returned from beach. The location is perfect and only a few minutes from beach. Restaurants and stores nearby as well. Thoroughly enjoyed our stay."
United States
Lesley A.
The price is €308
includes taxes & fees
8 Nov - 9 Nov
Sum Beaches Paradise Cottage 6
Exterior
Groovy Cottage in Downtown Pensacola, Pet Friendly
Groovy Cottage in Downtown Pensacola, Pet Friendly
10.0 out of 10, Exceptional, (1)
The price is €168
includes taxes & fees
13 Nov - 14 Nov
Groovy Cottage in Downtown Pensacola, Pet Friendly
Fridge, microwave, oven, stovetop
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
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!"
United States
Jacqueline N.
The price is €166
includes taxes & fees
10 Nov - 11 Nov
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Exterior
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.
2.0 star property
10.0 out of 10, Exceptional, (13)
"Easy route to The Wharf, nice and clean place.Beautiful antique furniture and the hosts were very friendly!"
United States
Deborah L.
The price is €174
includes taxes & fees
8 Nov - 9 Nov
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.
Exterior
The Blake: Cottage in Historic Downtown Pensacola
The Blake: Cottage in Historic Downtown Pensacola
9.4 out of 10, Exceptional, (21)
"Overall very good. Only issue was need for space heaters because temp was 31 degrees in the mornings. Heaters really dried out the air and hard to keep a consistent temperature inside. Plenty of a/c window units so assume much easier to cool the house when outside temps are 80. Location great. Amenities very good. Cost excellent. "
United States
Wayne
The price is €178
includes taxes & fees
9 Nov - 10 Nov
The Blake: Cottage in Historic Downtown Pensacola
Exterior
Charming Getaway | 12 minutes to Beach
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. "
United States
Craig S.
The price is €206
includes taxes & fees
26 Nov - 27 Nov
Charming Getaway | 12 minutes to Beach
Exterior
The Jesse: Cottage in Historic Downtown Pensacola
The Jesse: Cottage in Historic Downtown Pensacola
9.2 out of 10, Wonderful, (24)
"Have stayed here for several years and will return!"
United States
Dwayne H.
The price is €188
includes taxes & fees
10 Nov - 11 Nov
The Jesse: Cottage in Historic Downtown Pensacola
Exterior
Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
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! "
United States
Sabrina R.
The price is €370
includes taxes & fees
8 Nov - 9 Nov
Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
Exterior
Downtown cottage 7 miles from beach
Downtown cottage 7 miles from beach
9.6 out of 10, Exceptional, (7)
"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! "
United States
Badge L.
The price is €174
includes taxes & fees
10 Nov - 11 Nov
Downtown cottage 7 miles from beach
Outdoor dining
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
The price is €167
includes taxes & fees
11 Nov - 12 Nov
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

Fairfield Inn & Suites by Marriott Pensacola Beach

Fairfield Inn & Suites by Marriott Pensacola Beach

10/10 Excellent
"The room was super clean and spacious plus a great view of the beach and the pool. The staff were very friendly and helpful. We had a bit of an unusual experience when the power to the hotel went out along with a few neighboring hotels, the manager Grace helped get my step dad (who is in a wheelchair) downstairs. She definitely went above and beyond. By the time we returned the power was back on and we had a great rest of the trip! The breakfast in the morning is good, typical options of eggs, bagels, waffles, cereal, yogurt and of course coffee. The pool is heated which was great during a bit of a cold snap and the lazy river is fun. I’ve stayed here twice and definitely will be staying again."
Samantha 2-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott Pensacola Beach

Find out more about Santa Rosa Island

Santa Rosa Island Cottages information

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