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Aug 29 - Aug 31
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Browse Select Oriole Beach Cottages

Our top choices for Oriole Beach cottages

Charming cottage in Pensacola
Exterior detail

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 $117
CA $229 total
includes taxes & fees
Sep 1 - Sep 2
Charming cottage in Pensacola
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, (27)
"House was very nice and in great shape well worth it. Would definitely stay here again."
The price is CA $87
CA $235 total
includes taxes & fees
Sep 3 - Sep 4
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
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.

9.8 out of 10, Exceptional, (17)
"Perfect stay. Property was clean and convenient. Amenities abound! "
The price is CA $144
CA $284 total
includes taxes & fees
Sep 2 - Sep 3
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Downtown cottage 7 miles from beach
Exterior

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 22 - Aug 23
Downtown cottage 7 miles from beach
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

9.0 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 $97
CA $198 total
includes taxes & fees
Sep 7 - Sep 8
Charming cottage in fabulous Pensacola just steps from the water with water view
#tinyhousenation minutes to Pensacola Beach
Interior

#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 $279 total
includes taxes & fees
Aug 25 - Aug 26
#tinyhousenation minutes to Pensacola Beach
The Dutch Getaway
Exterior

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 22 - Aug 23
The Dutch Getaway
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 CA $248
CA $438 total
includes taxes & fees
Aug 27 - Aug 28
Groovy Cottage in Downtown Pensacola, Pet Friendly
Spacious, cozy downtown cottage designed just for you, your peeps and your pup!
Exterior

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 25 - Aug 26
Spacious, cozy downtown cottage designed just for you, your peeps and your pup!
The Blake: Cottage in Historic Downtown Pensacola
Exterior

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 28 - Aug 29
The Blake: Cottage in Historic Downtown Pensacola
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.

9.4 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.
The Jesse: Cottage in Historic Downtown Pensacola
Exterior

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
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 CA $118
CA $362 total
includes taxes & fees
Sep 17 - Sep 18
Charming Getaway | 12 minutes to Beach
Charming downtown cottage in historical Pensacola!
Exterior

Charming downtown cottage in historical Pensacola!

8.0 out of 10, Very good, (1)
"Very charming home and has amazingly displayed art work. It has some of the old time structure with pops of up grades in the home with modern comfortable furniture. Very thing you need to cook in the kitchen. I was surpised at the amount of space there was. Nice size private yard with shade and the front pourch was inviting. After a full day of activities it felt nice and relaxing to come home to the cottage. We will return in the future."
The price is CA $193
CA $415 total
includes taxes & fees
Sep 1 - Sep 2
Charming downtown cottage in historical 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.
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Top Oriole Beach Hotel Reviews

Hotel Pensacola

Hotel Pensacola

10/10 Excellent
"So glad we stayed here! I was almost concerned with how affordable and cheap it was, but the reviews said it was great, and I'm glad I chose this! We just needed a quick place to stay for the night, and this was just that. "
Jeremiah 1-night trip
Posted 1 day ago
Hotel Pensacola