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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Jay Cottages

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 $149
CA $291 total
includes taxes & fees
Aug 13 - Aug 14
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Cozy little guest cottage centrally located and within minutes of the airport
Exterior

Cozy little guest cottage centrally located and within minutes of the airport

9.6 out of 10, Exceptional, (4)
"This is a gem of a place. Very nice if you are staying off the beach. "
Cozy little guest cottage centrally located and within minutes of the airport
ADORABLE COTTAGE ON A FARM
Smart TV, fireplace

ADORABLE COTTAGE ON A FARM

10.0 out of 10, Exceptional, (53)
"Wonderful place. They thought of everything. You will love it!"
The price is CA $152
CA $298 total
includes taxes & fees
Sep 4 - Sep 5
ADORABLE COTTAGE ON A FARM
Carriage House on 120 acres on Blackwater Bay with Private Pool
Outdoor dining

Carriage House on 120 acres on Blackwater Bay with Private Pool

10.0 out of 10, Exceptional, (112)
"If you’re looking for a quiet place to relax and hang out, this is the place for you! Bonus was that we could bring our dogs! "
Carriage House on 120 acres on Blackwater Bay with Private Pool
Cozy Hencye 3 Near Uwf, Hospital & Pensacola Beach
House (2 Bedrooms) | Floor plan

Cozy Hencye 3 Near Uwf, Hospital & Pensacola Beach

3.0 star property
Cozy Hencye 3 Near Uwf, Hospital & Pensacola Beach
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, (23)
"This place was wonderful! The hosts could not have been more accommodating. The lodgings were clean comfortable and had everything we needed to make us feel welcome during our stay. If you enjoy a country setting this is your place!"
The price is CA $97
CA $275 total
includes taxes & fees
Sep 3 - Sep 4
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Pet-friendly Pensacola Home: Central Location
House (2 Bedrooms) | Interior

Pet-friendly Pensacola Home: Central Location

3.0 star property
Pet-friendly Pensacola Home: Central Location
Quiet Getaway for 2
Property grounds

Quiet Getaway for 2

2.0 star property
10.0 out of 10, Exceptional, (31)
"Lovely little property that was clean, quiet, and very comfortable. We would recommend this property to any couple!"
Quiet Getaway for 2
Outdoor Entertaining Space: Family Home in Milton
Terrace/patio

Outdoor Entertaining Space: Family Home in Milton

3.0 star property
Outdoor Entertaining Space: Family Home in Milton
Pace Family Home: 1 Mi to Beach & Park!
House (3 Bedrooms) | Interior

Pace Family Home: 1 Mi to Beach & Park!

3.0 star property
Pace Family Home: 1 Mi to Beach & Park!
Pet-friendly Pensacola Home w/ Sunny Backyard!
House (3 Bedrooms) | Interior

Pet-friendly Pensacola Home w/ Sunny Backyard!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This is the second time we have stayed here. Perfect for families has everything you need "
Pet-friendly Pensacola Home w/ Sunny Backyard!
Musical Pensacola Home w/ Fire Pit + Grill!
Interior

Musical Pensacola Home w/ Fire Pit + Grill!

3.0 star property
Musical Pensacola Home w/ Fire Pit + Grill!
Modern Pensacola Home ~ 6 Mi to Beach!
Exterior

Modern Pensacola Home ~ 6 Mi to Beach!

3.0 star property
Modern Pensacola Home ~ 6 Mi to Beach!
Escape to Nature: Lakefront Jay Cottage w/ Views!
Exterior

Escape to Nature: Lakefront Jay Cottage w/ Views!

10.0 out of 10, Exceptional, (5)
"Loved this place. Really don’t want to share but really was the best so far! Our host were great!"
Escape to Nature: Lakefront Jay Cottage w/ Views!
Pensacola Home w/ Private Lanai, 9 Mi to Downtown!
Exterior

Pensacola Home w/ Private Lanai, 9 Mi to Downtown!

3.0 star property
8.0 out of 10, Very good, (1)
Pensacola Home w/ Private Lanai, 9 Mi to Downtown!
Orange Tree Cottage- Entire Cottage, Cute and Charming!
Property grounds

Orange Tree Cottage- Entire Cottage, Cute and Charming!

10.0 out of 10, Exceptional, (11)
"Great property and good location. Was everything that was needed."
Orange Tree Cottage- Entire Cottage, Cute and Charming!
Waterfront Florida Vacation Rental w/ Boat Dock
House (3 Bedrooms) | Interior

Waterfront Florida Vacation Rental w/ Boat Dock

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very comfortable home on the water. Communication with the owners/property manager was great-immediate reaponses. Will rent again when in the area!"
Waterfront Florida Vacation Rental w/ Boat Dock
Home 10 Mi to Downtown Pensacola: Pets Welcome!
House (3 Bedrooms) | Interior

Home 10 Mi to Downtown Pensacola: Pets Welcome!

3.0 star property
7.6 out of 10, Good, (4)
"Very nice place for vacation "
Home 10 Mi to Downtown Pensacola: Pets Welcome!
Spacious Home w/ Sunroom, 15 Mi to Pensacola!
House (4 Bedrooms) | Interior

Spacious Home w/ Sunroom, 15 Mi to Pensacola!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was as advertised or better. TV in all bedrooms and living room. Huge wrap-around sofa. Laundry facilities was excellent. Couldn't have asked for a better first Air B&B for our first experience!"
Spacious Home w/ Sunroom, 15 Mi to Pensacola!
Updated Pensacola Home ~ 7 Mi to Beach!
Exterior

Updated Pensacola Home ~ 7 Mi to Beach!

3.0 star property
Updated Pensacola Home ~ 7 Mi 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 Jay Hotel Reviews

Hotel Pensacola

Hotel Pensacola

10/10 Excellent
"Nice room and location."
Rachel 1-night trip
Posted 1 day ago
Hotel Pensacola