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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Pensacola holiday homes

A house with a porch, a green door, and a number 915 on the door.

1. Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
Southeast Pensacola
9.6 out of 10, Exceptional, (48 reviews)
"Our stay there was great, would book this again!"
United States
Allison B.
The price is HK$322
HK$1,201 total
includes taxes & fees
9 Nov - 10 Nov
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
A light blue house with a porch, numbered doors, and a small garden with palm trees.

2. East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach

East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach
Southeast Pensacola
9.4 out of 10, Exceptional, (18 reviews)
"The property was was very clean and very convenient to nearby places. The host was very friendly and checked to make sure we had everything we needed. We enjoyed our stay!!"
United States
Shawna K.
The price is HK$791
HK$1,706 total
includes taxes & fees
8 Nov - 9 Nov
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach
A covered porch with outdoor seating, potted plants, and a wooden ceiling.

3. The Violet Pine - Pet Friendly Pensacola Retreat

The Violet Pine - Pet Friendly Pensacola Retreat
Southeast Pensacola
8.6 out of 10, Excellent, (7 reviews)
"Home was clean and well stocked, comfortable and adorable! Very short drive to the beach."
United States
Heather K.
The Violet Pine - Pet Friendly Pensacola Retreat
A two-story house with a front porch, a blue door, and a small window above the door.

4. Beach Barn | 5min to Pcola Beach • Full Kitchen

Beach Barn | 5min to Pcola Beach • Full Kitchen
Gulf Breeze
9.4 out of 10, Exceptional, (14 reviews)
"Best water pressure I’ve ever had in a hotel or vacation rental shower ever. "
United States
Melik
Beach Barn | 5min to Pcola Beach • Full Kitchen
A wooden deck with a blue sofa, a patterned rug, and string lights.

5. Chic WFH Retreat / Walk to Downtown / 10min Drive to Beach

Chic WFH Retreat / Walk to Downtown / 10min Drive to Beach
Downtown Pensacola
The price is HK$839
HK$2,737 total
includes taxes & fees
9 Nov - 10 Nov
Chic WFH Retreat / Walk to Downtown / 10min Drive to Beach
A modern bedroom with a bed, a sofa, and a coffee table with a book and a candle.

6. Groovy King Studio — Central Pensacola — Private & Spacious

Groovy King Studio — Central Pensacola — Private & Spacious
Pensacola
9.8 out of 10, Exceptional, (7 reviews)
"property worked out well for our short stay with our two dogs"
United States
LAURA C.
The price is HK$588
HK$1,426 total
includes taxes & fees
9 Nov - 10 Nov
Groovy King Studio — Central Pensacola — Private & Spacious
A modern living space with a hammock, a dining area, and a kitchen.

7. Cozy hideaway w/fire pit & grill

Cozy hideaway w/fire pit & grill
Pensacola
Cozy hideaway w/fire pit & grill
Enjoy your morning coffee or a relaxing dinner in this light-filled sunroom. Surrounded by windows and featuring a ceiling fan for added comfort, it’s the perfect spot to unwind and take in the view of the backyard.

8. Cozy 3-Bed Near Airport | 10–15 Min to Beach

Cozy 3-Bed Near Airport | 10–15 Min to Beach
Southeast Pensacola
9.2 out of 10, Wonderful, (11 reviews)
"This was a work trip and the home was really close to the project. It was absolutly perfect for my team and I. Thanksagain for the accomodations."
United States
Larry W.
The price is HK$624
HK$3,150 total
includes taxes & fees
22 Nov - 23 Nov
Cozy 3-Bed Near Airport | 10–15 Min to Beach
A kitchen with white cabinets, a granite countertop, a microwave, and a dishwasher.

9. Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to

Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to
Southeast Pensacola
9.4 out of 10, Exceptional, (97 reviews)
"We enjoyed our stay and communication was good."
United States
Denise A.
The price is HK$989
HK$3,053 total
includes taxes & fees
13 Nov - 14 Nov
Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to
A modern kitchen with stainless steel appliances, light-colored cabinetry, and a large window providing natural light.

10. Modern East Hill Home, Premier Location!

Modern East Hill Home, Premier Location!
Southeast Pensacola
10.0 out of 10, Exceptional, (33 reviews)
"Great place!"
United States
Fitcher R.
The price is HK$1,412
HK$2,808 total
includes taxes & fees
10 Nov - 11 Nov
Modern East Hill Home, Premier Location!
A modern kitchen with white cabinetry, a wooden island with stools, a built-in oven, and a ceiling fan.

11. Cozy retreat w/hot tub & patio

Cozy retreat w/hot tub & patio
Pensacola
The price is HK$439
HK$1,670 total
includes taxes & fees
18 Nov - 19 Nov
Cozy retreat w/hot tub & patio
A modern kitchen with white cabinetry, a granite countertop, and a dining area with a dark wooden table and chairs.

12. Pet-Friendly, Luxurious Modern Home ✨5 min to Downtown✨

Pet-Friendly, Luxurious Modern Home ✨5 min to Downtown✨
Southeast Pensacola
9.4 out of 10, Exceptional, (9 reviews)
"Really cute house. Perfect centralized location in Pensacola"
United States
Shannon H.
The price is HK$1,137
HK$2,659 total
includes taxes & fees
10 Nov - 11 Nov
Pet-Friendly, Luxurious Modern Home ✨5 min to Downtown✨
A modern living room with a grey sofa, a wooden dining table with stools, a kitchen in the background, and a staircase with black railings.

13. 2 BR Ocean Retreat, NAS, Pensacola, Gulf Shores

2 BR Ocean Retreat, NAS, Pensacola, Gulf Shores
Pensacola
9.0 out of 10, Wonderful, (2 reviews)
"The interior is well furnished, modern and clean. Great value, with easy access to both NAS Pensacola and local beaches.The neighborhood is older, with some other homes showing their age.For the money, it was a great stay!"
United States
Alan K.
The price is HK$706
HK$2,075 total
includes taxes & fees
8 Nov - 9 Nov
2 BR Ocean Retreat, NAS, Pensacola, Gulf Shores
A two-story house with a front porch and a covered balcony.

14. Practically Perfect Place in Every Way

Practically Perfect Place in Every Way
South Pensacola
7.6 out of 10, Good, (24 reviews)
"House was perfect for our annual guys trip. Slept 4 comfortably and 3 full bathrooms was great. Will keep it on my list for next year. "
United States
Kevin M.
The price is HK$777
HK$2,222 total
includes taxes & fees
9 Nov - 10 Nov
Practically Perfect Place in Every Way
A hot tub under a wooden pergola with a wooden fence and trees in the background.

15. Hot Tub Hideaway for pets and family

Hot Tub Hideaway for pets and family
Southeast Pensacola
10.0 out of 10, Exceptional, (7 reviews)
"We had everything we needed and more! The host was very friendly and communication was great! We would definitely stay there again!"
United States
Jessica G.
Hot Tub Hideaway for pets and family
A modern living room with a grey sofa, a round table with a lamp, and a view of the street through large windows.

16. Cozy Corner house with garden located 15 to 20 mins from beach

Cozy Corner house with garden located 15 to 20 mins from beach
Southeast Pensacola
9.0 out of 10, Wonderful, (42 reviews)
"This home was great for my family's beach trip!"
United States
Christine H.
Cozy Corner house with garden located 15 to 20 mins from beach
Property grounds

17. The Garden Cottage at The Timekeeper Stay & Gardens

The Garden Cottage at The Timekeeper Stay & Gardens
Downtown Pensacola
The price is HK$1,295
HK$2,634 total
includes taxes & fees
9 Nov - 10 Nov
The Garden Cottage at The Timekeeper Stay & Gardens
Room

18. The Carriage house at The Timekeeper Stay & Gardens

The Carriage house at The Timekeeper Stay & Gardens
Downtown Pensacola
10.0 out of 10, Exceptional, (1 review)
"My boyfriend and I had a short weekend getaway here and it was perfect. The location is great - walkable to local restaurants and coffee shops and a short drive to the beach. Beautiful place, would definitely come back!"
United States
devon v.
The price is HK$1,295
HK$2,634 total
includes taxes & fees
9 Nov - 10 Nov
The Carriage house at The Timekeeper Stay & Gardens
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 Pensacola Hotel Reviews

Days Inn by Wyndham Pensacola - Historic Downtown

Days Inn by Wyndham Pensacola - Historic Downtown

10/10 Excellent
"Another great stay at this hotel!"
Andrew 14-night trip
Posted 1 hour ago
Days Inn by Wyndham Pensacola - Historic Downtown

Find out more about Pensacola

Pensacola Vacation Homes information

Number of reviews
251
Accommodation
1339 Vacation Homes
Lowest Price
HK$1,201
Highest Price
HK$3,150

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