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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

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 £116
includes taxes & fees
9 Nov - 10 Nov
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
A porch with a white door, a wooden number sign, and a hanging plant.

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 £164
includes taxes & fees
16 Nov - 17 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 price is £230
includes taxes & fees
9 Nov - 10 Nov
The Violet Pine - Pet Friendly Pensacola Retreat
A two-story house with a balcony, a porch with chairs, and a small garden area.

4. Beautiful New Build Home, Patio w/ Fire Pit, Walk to Downtown, 11 Mins to Beach

Beautiful New Build Home, Patio w/ Fire Pit, Walk to Downtown, 11 Mins to Beach
South Pensacola
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay here very much. It was clean and comfortable, a short drive to town, and nestled on a quiet street among several other newly built homes."
United States
ashley c.
The price is £260
includes taxes & fees
8 Nov - 9 Nov
Beautiful New Build Home, Patio w/ Fire Pit, Walk to Downtown, 11 Mins to Beach
A two-story house with a front porch, a blue door, and a small window above the door.

5. 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.

6. 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 £254
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.

7. 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 £137
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.

8. Cozy hideaway w/fire pit & grill

Cozy hideaway w/fire pit & grill
Pensacola
The price is £152
includes taxes & fees
23 Nov - 24 Nov
Cozy hideaway w/fire pit & grill
A modern kitchen with white cabinetry, a wooden island with stools, a built-in oven, and a ceiling fan.

9. Cozy retreat w/hot tub & patio

Cozy retreat w/hot tub & patio
Pensacola
The price is £162
includes taxes & fees
23 Nov - 24 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.

10. 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 £257
includes taxes & fees
3 Dec - 4 Dec
Pet-Friendly, Luxurious Modern Home ✨5 min to Downtown✨
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.

11. 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, (12 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 £296
includes taxes & fees
16 Nov - 17 Nov
Cozy 3-Bed Near Airport | 10–15 Min to Beach
A kitchen with white cabinets, a granite countertop, a microwave, and a dishwasher.

12. 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 £290
includes taxes & fees
9 Nov - 10 Nov
Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

13. Downtown home + bay views + seafood market

Downtown home + bay views + seafood market
South Pensacola
10.0 out of 10, Exceptional, (78 reviews)
"Great location "
United States
Eric R.
The price is £250
includes taxes & fees
8 Nov - 9 Nov
Downtown home + bay views + seafood market
A hot tub under a wooden pergola with a wooden fence and trees in the background.

14. 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.
The price is £267
includes taxes & fees
16 Nov - 17 Nov
Hot Tub Hideaway for pets and family
A modern kitchen with a central island, bar stools, and a sofa in the living area.

15. Remodeled Midcentury Home

Remodeled Midcentury Home
Pensacola
9.2 out of 10, Wonderful, (26 reviews)
"Nice house with great location."
United States
john b.
The price is £235
includes taxes & fees
9 Nov - 10 Nov
Remodeled Midcentury Home
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.

16. 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 £202
includes taxes & fees
9 Nov - 10 Nov
2 BR Ocean Retreat, NAS, Pensacola, Gulf Shores
A two-story house with a front porch and a covered balcony.

17. Practically Perfect Place in Every Way

Practically Perfect Place in Every Way
South Pensacola
7.6 out of 10, Good, (25 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 £213
includes taxes & fees
9 Nov - 10 Nov
Practically Perfect Place in Every Way
A modern kitchen with stainless steel appliances, light-colored cabinetry, and a large window providing natural light.

18. 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 £282
includes taxes & fees
10 Nov - 11 Nov
Modern East Hill Home, Premier Location!
Room

19. 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 £253
includes taxes & fees
9 Nov - 10 Nov
The Carriage house at The Timekeeper Stay & Gardens
A modern kitchen with white cabinetry, stainless steel appliances, a central island with stools, and a hanging light fixture.

20. Cheerful 3BR close to downtown + double balcony

Cheerful 3BR close to downtown + double balcony
South Pensacola
10.0 out of 10, Exceptional, (97 reviews)
"Very clean and perfect for our stay."
United States
Kristen B.
The price is £260
includes taxes & fees
10 Nov - 11 Nov
Cheerful 3BR close to downtown + double balcony
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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Pensacola and related destinations

White-sand beaches along the Gulf Coast offer perfect spots for swimming, paddleboarding, and watching dolphins at sunset. History buffs should explore the Naval Aviation Museum and Fort Barrancas, then sample fresh seafood at waterfront restaurants in the historic city centre.

See all hotels in Pensacola
A museum interior with U.S. Navy aircraft, American flags, and a glass ceiling.