An aerial view of a coastal city with a prominent bridge, marina, and dense urban area.

Holiday Homes in Pensacola

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pensacola holiday homes

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)
The price is €147
includes taxes & fees
1 Nov - 2 Nov
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

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

3. Pineapple Paradise | Bayou Texar Water View Rental Near Downtown Pensacola

Pineapple Paradise | Bayou Texar Water View Rental Near Downtown Pensacola
Southeast Pensacola
9.2 out of 10, Wonderful, (38 reviews)
"Our host was wonderful! She was amazing to work with and helped us with any small issues we had! Would definitely stay here again anytime!"
United States
Pen S.
The price is €147
includes taxes & fees
9 Nov - 10 Nov
Pineapple Paradise | Bayou Texar Water View Rental Near Downtown Pensacola

4. 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

5. New 3BR | Fire Pit | Near NAS, Beaches & Boat Ramp

New 3BR | Fire Pit | Near NAS, Beaches & Boat Ramp
New Warrington
New 3BR | Fire Pit | Near NAS, Beaches & Boat Ramp

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

Beach Barn | 5min to Pcola Beach • Full Kitchen
Gulf Breeze
9.2 out of 10, Wonderful, (12 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

7. 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 €334
includes taxes & fees
1 Nov - 2 Nov
Cozy 3-Bed Near Airport | 10–15 Min to Beach

8. 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, (96 reviews)
"Great rate and location. "
United States
Elizabeth & Kristian M.
The price is €357
includes taxes & fees
25 Oct - 26 Oct
Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to

9. 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.
Beautiful New Build Home, Patio w/ Fire Pit, Walk to Downtown, 11 Mins to Beach

10. 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 €347
includes taxes & fees
3 Nov - 4 Nov
Hot Tub Hideaway for pets and family

11. New Home near UWF & PNS Beach!

New Home near UWF & PNS Beach!
Pensacola
9.0 out of 10, Wonderful, (12 reviews)
"Worked perfect for us. Close to family."
United States
Beth S.
The price is €260
includes taxes & fees
19 Oct - 20 Oct
New Home near UWF & PNS Beach!

12. Cozy hideaway w/fire pit & grill

Cozy hideaway w/fire pit & grill
Pensacola
The price is €209
includes taxes & fees
26 Oct - 27 Oct
Cozy hideaway w/fire pit & grill

13. Remodeled Midcentury Home

Remodeled Midcentury Home
Pensacola
9.2 out of 10, Wonderful, (26 reviews)
"Very good space in a well surrounding area for the beach! Host was wonderful!"
United States
Kamryn O.
The price is €298
includes taxes & fees
18 Oct - 19 Oct
Remodeled Midcentury Home

14. Walk to downtown + seafood market. *Bay views*

Walk to downtown + seafood market. *Bay views*
Downtown Pensacola
10.0 out of 10, Exceptional, (38 reviews)
"Had a very pleasant stay. Loved the proximity to downtown. "
United States
Lisa G.
Walk to downtown + seafood market. *Bay views*

15. Cheerful 3BR close to downtown + double balcony

Cheerful 3BR close to downtown + double balcony
South Pensacola
10.0 out of 10, Exceptional, (97 reviews)
"Great location and a great place to stay. "
United States
David T.
The price is €339
includes taxes & fees
18 Oct - 19 Oct
Cheerful 3BR close to downtown + double balcony

16. Cozy retreat w/hot tub & patio

Cozy retreat w/hot tub & patio
Pensacola
Cozy retreat w/hot tub & patio

17. Practically Perfect Place in Every Way

Practically Perfect Place in Every Way
South Pensacola
7.8 out of 10, Good, (23 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 €265
includes taxes & fees
29 Oct - 30 Oct
Practically Perfect Place in Every Way

18. Stylish Modern Retreat in Downtown w/ Pool, 3 Bedroom, 2.5 bath, free parking

Stylish Modern Retreat in Downtown w/ Pool, 3 Bedroom, 2.5 bath, free parking
South Pensacola
10.0 out of 10, Exceptional, (71 reviews)
"Great location, enjoyed all the events, restaurants, art and music downtown. The walking track in the interior area was great for early morning walks."
United States
Anonymous traveller
Stylish Modern Retreat in Downtown w/ Pool, 3 Bedroom, 2.5 bath, free parking

19. Modern East Hill Home, Premier Location!

Modern East Hill Home, Premier Location!
Southeast Pensacola
10.0 out of 10, Exceptional, (33 reviews)
"Host was very accommodating! Place was amazing. "
United States
Anna B.
Modern East Hill Home, Premier Location!

20. 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.
Pet-Friendly, Luxurious Modern Home ✨5 min to Downtown✨
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pensacola Hotel Reviews

Find out more about Pensacola

Pensacola Holiday Homes information

Number of reviews
523
Accommodation
1374 Holiday Homes
Lowest Price
€147
Highest Price
€357