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. 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)
"Great place to stay. Plenty of restaurants nezrby and things to do."
United States
Sandra B.
The price is NZ$332
includes taxes & fees
28 Sept - 29 Sept
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach

2. Stylish Downtown Home: steps away from all downtown hotspots

Stylish Downtown Home: steps away from all downtown hotspots
Downtown Pensacola
9.8 out of 10, Exceptional, (51 reviews)
"Convenient to a number of great restaurants. Would definitely stay there again."
United States
Cynthia V.
The price is NZ$563
includes taxes & fees
28 Sept - 29 Sept
Stylish Downtown Home: steps away from all downtown hotspots

3. Cozy cottage just minutes to downtown Pensacola

Cozy cottage just minutes to downtown Pensacola
Southeast Pensacola
8.2 out of 10, Very good, (13 reviews)
"Really great location, kids and i really enjoyed our stay"
United States
Desirea B.
The price is NZ$533
includes taxes & fees
28 Sept - 29 Sept
Cozy cottage just minutes to downtown Pensacola

4. 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)
"Cute little home away from home!"
United States
Diana O.
The price is NZ$282
includes taxes & fees
26 Oct - 27 Oct
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

5. Bright & open/walk to downtown!

Bright & open/walk to downtown!
South Pensacola
10.0 out of 10, Exceptional, (24 reviews)
"Our Vrbo stay was absolutely perfect for us! Everything was very clean, check-in was super easy, and we were even able to check in early which was a huge bonus. The house was beautiful and had everything we needed. We truly enjoyed our stay and would definitely recommend it to others!"
United States
Kendra B.
The price is NZ$597
includes taxes & fees
28 Sept - 29 Sept
Bright & open/walk to downtown!

6. The Violet Pine - Pet Friendly Pensacola Retreat

The Violet Pine - Pet Friendly Pensacola Retreat
Southeast Pensacola
8.6 out of 10, Excellent, (7 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our stay and the host was very helpful."
United States
Heather T.
The price is NZ$582
includes taxes & fees
28 Sept - 29 Sept
The Violet Pine - Pet Friendly Pensacola Retreat

7. LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH

LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH
Northeast Pensacola
8.8 out of 10, Excellent, (27 reviews)
"Get location for easy commute in and around Pensacola."
United States
Leonard
The price is NZ$410
includes taxes & fees
28 Sept - 29 Sept
LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH

8. 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
The price is NZ$367
includes taxes & fees
28 Sept - 29 Sept
Beach Barn | 5min to Pcola Beach • Full Kitchen

9. 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*

10. 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 NZ$701
includes taxes & fees
28 Sept - 29 Sept
Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to

11. 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

12. 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
The price is NZ$632
includes taxes & fees
28 Sept - 29 Sept
Stylish Modern Retreat in Downtown w/ Pool, 3 Bedroom, 2.5 bath, free parking

13. Downtown home + bay views + seafood market

Downtown home + bay views + seafood market
South Pensacola
10.0 out of 10, Exceptional, (76 reviews)
"Great location "
United States
Eric R.
The price is NZ$617
includes taxes & fees
28 Sept - 29 Sept
Downtown home + bay views + seafood market

14. 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 NZ$516
includes taxes & fees
8 Oct - 9 Oct
Practically Perfect Place in Every Way

15. Cheerful 3BR close to downtown + double balcony

Cheerful 3BR close to downtown + double balcony
South Pensacola
10.0 out of 10, Exceptional, (95 reviews)
"Great location and a great place to stay. "
United States
David T.
The price is NZ$597
includes taxes & fees
28 Sept - 29 Sept
Cheerful 3BR close to downtown + double balcony

16. Walk to D-Town Restaurants Seafood Festival & Havana Nights Close to Beach & NAS

Walk to D-Town Restaurants Seafood Festival & Havana Nights Close to Beach & NAS
Downtown Pensacola
9.4 out of 10, Exceptional, (29 reviews)
"Close to downtown, so walking was wonderful. "
United States
Jane K.
The price is NZ$787
includes taxes & fees
28 Sept - 29 Sept
Walk to D-Town Restaurants Seafood Festival & Havana Nights Close to Beach & NAS

17. Perfect Pensacola Location & Private Yard!

Perfect Pensacola Location & Private Yard!
South Pensacola
9.8 out of 10, Exceptional, (19 reviews)
"This property was perfect for our stay. We"
United States
Elaine W.
The price is NZ$542
includes taxes & fees
5 Oct - 6 Oct
Perfect Pensacola Location & Private Yard!

18. 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 NZ$645
includes taxes & fees
12 Oct - 13 Oct
Cozy 3-Bed Near Airport | 10–15 Min to Beach

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.
The price is NZ$570
includes taxes & fees
22 Oct - 23 Oct
Modern East Hill Home, Premier Location!

20. 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 NZ$680
includes taxes & fees
30 Sept - 1 Oct
Hot Tub Hideaway for pets and family
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
642
Accommodation
1379 Holiday Homes
Lowest Price
NZ$282
Highest Price
NZ$787

Explore a world of travel with Expedia