Book Holiday Homes in Pensacola

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Featured Holiday Homes in Pensacola

Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!

Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!

2 out of 5
Pensacola
The price is NZ$436 per night from 9 Nov to 10 Nov
NZ$436
9 Nov - 10 Nov
includes taxes & fees
Stay at this vacation home in Pensacola. Enjoy a garden, laundry facilities, and patios. Popular attractions University Town Plaza and Cordova Mall are located ...
Opens in a new windowPool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!
"Discover Pelican's Haven: Your Bohemian Retreat Near Pensacola Bay Awaits!"

"Discover Pelican's Haven: Your Bohemian Retreat Near Pensacola Bay Awaits!"

Pensacola
Stay at this vacation home in Pensacola. Enjoy a water park, laundry facilities, and an in-room coffeemaker. Popular attractions Perdido Key Beach and Shops ...
Opens in a new window"Discover Pelican's Haven: Your Bohemian Retreat Near Pensacola Bay Awaits!"
New Listing! Villa Lost Key| Pet Friendly| Private Beach Club| Two Pools| Tennis| Free Golf!|4 Bikes

New Listing! Villa Lost Key| Pet Friendly| Private Beach Club| Two Pools| Tennis| Free Golf!|4 Bikes

Pensacola
Stay at this vacation home in Pensacola. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Perdido Key Beach and Lost Key Golf Club are ...
Opens in a new windowNew Listing! Villa Lost Key| Pet Friendly| Private Beach Club| Two Pools| Tennis| Free Golf!|4 Bikes
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Private Suite in Historic Home

Private Suite in Historic Home

Pensacola
The price is NZ$230 per night from 4 Nov to 5 Nov
NZ$230
4 Nov - 5 Nov
includes taxes & fees
Stay at this vacation home in Pensacola. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Palafox Shopping Center ...
Opens in a new windowPrivate Suite in Historic Home
The Gregory House, A Southern Tropical Get Away!

The Gregory House, A Southern Tropical Get Away!

Pensacola
Stay at this vacation home in Pensacola. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Barkley House and Seville Square are located ...
Opens in a new windowThe Gregory House, A Southern Tropical Get Away!
🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies!

🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies!

Pensacola
Stay at this vacation home in Pensacola. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions National Museum of Naval Aviation and Pensacola ...
Opens in a new window🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies!
Private Gulf  Beach by Flora-Bama Perdido Key FL

Private Gulf Beach by Flora-Bama Perdido Key FL

Pensacola, FL
Book a stay at this beach vacation home in Pensacola. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Ono Island and Perdido Key ...
Opens in a new windowPrivate Gulf Beach by Flora-Bama Perdido Key FL
WOW Free 4 Pet, Closest to the Gulf Luxury 4 Bed,3Bath 3 Decks Sleeps 14 2200 SF

WOW Free 4 Pet, Closest to the Gulf Luxury 4 Bed,3Bath 3 Decks Sleeps 14 2200 SF

Pensacola Beach
Book a stay at this beach vacation home in Pensacola Beach. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Pensacola Beach Gulf Pier ...
Opens in a new windowWOW Free 4 Pet, Closest to the Gulf Luxury 4 Bed,3Bath 3 Decks Sleeps 14 2200 SF
Stone Crab Cottage: Directly Across from Gulf, Pet Friendly

Stone Crab Cottage: Directly Across from Gulf, Pet Friendly

Pensacola Beach
Stay at this vacation home in Pensacola Beach. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Pensacola Beach Gulf Pier and ...
Opens in a new windowStone Crab Cottage: Directly Across from Gulf, Pet Friendly
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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.

Pensacola Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pensacola vacation homes are the perfect way for you to wing it.

Holiday houses in Pensacola let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pensacola in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pensacola adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pensacola with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pensacola vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pensacola Holiday Homes essential information

Accommodation
1493 Holiday Homes
Lowest Price
NZ$102
Highest Price
NZ$436
Popular accommodation
Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!, "Discover Pelican's Haven: Your Bohemian Retreat Near Pensacola Bay Awaits!", New Listing! Villa Lost Key| Pet Friendly| Private Beach Club| Two Pools| Tennis| Free Golf!|4 Bikes, Private Suite in Historic Home, The Gregory House, A Southern Tropical Get Away!, 🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies!, Private Gulf Beach by Flora-Bama Perdido Key FL, WOW Free 4 Pet, Closest to the Gulf Luxury 4 Bed,3Bath 3 Decks Sleeps 14 2200 SF, Stone Crab Cottage: Directly Across from Gulf, Pet Friendly

Top trending hotels in Pensacola

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

2.5 out of 5
7827 North Davis Highway, Pensacola, FL
Fully refundable
The price is NZ$175 per night from 9 Nov to 10 Nov
NZ$175
9 Nov - 10 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Pensacola. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff in ...
Opens in a new windowHoliday Inn Express & Suites Pensacola Airport North – I-10 by IHG
Quality Inn & Suites Pensacola Bayview

Quality Inn & Suites Pensacola Bayview

2.5 out of 5
7601 Scenic Highway, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is NZ$102 per night from 3 Dec to 4 Dec
NZ$102
3 Dec - 4 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowQuality Inn & Suites Pensacola Bayview
Extended Stay Premier Suites - Pensacola- Nas Corry Station

Extended Stay Premier Suites - Pensacola- Nas Corry Station

2.5 out of 5
4034 Barrancas Ave, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is NZ$161 per night from 16 Nov to 17 Nov
NZ$161
16 Nov - 17 Nov
includes taxes & fees
Stay at this hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Museum of Naval Aviation and Blackwater River ...
Opens in a new windowExtended Stay Premier Suites - Pensacola- Nas Corry Station
Save an average of 15% on thousands of hotels when you're signed in
Days Inn by Wyndham Pensacola - Historic Downtown

Days Inn by Wyndham Pensacola - Historic Downtown

2 out of 5
710 N Palafox St, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is NZ$165 per night from 16 Nov to 17 Nov
NZ$165
16 Nov - 17 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowDays Inn by Wyndham Pensacola - Historic Downtown
Don't see what you're looking for?
See all available properties in Pensacola
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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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^Subject to availability and chosen travel dates.