Book Holiday Homes in Pensacola

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Featured Holiday Homes in Pensacola

Private Suite in Historic Home

Private Suite in Historic Home

Pensacola
The price is AU$222 per night from 23 Nov to 24 Nov
AU$222
includes taxes & fees
23 Nov - 24 Nov
With a stay at this vacation home, you'll be centrally located in Pensacola, within a 15-minute drive of Pensacola Naval Air Station and Lions Park.
Private Suite in Historic Home
Modern Gulf Breeze Heated Pool Home, 4 miles to the Beach!

Modern Gulf Breeze Heated Pool Home, 4 miles to the Beach!

Gulf Breeze
A stay at this vacation home places you in the heart of Gulf Breeze, within a 15-minute walk of Shoreline Park and Woodland Park.
Modern Gulf Breeze Heated Pool Home, 4 miles to the Beach!
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10

Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10

Pensacola
With a stay at this vacation home in Pensacola (Northeast Pensacola), you'll be within a 5-minute drive of West Florida Hospital and Baptist Medical Group - ...
Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10
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Waterfront Home with private dock in Perdido Key - minutes from everything!

Waterfront Home with private dock in Perdido Key - minutes from everything!

Pensacola
When you stay at this vacation home in Pensacola, you'll be on the beach, within a 15-minute drive of Pensacola Naval Air Station and Perdido Key Beach.
Waterfront Home with private dock in Perdido Key - minutes from everything!
6 bedroom 5 bathroom Home with Private Pool

6 bedroom 5 bathroom Home with Private Pool

Pensacola Beach
With a stay at this vacation home in Pensacola Beach (Villa Segunda), you'll be steps from Pensacola Beach Beaches and Santa Rosa Sound.
6 bedroom 5 bathroom Home with Private Pool
Downtown retreat by the Bay, Blue Angels,  & fish market. Walk to everything!

Downtown retreat by the Bay, Blue Angels, & fish market. Walk to everything!

Pensacola
With a stay at this vacation home, you'll be centrally located in Pensacola, within a 10-minute drive of Pensacola Naval Air Station and Pensacola Bayfront ...
Downtown retreat by the Bay, Blue Angels, & fish market. Walk to everything!
Private Heated Pool | Sav's Beach Pad | My Beach Getaways

Private Heated Pool | Sav's Beach Pad | My Beach Getaways

Pensacola Beach
With a stay at this vacation home in Pensacola Beach (Toilla Segunda), you'll be steps from Santa Rosa Sound and 4 minutes by foot from Pensacola Beach ...
Private Heated Pool | Sav's Beach Pad | My Beach Getaways
The "Wright Place" for Your Weekend Getaway!

The "Wright Place" for Your Weekend Getaway!

Pensacola
With a stay at this vacation home, you'll be centrally located in Pensacola, within a 15-minute drive of Pensacola Naval Air Station and Pensacola Bay ...
The "Wright Place" for Your Weekend Getaway!
Best Location! Gulf Front! Closest Block to Restaurants. 6/6

Best Location! Gulf Front! Closest Block to Restaurants. 6/6

Pensacola Beach
With a stay at this vacation home in Pensacola Beach (Villa Primera), you'll be steps from Pensacola Beach Beaches and 4 minutes by foot from Santa Rosa ...
Best Location! Gulf Front! Closest Block to Restaurants. 6/6
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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
1135 Holiday Homes
Lowest Price
AU$97
Highest Price
AU$222
Popular accommodation
Private Suite in Historic Home, Modern Gulf Breeze Heated Pool Home, 4 miles to the Beach!, Come relax at Kozy on Kipling. Close to shopping, eats, hospital,university, i10, Waterfront Home with private dock in Perdido Key - minutes from everything!, 6 bedroom 5 bathroom Home with Private Pool, Downtown retreat by the Bay, Blue Angels, & fish market. Walk to everything!, Private Heated Pool | Sav's Beach Pad | My Beach Getaways, The "Wright Place" for Your Weekend Getaway!, Best Location! Gulf Front! Closest Block to Restaurants. 6/6

Top trending hotels in Pensacola

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

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

7827 North Davis Highway, Pensacola, FL
Fully refundable
The price is AU$164 per night from 22 Dec to 23 Dec
AU$164
includes taxes & fees
22 Dec - 23 Dec
Located in Pensacola, Holiday Inn Express & Suites Pensacola Airport North – I-10 is within a 15-minute walk of West Florida Hospital and University Town ...
Holiday Inn Express & Suites Pensacola Airport North – I-10
Extended Stay

Extended Stay

2.5 out of 5
6950 Pensacola Blvd., Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is AU$97 per night from 23 Nov to 24 Nov
AU$97
includes taxes & fees
23 Nov - 24 Nov
Located in Pensacola, Extended Stay is within a 5-minute drive of Splash City Adventures and Brent Athletic Park.
Extended Stay
Holiday Inn Pensacola - University Area, an IHG Hotel

Holiday Inn Pensacola - University Area, an IHG Hotel

3 out of 5
7813 North Davis Highway, Pensacola, FL
Fully refundable
The price is AU$178 per night from 24 Nov to 25 Nov
AU$178
includes taxes & fees
24 Nov - 25 Nov
A stay at Holiday Inn Pensacola - University Area, an IHG Hotel places you in the heart of Pensacola, within a 15-minute walk of West Florida Hospital and University ...
Holiday Inn Pensacola - University Area, an IHG Hotel
Save an average of 15% on thousands of hotels when you're signed in
Hotel Pensacola

Hotel Pensacola

2.5 out of 5
6703 Pensacola Blvd, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is AU$105 per night from 5 Dec to 6 Dec
AU$105
includes taxes & fees
5 Dec - 6 Dec
With a stay at Hotel Pensacola in Pensacola (Northwest Pensacola), you'll be a 5-minute walk from Splash City Adventures and within a 5-minute drive of Brent ...
Hotel Pensacola
Don't see what you're looking for?
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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.