Book Holiday Homes in Pensacola

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Featured Holiday Homes in Pensacola

Exclusive 2850 sf Pool Home near Perdido Beaches & NAS, Heated Pool, 2 Masters!

Exclusive 2850 sf Pool Home near Perdido Beaches & NAS, Heated Pool, 2 Masters!

Pensacola
Book a stay at this family-friendly vacation home in Pensacola. Enjoy free WiFi, private pools, and a water park. Popular attractions Perdido Key Beach and Pensacola ...
Exclusive 2850 sf Pool Home near Perdido Beaches & NAS, Heated Pool, 2 Masters!
Spacious Dog-Friendly Home | Family Tides | My Beach Getaways

Spacious Dog-Friendly Home | Family Tides | My Beach Getaways

Pensacola Beach
Book a stay at this family-friendly vacation home in Pensacola Beach. Enjoy free WiFi, a water park, and patios. Popular attractions Pensacola Beach Boardwalk ...
Spacious Dog-Friendly Home | Family Tides | My Beach Getaways
Dog-friendly, beachfront dream w/ a wet bar & two furnished balconies

Dog-friendly, beachfront dream w/ a wet bar & two furnished balconies

Pensacola Beach
Book a stay at this beach vacation home in Pensacola Beach. Enjoy a beach locale, patios, and cable/satellite TV service. Popular attractions Fort Pickens and ...
Dog-friendly, beachfront dream w/ a wet bar & two furnished balconies
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Heron's Crossing at Lost Key Golf & Beach Club | Dog-Friendly | 4b, 4ba | My Beach Getaways

Heron's Crossing at Lost Key Golf & Beach Club | Dog-Friendly | 4b, 4ba | My Beach Getaways

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 ...
Heron's Crossing at Lost Key Golf & Beach Club | Dog-Friendly | 4b, 4ba | My Beach Getaways
Breathtaking Gulf Views | Spacious Beachfront Home in Pensacola!

Breathtaking Gulf Views | Spacious Beachfront Home in Pensacola!

Pensacola Beach
Book a stay at this beach vacation home in Pensacola Beach. Enjoy a beach locale, balconies, and an in-room coffeemaker. Popular attractions Pensacola Beach ...
Breathtaking Gulf Views | Spacious Beachfront Home in Pensacola!
Contemporary dog-friendly retreat with pool & patio - near shops & attractions

Contemporary dog-friendly retreat with pool & patio - near shops & attractions

Pensacola
Stay at this vacation home in Pensacola. Enjoy private pools, patios, and an in-room coffeemaker. Popular attractions Delmar Shopping Center and Crystal Ice ...
Contemporary dog-friendly retreat with pool & patio - near shops & attractions
The Key Lime Cottage - A Perfect Beach Retreat, with a private heated pool!

The Key Lime Cottage - A Perfect Beach Retreat, with a private heated pool!

Pensacola
Book a stay at this beach vacation home in Pensacola. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Perdido Key Beach and Perdido Key ...
The Key Lime Cottage - A Perfect Beach Retreat, with a private heated pool!
Spacious 8 bedroom, 4 bath Home/Sleeps up to 22! Private Pool!

Spacious 8 bedroom, 4 bath Home/Sleeps up to 22! Private Pool!

Gulf Breeze
Stay at this vacation home in Pensacola Beach. Enjoy free WiFi, private pools, and a garden. Popular attractions Pensacola Beach Boardwalk and Pensacola Beach ...
Spacious 8 bedroom, 4 bath Home/Sleeps up to 22! Private Pool!
Private Pool | Dog-Friendly | Beach Access | My Beach Getaways

Private Pool | Dog-Friendly | Beach Access | My Beach Getaways

Pensacola Beach
The price is NZ$2,047 per night from 13 Mar to 14 Mar
NZ$2,047
includes taxes & fees
13 Mar - 14 Mar
Stay at this vacation home in Pensacola Beach. Enjoy free WiFi, private pools, and a water park. Popular attractions Pensacola Beach Boardwalk and Pensacola ...
Private Pool | Dog-Friendly | Beach Access | My Beach Getaways
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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
1157 Holiday Homes
Lowest Price
NZ$133
Highest Price
NZ$2,047
Popular accommodation
Exclusive 2850 sf Pool Home near Perdido Beaches & NAS, Heated Pool, 2 Masters!, Spacious Dog-Friendly Home | Family Tides | My Beach Getaways, Dog-friendly, beachfront dream w/ a wet bar & two furnished balconies, Heron's Crossing at Lost Key Golf & Beach Club | Dog-Friendly | 4b, 4ba | My Beach Getaways, Breathtaking Gulf Views | Spacious Beachfront Home in Pensacola!, Contemporary dog-friendly retreat with pool & patio - near shops & attractions, The Key Lime Cottage - A Perfect Beach Retreat, with a private heated pool! , Spacious 8 bedroom, 4 bath Home/Sleeps up to 22! Private Pool!, Private Pool | Dog-Friendly | Beach Access | My Beach Getaways

Top trending hotels in Pensacola

Hotel Pensacola

Hotel Pensacola

2.5 out of 5
6703 Pensacola Blvd, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is NZ$133 per night from 13 Mar to 14 Mar
NZ$133
includes taxes & fees
13 Mar - 14 Mar
Stay at this hotel in Pensacola. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hotel Pensacola
Country Inn & Suites by Radisson, Pensacola West, FL

Country Inn & Suites by Radisson, Pensacola West, FL

2.5 out of 5
2607 Wilde Lake Blvd, Pensacola, FL
Fully refundable
The price is NZ$194 per night from 3 Mar to 4 Mar
NZ$194
includes taxes & fees
3 Mar - 4 Mar
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 ...
Country Inn & Suites by Radisson, Pensacola West, FL
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 NZ$206 per night from 26 Feb to 27 Feb
NZ$206
includes taxes & fees
26 Feb - 27 Feb
Stay at this 3-star hotel in Pensacola. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our ...
Holiday Inn Pensacola - University Area, an IHG Hotel
Save an average of 15% on thousands of hotels when you're signed in
Penthouse Unit Directly on the beach with unbelievable views. Managed by Owner.

Penthouse Unit Directly on the beach with unbelievable views. Managed by Owner.

Pensacola
Stay at this condo in Pensacola. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Ono Island and Alabama Point East are located ...
Penthouse Unit Directly on the beach with unbelievable views. Managed by Owner.
Don't see what you're looking for?
See all available properties in Pensacola
View all properties
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.