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Featured Holiday Homes in Pensacola Beach

5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf!

5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf!

Pensacola Beach
With a stay at this vacation home in Pensacola Beach (Toilla Segunda), you'll be a 5-minute walk from Pensacola Beach Beaches and 5 minutes by foot from Opal ...
5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf!
Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand

Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand

Pensacola Beach
Located in Pensacola Beach (Villa Primera), this vacation home is steps from Pensacola Beach Beaches and a 3-minute drive from Opal Beach.
Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand
Beautiful Cozy Beach Cottage, 1 block to beach, west of hotels, easy access

Beautiful Cozy Beach Cottage, 1 block to beach, west of hotels, easy access

Pensacola
With a stay at this vacation home in Pensacola Beach (Toilla Segunda), you'll be steps from Pensacola Beach Beaches and 15 minutes by foot from Opal Beach.
Beautiful Cozy Beach Cottage, 1 block to beach, west of hotels, easy access
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6 bedroom 5 bathroom Home with Private Pool

6 bedroom 5 bathroom Home with Private Pool

Pensacola Beach
Located in Pensacola Beach (Toilla Segunda), this vacation home is steps from Pensacola Beach Beaches and a 2-minute drive from Opal Beach.
6 bedroom 5 bathroom Home with Private Pool
Ultimate Family Home. Game Porch! No Stairs! Pets!  Heated Pool! Tesla Charger!

Ultimate Family Home. Game Porch! No Stairs! Pets! Heated Pool! Tesla Charger!

Pensacola Beach
With a stay at this vacation home in Pensacola Beach (Villa Segunda), you'll be within a 5-minute walk of Pensacola Beach Beaches and Opal Beach.
Ultimate Family Home. Game Porch! No Stairs! Pets! Heated Pool! Tesla Charger!
Cozy, Modern House-quick walk to the beach! NO STAIRS TO CLIMB

Cozy, Modern House-quick walk to the beach! NO STAIRS TO CLIMB

Pensacola Beach
With a stay at this vacation home in Pensacola Beach (Villa Primera), you'll be a 4-minute walk from Pensacola Beach Beaches and within a 5-minute drive of Opal ...
Cozy, Modern House-quick walk to the beach! NO STAIRS TO CLIMB
🐢🐢Lagoon View|Prime Location|Turtle Hideaway🐢🐢

🐢🐢Lagoon View|Prime Location|Turtle Hideaway🐢🐢

Pensacola Beach
With a stay at this vacation home in Pensacola Beach, you'll be by the sea, a 4-minute walk from Opal Beach and 7 minutes by foot from Pensacola Beach ...
🐢🐢Lagoon View|Prime Location|Turtle Hideaway🐢🐢
200 yds from beach! Garage now available for guest access!

200 yds from beach! Garage now available for guest access!

Gulf Breeze
With a stay at this vacation home in Pensacola Beach, you'll be within a 5-minute walk of Pensacola Beach Beaches and Opal Beach.
200 yds from beach! Garage now available for guest access!
Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly

Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly

Pensacola Beach
Located in Pensacola Beach (Villa Segunda), this vacation home is within a 10-minute walk of Pensacola Beach Beaches and Opal Beach.
Beach Home - Game Room - Private Pool - 5 min walk to beaches - 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 Beach 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 Beach vacation homes are the perfect way for you to wing it.

Holiday houses in Pensacola Beach 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 Beach 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 Beach adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pensacola Beach 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 Beach 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 Beach Holiday Homes essential information

Accommodation
383 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf!, Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand, Beautiful Cozy Beach Cottage, 1 block to beach, west of hotels, easy access, 6 bedroom 5 bathroom Home with Private Pool, Ultimate Family Home. Game Porch! No Stairs! Pets! Heated Pool! Tesla Charger!, Cozy, Modern House-quick walk to the beach! NO STAIRS TO CLIMB, 🐢🐢Lagoon View|Prime Location|Turtle Hideaway🐢🐢, 200 yds from beach! Garage now available for guest access!, Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly

Top trending hotels in Pensacola Beach

Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
With a stay at Surf & Sand Hotel in Pensacola Beach, you'll be 0.5 mi (0.8 km) from Pensacola Beach Gulf Pier and 6.7 mi (10.7 km) from Fort Pickens.
Surf & Sand Hotel
Hampton Inn Pensacola Beach

Hampton Inn Pensacola Beach

2.5 out of 5
2 Via De Luna Drive, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
With a stay at Hampton Inn Pensacola Beach in Pensacola Beach (Plaza Primera), you'll be a 3-minute walk from Pensacola Beach Beaches and 7 minutes by foot from ...
Hampton Inn Pensacola Beach
 The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road, Pensacola Beach, FL
With a stay at The Pensacola Beach Resort in Pensacola Beach (Villa Sabine), you'll be a 3-minute walk from Pensacola Beach Beaches and 11 minutes by foot from ...
The Pensacola Beach Resort
Save an average of 15% on thousands of hotels when you're signed in
Fairfield Inn & Suites by Marriott Pensacola Beach

Fairfield Inn & Suites by Marriott Pensacola Beach

3.5 out of 5
16 Via de Luna Dr, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
When you stay at Fairfield Inn & Suites by Marriott Pensacola Beach in Pensacola Beach, you'll be on the beach, within a 10-minute walk of Pensacola Beach Boardwalk ...
Fairfield Inn & Suites by Marriott Pensacola Beach
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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.