Holiday Homes in Pensacola

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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Holiday Homes in Pensacola

Charming 1-bedroom house in Pensacola close to downtown
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and dishwasher.

Charming 1-bedroom house in Pensacola close to downtown

10.0 out of 10, Exceptional, (1)
"The owner was accessible if needed. The house was very close to the event we attended. Only suggestion, a icemaker or ice trays. We will return and hopefully the rental is available when we do."
Charming 1-bedroom house in Pensacola close to downtown
Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to
Enjoy dining al fresco on the deck surrounded by a serene lawn and mature trees.

Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to

9.4 out of 10, Exceptional, (56)
"In a very good neighborhood "
The price is NZ$606
includes taxes & fees
17 July - 18 July
Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to
"Discover Pelican's Haven: Your Bohemian Retreat Near Pensacola Bay Awaits!"
Stunning two-story residence with a symmetrical facade, featuring a welcoming entrance with a door and potted plants.

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

10.0 out of 10, Exceptional, (2)
"Everything was as advertised. "
The price is NZ$1,598
includes taxes & fees
28 July - 29 July
"Discover Pelican's Haven: Your Bohemian Retreat Near Pensacola Bay Awaits!"
Private Suite in Historic Home
Steps lead to the front door of this charming home, surrounded by lush gardens and a cozy seating area.

Private Suite in Historic Home

9.8 out of 10, Exceptional, (183)
"Amazing stay! Thank you so much. The host is so kind and the place was very relaxing. "
The price is NZ$220
includes taxes & fees
20 July - 21 July
Private Suite in Historic Home
Pool paradise in P'cola!
Enjoy cooking in this well-equipped kitchen with a central island, oven, and stainless steel appliances.

Pool paradise in P'cola!

2.0 star property
8.4 out of 10, Very good, (45)
"Wonderful place to stay, great host. I would recommend. "
The price is NZ$498
includes taxes & fees
4 Aug - 5 Aug
Pool paradise in P'cola!
Spacious 4-bedroom house in enjoyable Pensacola with AC, WiFi
Enjoy meals in the kitchen with a dishwasher and double sink, and dine at the wooden table.

Spacious 4-bedroom house in enjoyable Pensacola with AC, WiFi

2.0 star property
9.6 out of 10, Exceptional, (5)
"10/10 great stay! A few friends and I stayed here over the holiday weekend and the home was the perfect place to stay! Very cozy and had a great kitchen to cook a great dinner! Would definitely stay here again!"
Spacious 4-bedroom house in enjoyable Pensacola with AC, WiFi
Vitamin Sea (Ocean View, w/ Beach Supplies)
Two dogs play on the beach near a wooden pier extending into the calm waters.

Vitamin Sea (Ocean View, w/ Beach Supplies)

9.8 out of 10, Exceptional, (36)
"very nice property, ideal for a short family vacation"
Vitamin Sea (Ocean View, w/ Beach Supplies)
Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand
Walk along the beach pathway, flanked by tall grasses and a fence, to the ocean.

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

10.0 out of 10, Exceptional, (227)
"Family from out of town stayed her for local wedding and it was great. Close to beach and having beach chairs available was awesome. "
Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand
Seascape on Perdido Key, Beach FL and Bay Front home! Waterview Hot Tub
Enjoy stunning ocean views from the spacious balcony of this beachfront house.

Seascape on Perdido Key, Beach FL and Bay Front home! Waterview Hot Tub

9.8 out of 10, Exceptional, (37)
"Was a little surprised that it was a connected duplex rather than one big house but that actually worked out in our favor, As it gave some quiet spaces for people to talk that wasn't chaos around the kids. Absolutely love the location and the Naval Air Museum nearby was awesome when we had a rainy day"
Seascape on Perdido Key, Beach FL and Bay Front home! Waterview Hot Tub
New Updates for 2025 | Gulf Front | Sleeps 20 | Swim Spa | Beach Getaways
Relax on the balcony with a serene ocean view, accessible via a walkway to the beach.

New Updates for 2025 | Gulf Front | Sleeps 20 | Swim Spa | Beach Getaways

7.4 out of 10, Good, (6)
"Family trip including 4 generations to celebrate a graduation. The house is on a beautiful stretch of beach with plenty of room for everyone to have some space."
New Updates for 2025 | Gulf Front | Sleeps 20 | Swim Spa | Beach Getaways
Beach Bungalow
Step out onto the deck and enjoy the serene views from this elevated vantage point.

Beach Bungalow

10.0 out of 10, Exceptional, (77)
"Right on the water and quiet. WiFi would be an added plus. Overall it was great and we REALLY enjoyed it. We hope to go back."
Beach Bungalow
Dog-friendly home with porch near the beach & Blue Angels - snowbirds welcome
Enjoy a serene lakeside picnic amidst lush greenery and mature trees.

Dog-friendly home with porch near the beach & Blue Angels - snowbirds welcome

9.0 out of 10, Wonderful, (11)
"Comfortable beds."
Dog-friendly home with porch near the beach & Blue Angels - snowbirds welcome
Dog-friendly, beachfront dream w/ a wet bar & two furnished balconies
Relax in this stylish living room with a sofa, floor lamp, and sliding glass door leading to a balcony with a wooden deck and beach views.

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

9.4 out of 10, Exceptional, (94)
"This rental is absolutely perfect! Was great for our family spring break trip. The stroller was such a helpful addition for our daily walks. All the beach toys were great for our daughter and not to mention the extremely short walk to the beach. The apartment has so much room! We will definitely be back! "
Dog-friendly, beachfront dream w/ a wet bar & two furnished balconies
New Build w/4 Beach Cruisers | Pet Friendly w/Fenced Yard & Fire Table |Playground |Minutes to Beach
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, oven, microwave, and sink with a modern faucet.

New Build w/4 Beach Cruisers | Pet Friendly w/Fenced Yard & Fire Table |Playground |Minutes to Beach

10.0 out of 10, Exceptional, (38)
"We thoroughly enjoyed our few days staying at Coastal Cottage. The house is just as depicted in the picture’s & description. Short drive to the beach & any essentials you might need. The only thing that could have made it even better would be a screened in porch out back since we always like to dine outside if possible & the presence of flys was a little annoying but we would definitely return & book it again if available. "
New Build w/4 Beach Cruisers | Pet Friendly w/Fenced Yard & Fire Table |Playground |Minutes to Beach
Exclusive 2850 sf Pool Home near Perdido Beaches & NAS, Heated Pool, 2 Masters!
Overlooking a serene beach with a jetty and lush vegetation.

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

10.0 out of 10, Exceptional, (47)
"Very clean, comfortable, and spacious. "
Exclusive 2850 sf Pool Home near Perdido Beaches & NAS, Heated Pool, 2 Masters!
Pensacola Home in Historic East Hill Neighborhood
Enjoy cooking in this kitchen with a central island, oven, and large stovetop.

Pensacola Home in Historic East Hill Neighborhood

8.8 out of 10, Excellent, (41)
"Terrific home in a great Pensacola neighborhood. House and fenced yard were perfect for our stay. Can't wait to come back again."
Pensacola Home in Historic East Hill Neighborhood
NEW LISTING! Turtle Cove At Dory Offers The Classic Beachfront Vacation !
Enjoy cooking in this well-equipped kitchen with a dishwasher, coffee maker, and refrigerator.

NEW LISTING! Turtle Cove At Dory Offers The Classic Beachfront Vacation !

9.2 out of 10, Wonderful, (9)
"Great beach house. Very nice inside and out. Would stay again."
NEW LISTING! Turtle Cove At Dory Offers The Classic Beachfront Vacation !
Secluded Waterfront property on Perdido Bay with a dock and private beach
Overlooking a serene body of water, this deck offers a tranquil retreat surrounded by lush greenery and a majestic tree.

Secluded Waterfront property on Perdido Bay with a dock and private beach

8.8 out of 10, Excellent, (10)
"Secluded, quiet neighborhood. View of the bay is beautiful. Overall highly recommend, very decompressing. "
Secluded Waterfront property on Perdido Bay with a dock and private beach
8 Mi to Pensacola Beach: Home w/ Private Pool
Fridge, microwave, stovetop, coffee/tea maker

8 Mi to Pensacola Beach: Home w/ Private Pool

8 Mi to Pensacola Beach: Home w/ Private Pool
Private Primary Suite | Steps from the Beach | Beach Getaways AV
Enjoy the scenic views of Pensacola Beach from this coastal town, where homes and businesses meet the shore.

Private Primary Suite | Steps from the Beach | Beach Getaways AV

9.0 out of 10, Wonderful, (7)
"We enjoyed our stay. The location was perfect to watch the Blue Angels."
The price is NZ$1,528
includes taxes & fees
21 July - 22 July
Private Primary Suite | Steps from the Beach | Beach Getaways AV
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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