Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Interior
Perdido Bay 4BR Waterfront House WITH A DOCK AND WHITE SANDS IN THE BACKYARD!
10.0 out of 10, Exceptional, (13)
"The kitchen was very well stocked if you're cooking while you're there, everything was clean as long as you don't look under furniture. The stairs can bother you if you have any kind of back or knee problems. The fire pit and grill would've been nice if we could've gotten it to work, the propane tank seemed to have plenty of fuel in it but wouldn't light, we have a lot of experience with propane. There isn't much for kids to do while there, they should add a pool table or something like that for...
Perdido Bay 4BR Waterfront House WITH A DOCK AND WHITE SANDS IN THE BACKYARD!
Smart TV
Beach Retreat in Perdido Key, Florida
10.0 out of 10, Exceptional, (64)
"Property was great as were the host and owner of property. Both host & owner went above & beyond to make our vacation A plus."
Beach Retreat in Perdido Key, Florida
Beach nearby, sun-loungers
Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!
10.0 out of 10, Exceptional, (42)
"Great"
Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!
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Fridge, microwave, oven, stovetop
Beachside Bliss near FL & AL! Roku, Pets, BBQ!
10.0 out of 10, Exceptional, (5)
"Everything was excellent. All the comforts of home were provided. The host truly thought of everything—- well stocked kitchen and baths and comfortable furniture."
The price is NZ$748
per night
20 May - 21 May
Beachside Bliss near FL & AL! Roku, Pets, BBQ!
Aerial view
PRIVATE HEATED POOL, Private Beach, Bay Access w/Boat Dock, & Pickleball!
10.0 out of 10, Exceptional, (99)
"Very awesome house and location. Had a fantastic time!"
PRIVATE HEATED POOL, Private Beach, Bay Access w/Boat Dock, & Pickleball!
On the beach
Beautiful Beachfront Villa | Private Pool
10.0 out of 10, Exceptional, (4)
"We loved our stay at this villa. Our family of 14 stayed and there was so much room! The kids played pool, ping pong and arcade games. The beach was beautiful! It was so nice having a private pool for everyone to gather and play in. The only thing that I would recommend is to put a lock (like a restroom slide lock) on the outdoor shower. With the wind blowing, the shower door opens and closes with a bang that was loud enough for it to wake my aunt downstairs. I called the rental company due...
Beautiful Beachfront Villa | Private Pool
Fridge, microwave, oven, stovetop
Dog-friendly three-level home near the beach with pool access - balconies & AC
10.0 out of 10, Exceptional, (4)
"This place was very nice to stay at! I really enjoyed the area and the vibe that it has! The host was very helpful at accommodating such a large group! We will be staying here again! Thank you!"
Dog-friendly three-level home near the beach with pool access - balconies & AC
Beach nearby, sun-loungers, beach towels
"MEMORY MAKER PERDIDO" 4/3.5. Sleeps 12. Walk to pool. Close to bay and beach.
10.0 out of 10, Exceptional, (24)
"We took an extended family vacation for almost a week - grandparents, parents, and kids ranging from toddler to almost 10 Our only "complaint" was that monitoring the stairs to keep the toddler from climbing up (and maybe falling down) was out of the ordinary for us The house was immaculate, with plenty of space for everyone in our group Close to everything we wanted to do - but in a quiet neighborhood Recommend this location to anyone who can handle stairs"
"MEMORY MAKER PERDIDO" 4/3.5. Sleeps 12. Walk to pool. Close to bay and beach.
Property grounds
Beach Bungalow
9.8 out of 10, Exceptional, (54)
"This was one of the best vacations my family and I have every been on. The private beach was amazing and my pup loved to dig in the sand too! We had a great time catching fish and crab off the dock, seeing the blue angels and also enjoying the beach just a few miles down the road. We can't wait to go back!"
Beach Bungalow
Beach
SPRING BREAK SPECIAL!! Updated Gulf Front Condo! Full Ocean Views!
9.8 out of 10, Exceptional, (114)
"The owner is always responsive and manager (Autumn) is always willing to help. Love this place."
SPRING BREAK SPECIAL!! Updated Gulf Front Condo! Full Ocean Views!
On the beach, sun-loungers, beach towels
PERFECT for families!! Private bay-side beach, Pool, Game Room, all King beds!
9.8 out of 10, Exceptional, (27)
"Exceptional host. Sarah went above and beyond to make our stay comfortable and relaxed. Would highly recommend !"
PERFECT for families!! Private bay-side beach, Pool, Game Room, all King beds!
Exterior
Seascape on Perdido Key, Beach FL and Bay Front home! Heated/Private Pool!
9.8 out of 10, Exceptional, (28)
"This was a celebration with our children and grandchildren. The home was spacious and lovely. The pool was a hit and had many pool toys. It was an easy walk to the beach. We had a wonderful time."
Seascape on Perdido Key, Beach FL and Bay Front home! Heated/Private Pool!
Property grounds
Perfect Family Vacation Spot in Perdido Key! Private beach access and pool.
9.6 out of 10, Exceptional, (66)
"Overall, we had a great time on our trip! The house is a bit more run down than the images show, but it met our needs and the beach was perfect. Our host was responsive to messages and easy going."
Perfect Family Vacation Spot in Perdido Key! Private beach access and pool.
Beach nearby
Luxury NEW build beach style home - 3 minutes from the beach - POOL - sleeps 12!
9.6 out of 10, Exceptional, (15)
"Very nice, clean easy access to grocery, gas, etc. was advertised with a grill so was disappointed that it didn’t have one. Everything was very nice would stay there again."
Luxury NEW build beach style home - 3 minutes from the beach - POOL - sleeps 12!
Fridge, microwave, oven, stovetop
The Dory Is A Gulf Front Treasure Your Family Will Love!
9.6 out of 10, Exceptional, (126)
"The Dory was equipped with everything we needed for a week at the coast, and even with multiple adults, there was plenty of room for everyone relax. A short path led to the beach. Although it wasn’t crowded during our stay, it was nice to see that the area immediately behind the condo is marked off for her guests. Each unit is allowed only two parking spaces, which would likely be more than enough for most families. We had four vehicles to park, so we did have to utilize off-site parking (just a...
The Dory Is A Gulf Front Treasure Your Family Will Love!
Beach
White Sugar Sand Beaches. Free Parking & Internet. Remodeled. Gulf Views.
9.6 out of 10, Exceptional, (193)
"This is the perfect location if you want a quiet beach vacation away from the crowds, but still be close enough to activities and restaurants. The unit is clean, nicely furnished, and a very short walk to the beach. Perfect for a couple or family with 1 or 2 younger children. May be a bit crowded for a family with teens. Highly recommend!"
White Sugar Sand Beaches. Free Parking & Internet. Remodeled. Gulf Views.
Beach
Beachfront - 2 bedrooms for price of one!
9.6 out of 10, Exceptional, (118)
"The property was being repainted when we arrived. The owners where very kind in offering a cancelation or discount because of the inconvenience. Very comfortable stay."
Beachfront - 2 bedrooms for price of one!
On the beach
SPRING BREAK SPECIALS 129/NIGHT Spacious Living, Free WiFi, Lots of Extras!
9.4 out of 10, Exceptional, (74)
"This was my second year staying each time for most of March. Upon arrival discovered the scheduled painting of building was way behind schedule and Autumn was not notified either. She came to property personally and within hours relocatated me to another property n. She even arranged help for me to move my belonging ! I love this unit and have already booked it again 2025. 5 star host and beautiful condo."
SPRING BREAK SPECIALS 129/NIGHT Spacious Living, Free WiFi, Lots of Extras!
Beach nearby
Snowbird-friendly condo near the ocean with patio, outdoor pool, & hot tub
9.4 out of 10, Exceptional, (23)
"We loved staying in this resort as it was small and quiet. Everyone was super friendly. We would stay again."
Snowbird-friendly condo near the ocean with patio, outdoor pool, & hot tub
Living area
New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard!
9.2 out of 10, Wonderful, (10)
"Well equipped, no hot tub as listed. Left suggestion for house keepers on cleaning. Might suggest adding memory foam topper, beds extra firm. Close to everything. My purpose for this trip was Blue Angels home coming..very close for attending. I would stay again."
The price is NZ$654
per night
20 May - 21 May
New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard!
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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.

Other types of properties in Pensacola you may be interested in

Reception
SpringHill Suites Pensacola
2.5 star property
9.2 out of 10, Wonderful, (1004)
"The property was very clean staff very friendly "
The price is NZ$239
per night
19 May - 20 May
SpringHill Suites Pensacola
Lobby sitting area
Country Inn & Suites by Radisson, Pensacola West, FL
2.5 star property
8.6 out of 10, Excellent, (1009)
"Nice place "
The price is NZ$185
per night
19 May - 20 May
Country Inn & Suites by Radisson, Pensacola West, FL
Lobby
Hotel Pensacola
2.5 star property
8.6 out of 10, Excellent, (1076)
"I have stayed in the past and will stay again "
The price is NZ$186
per night
14 May - 15 May
Hotel Pensacola
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pensacola holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pensacola. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pensacola. Seeing all the best attractions is bound to make you fall in love with Pensacola. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pensacola short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Pensacola?

Yes, there are holiday rentals in Pensacola close to Blue Wahoos Ballpark, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Pensacola like the popular beaches and entertainment choices this destination is known for. The fascinating museums and great live music are some other things you might like to check out during your trip.

How many holiday rentals are there in Pensacola?

Choose from 1265 Expedia holiday rentals in Pensacola for a memorable holiday.

What’s there to see and do in Pensacola?

Enjoy the outdoors at Seville Square and Johnson Beach, or simply take in cultural attractions like Saenger Theatre and Historic Pensacola Village. Other places in town to visit include Pensacola Naval Air Station and Pensacola Bay Center.

What’s a holiday rental in Pensacola like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pensacola. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

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