Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Extended Stay

2.5 star property
4.6 out of 10, (255)
"Good people "
The price is AU$110
includes taxes & fees
23 Dec - 24 Dec
Extended Stay

Perfect Family Vacation Spot in Perdido Key! Private beach access and pool.

9.6 out of 10, Exceptional, (73)
"This is the second time we have stayed at this property. We are a family of 7. There was plenty of space for all of us. The loft for the older 2 and then bunk beds for my 3 youngest. The beach is just a short walk. We went each morning and practically had the beach to ourselves. Even in the afternoon the beach isn't crowded. You do have to cross the highway getting to the beach, but there is a crossing light. In the afternoon we used the pool which was nice. It wasn't ever crowed either. We saw...
Perfect Family Vacation Spot in Perdido Key! Private beach access and pool.

Beach Bungalow

10.0 out of 10, Exceptional, (67)
"Great little getaway spot. Close to all you want to do in Pensacola. Definitely recommend "
Beach Bungalow

Perdido Bay 4BR Waterfront House WITH A DOCK AND WHITE SANDS IN THE BACKYARD!

10.0 out of 10, Exceptional, (22)
"We thoroughly enjoyed our stay in this house. It is a lovely setting and we enjoyed the beach behind the house."
Perdido Bay 4BR Waterfront House WITH A DOCK AND WHITE SANDS IN THE BACKYARD!

Updated Gulf Front Condo! Full Ocean Views!

9.8 out of 10, Exceptional, (133)
"The check in process was easy. The apartment decor was great. I love the beachy coastal look. Hats off to whoever decorated the apartment. Comfy bed, plenty of charging outlets. The only things that kept my review from being all 5’s was the cleaners could have done a better job and there was a lot of building exterior that work going on (out of the owner’s control)."
Updated Gulf Front Condo! Full Ocean Views!

Awesome Tiny Home with Stock Tank Pool Near Downtown Pensacola

9.4 out of 10, Exceptional, (29)
" This tiny home is an absolute gem! From the moment we arrived, we felt transported to a peaceful and private retreat. The house is thoughtfully designed, maximizing every inch of space without feeling cramped. It’s surrounded by lush greenery, and the abundance of plants inside gives it a fresh, vibrant vibe. The privacy fence was a huge plus, creating a serene, secluded atmosphere that made us feel like we were in our own little world. We loved sipping coffee on the patio in the mornings and...
Awesome Tiny Home with Stock Tank Pool Near Downtown Pensacola

Beach Retreat in Perdido Key, Florida

10.0 out of 10, Exceptional, (77)
"It is in a great place clean confortable we loved it"
Beach Retreat in Perdido Key, Florida

Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!

10.0 out of 10, Exceptional, (46)
"Loved the property. The backyard is beautiful. Pictures don’t do it justice. Tommy and Jennifer go above and beyond to make sure your stay is pleasant and enjoyable. Pets Chet, Bebe, Benny and Ray add to the charm. Magical and delightful!"
Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!

New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard!

9.2 out of 10, Wonderful, (16)
"The house was nice and clean. Up to date appliances and nice bathrooms "
New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard!

PERFECT for families!! Private bay-side beach, Pool, Game Room, all King beds!

9.8 out of 10, Exceptional, (37)
"We had a wonderful time. So much room at the house for our big family bedrooms were huge, backyard and patio were awesome for morning coffee and afternoon cocktails. Close to beaches, shopping and restaurants. "
PERFECT for families!! Private bay-side beach, Pool, Game Room, all King beds!

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

9.8 out of 10, Exceptional, (32)
"The house was perfect for 3 families with children ranging from 6-17! The lay out of the house was wonderful for accommodating our large party of 13, and having 2 kitchens was super convenient. The location on the bay was peaceful and fun for the kids to play on the kayaks and floating island that were provided. The beach was about a 5-10 minute walk across the street, but feasible with wagons to haul all of our things. The house was in a central location, close to many restaurants and things to...
Seascape on Perdido Key, Beach FL and Bay Front home!

OCEANFRONT PRIVATE BALCONY RIGHT ON THE BEACH

9.4 out of 10, Exceptional, (82)
"The condo was great! The location was amazing. It is right across the street from restaurants and an ice cream shop. Right on the beach! The only complaint we had was the construction going on right outside of our room. It was very loud, and you could not nap during the day if you wanted to. Other than that, everything was wonderful! We would definitely stay in this condo again. "
OCEANFRONT PRIVATE BALCONY RIGHT ON THE BEACH

The Dory Is A Gulf Front Treasure Your Family Will Love!

9.6 out of 10, Exceptional, (133)
"My wife and I have stayed here a number of times with friends. But this year we brought the family. We have 3 grand daughters that love the beach. This property is ideal for the beachgoer. We enjoyed being all together. Thanks for having us."
The Dory Is A Gulf Front Treasure Your Family Will Love!

White Sugar Sand Beaches. Free Parking & Internet. Remodeled. Gulf Views.

9.6 out of 10, Exceptional, (207)
"Wonderful accommodations located in a great setting. I certainly recommend this place."
White Sugar Sand Beaches. Free Parking & Internet. Remodeled. Gulf Views.

PRIVATE HEATED POOL, PRIVATE BEACH, Pickleball, & Boat Dock, & Bay Access!

10.0 out of 10, Exceptional, (107)
"Great location for beach, park, family dinners and exploring."
PRIVATE HEATED POOL, PRIVATE BEACH, Pickleball, & Boat Dock, & Bay Access!

Beautiful Beachfront Villa | Private Pool

10.0 out of 10, Exceptional, (11)
"House is amazing. Great kitchen. Right on the beach. "
Beautiful Beachfront Villa | Private Pool

Snowbird-friendly condo near the ocean with patio, outdoor pool, & hot tub

9.4 out of 10, Exceptional, (29)
"Great location. Comfortable, safe and secure. Proximity to the pool and beach a big plus. The pool is very nice and well maintained."
Snowbird-friendly condo near the ocean with patio, outdoor pool, & hot tub

Gulf Front House | Sleeps 20 | Swim Spa | Beach Getaways

6.8 out of 10, (5)
"Perfect location and great for families with all ages"
The price is AU$2,907
includes taxes & fees
23 Dec - 24 Dec
Gulf Front House | Sleeps 20 | Swim Spa | Beach Getaways

Beachfront - 2 bedrooms for price of one!

9.6 out of 10, Exceptional, (128)
"We enjoyed our stay at this cute little condo. It is perfect for a weekend or short stay. The only thing I would say is the floors really need a deep cleaning and the trim, etc. I know it was at the end of the season so I'm sure that will be done. The HVAC unit sits on the deck and is very loud if if you want to sit out there and relax. The condo was clean. Pool is fantastic and the beach was private. We would stay here again for a weekend."
Beachfront - 2 bedrooms for price of one!

Dog-friendly three-level home near the beach with pool access - balconies & AC

8.6 out of 10, Excellent, (9)
"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
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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Other types of properties in Pensacola you may be interested in

Holiday Inn Pensacola - University Area, an IHG Hotel

3.0 star property
8.8 out of 10, Excellent, (1005)
"Very nice and Rohan was kind"
The price is AU$164
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Pensacola - University Area, an IHG Hotel

Country Inn & Suites by Radisson, Pensacola West, FL

2.5 star property
8.6 out of 10, Excellent, (1078)
"It was comfortable and quite stay."
The price is AU$168
includes taxes & fees
25 Dec - 26 Dec
Country Inn & Suites by Radisson, Pensacola West, FL

Hotel Pensacola

2.5 star property
8.6 out of 10, Excellent, (1038)
"Place was amazing! Smelled so amazing from the entrance to the rooms! It was very nice! "
The price is AU$128
includes taxes & fees
23 Dec - 24 Dec
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.

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 acclaimed theatre scene this destination is known for. The great live music and fascinating museums are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Pensacola has to offer?

Awesome Tiny Home with Stock Tank Pool Near Downtown Pensacola: This highly rated holiday home rental in Pensacola is located in the city centre, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. You can relax into your holiday with a garden and a selection of games. Other favourite homes for rent in Pensacola are Perfect Family Vacation Spot in Perdido Key! Private beach access and pool. and Downtown retreat by the Bay, Bruce Beach, Blue Angels, parade & fish market! .

How many holiday rentals are there in Pensacola?

Choose from 1138 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 Bay Center and Blue Wahoos Ballpark.

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.