Pensacola Beach Holiday Rentals

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Holiday Rentals in Pensacola Beach

5 Portofino 1106
4.0 star property
8.0 out of 10, Very good, (5)
"Very nice Unit . Definitely would stay again. "
United States
Doug
The price is AU$1,350
includes taxes & fees
8 Nov - 9 Nov
5 Portofino 1106
Remodeled beachside townhome w/ Gulf views and pools - snowbirds welcome
9.0 out of 10, Wonderful, (102)
"Clean, quiet home. Perfect location. Will come back."
United States
Jennifer C.
The price is AU$592
includes taxes & fees
27 Oct - 28 Oct
Remodeled beachside townhome w/ Gulf views and pools - snowbirds welcome
Waterfront condo with WiFi, washer/dryer, pools, fitness room, & beach access
9.0 out of 10, Wonderful, (49)
"The resort and the unit were both beautiful and just a short walk to the beach. We'll definitely stay here again!"
United States
Craig K.
The price is AU$839
includes taxes & fees
28 Oct - 29 Oct
Waterfront condo with WiFi, washer/dryer, pools, fitness room, & beach access
Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!
9.8 out of 10, Exceptional, (69)
"Great location, exceptionally clean. Host provided everything we needed for a great stay!"
United States
Lori B.
The price is AU$451
includes taxes & fees
23 Oct - 24 Oct
Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!
"Sandy Sunsets" | Private Beach & Fishing Pier | My Beach Getaways
9.2 out of 10, Wonderful, (19)
"Great location. We appreciated a comfortable bed to come back to after long days at the beach. "
United States
Kristina G.
The price is AU$880
includes taxes & fees
18 Nov - 19 Nov
"Sandy Sunsets" | Private Beach & Fishing Pier | My Beach Getaways
Stunning beachfront 2/2 condo - Breathtaking views / Private pools!
9.6 out of 10, Exceptional, (45)
"Great stay! Location, pools, beach all wonderful."
United States
John
The price is AU$681
includes taxes & fees
2 Nov - 3 Nov
Stunning beachfront 2/2 condo - Breathtaking views / Private pools!
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!
9.6 out of 10, Exceptional, (351)
"Excellent "
United States
William B.
The price is AU$572
includes taxes & fees
29 Oct - 30 Oct
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!
Oceanfront Condo w/Free WiFi, Central AC, W/D, Shared Hot Tub, Outdoor Pool, Gym
9.0 out of 10, Wonderful, (89)
"Security is great. Nice place "
United States
Kimberly K.
The price is AU$435
includes taxes & fees
27 Oct - 28 Oct
Oceanfront Condo w/Free WiFi, Central AC, W/D, Shared Hot Tub, Outdoor Pool, Gym
Beautiful Sunset Views | South Harbour in Pensacola Beach | My Beach Getaways
9.6 out of 10, Exceptional, (14)
"Had a wonderful stay to relax and rejuvenate!!!"
United States
Joy F.
The price is AU$941
includes taxes & fees
10 Nov - 11 Nov
Beautiful Sunset Views | South Harbour in Pensacola Beach | My Beach Getaways
Enjoy Sunsets at Fully Equipped 2BR Condo at the Beach
10.0 out of 10, Exceptional, (12)
"We have stayed at Regency Towers in the past and it has always been nice and in a great location and beachside ! "
United States
Nicole C.
The price is AU$505
includes taxes & fees
9 Nov - 10 Nov
Enjoy Sunsets at Fully Equipped 2BR Condo at the Beach
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
9.4 out of 10, Exceptional, (168)
"My buddies and I really enjoyed our stay at the condo. Great location, cool unit, and Kim was very helpful. I’d definitely stay there again!"
United States
Joe M.
The price is AU$491
includes taxes & fees
3 Nov - 4 Nov
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
Incredible Gulf Front Condo Onsite Pools, Fitness Center, Dry Sauna
7.2 out of 10, Good, (65)
"Perfect location! Building was great! Check in was super easy."
United States
Cynthia J.
The price is AU$449
includes taxes & fees
25 Oct - 26 Oct
Incredible Gulf Front Condo Onsite Pools, Fitness Center, Dry Sauna
Beachfront condo with balcony, pool, hot tub, AC, & W/D - snowbirds welcome
9.6 out of 10, Exceptional, (50)
"Awesome stay will definitely be returning for another "
United States
Brandy
The price is AU$380
includes taxes & fees
12 Nov - 13 Nov
Beachfront condo with balcony, pool, hot tub, AC, & W/D - snowbirds welcome
Lovely condo with private beach access - pool, private balcony & W/D
9.8 out of 10, Exceptional, (35)
"The apartment is well equipped and literally a 30 second walk to the beach. It's the perfect location, well maintained and I would highly recommend it"
United States
Scott S.
The price is AU$420
includes taxes & fees
23 Oct - 24 Oct
Lovely condo with private beach access - pool, private balcony & W/D
Gorgeous Resort Condo with Gulf Views, Shared Hot Tub, Pools, & Gym
8.6 out of 10, Excellent, (28)
"This was a fantastic condo on a fantastic property, - we will definitely stay again!"
United States
Carrie O.
The price is AU$851
includes taxes & fees
28 Oct - 29 Oct
Gorgeous Resort Condo with Gulf Views, Shared Hot Tub, Pools, & Gym
Gulf-view condo with pool, hot tub, beach access, tennis, balcony, AC, & W/D
3.0 star property
9.6 out of 10, Exceptional, (17)
"Really enjoyed this place. Our German Niece was very impressed."
United States
Stephanie V.
The price is AU$903
includes taxes & fees
23 Oct - 24 Oct
Gulf-view condo with pool, hot tub, beach access, tennis, balcony, AC, & W/D
Seaside Serenity Halloween activities on the beach & in town. Hurry to book now!
9.8 out of 10, Exceptional, (59)
"Nice place, would stay here again in the future "
United States
Preston S.
The price is AU$580
includes taxes & fees
28 Oct - 29 Oct
Seaside Serenity Halloween activities on the beach & in town. Hurry to book now!
Treehouse townhome w/incredible bay views and close shops/restaurant
7.8 out of 10, Good, (48)
"nice place"
United States
Sebastian
The price is AU$605
includes taxes & fees
9 Nov - 10 Nov
Treehouse townhome w/incredible bay views and close shops/restaurant
Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger
9.8 out of 10, Exceptional, (159)
"The property was just as described, it was clean and it had a lot of things for the family to do overall just a very enjoyable location"
United States
Jm H.
Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger
Portofino Pensacola Beach Paradise 2 bedroom 2 1/2 bath dolphin view room
10.0 out of 10, Exceptional, (2)
"The condo and the view was gorgeous! Very comfortable and welcoming. Beautiful decor. Loved our stay. Will be back! "
United States
David h.
The price is AU$678
includes taxes & fees
4 Nov - 5 Nov
Portofino Pensacola Beach Paradise 2 bedroom 2 1/2 bath dolphin view room
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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Find out more about Pensacola Beach

Everything you need to know about Pensacola Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pensacola Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pensacola Beach holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pensacola Beach holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pensacola Beach. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pensacola Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pensacola Beach holiday rentals we have selected for you start as low as AU$614 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pensacola Beach rentals

At Expedia, we put the best Pensacola Beach holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pensacola Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pensacola Beach holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pensacola Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Pensacola Beach?

Yes, there are holiday rentals in Pensacola Beach close to Water Warrior, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Pensacola Beach speak positively about the popular beaches and top-notch restaurants in this destination. You can also check out the live music while you're visiting.

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

WOW Free 4 Pet, Closest to the Gulf Luxury 4 Bed,3Bath 3 Decks Sleeps 14 2200 SF: This highly rated holiday home rental in Pensacola Beach is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. Some other top choices in Pensacola Beach are 1684 Calle Bonita - 3 Bedroom/2.5 Bath Townhome....Just Steps From The Ocean! and Stone Crab Cottage: Directly Across from Gulf, Pet Friendly.

How many holiday rentals are there in Pensacola Beach?

With 474 Expedia holiday rentals, you're guaranteed to find just the right place for your Pensacola Beach stay.

What’s there to see and do in Pensacola Beach?

Casino Beach and Quietwater Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Water Warrior. Other popular places to visit in the area include Navarre Beach and Pensacola Naval Air Station.

What are holiday rentals like in Pensacola Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pensacola Beach. Holiday rentals feature amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips.