Pensacola Beach Holiday Rentals

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Our top choices for Pensacola Beach holiday rentals

Stunning beachfront 2/2 condo - Breathtaking views / Private pools!

Stunning beachfront 2/2 condo - Breathtaking views / Private pools!
Pensacola Beach
9.6 out of 10, Exceptional, (52)
"Great stay! Location, pools, beach all wonderful."
United States
John
The price is NZ$629
includes taxes & fees
3 Jan - 4 Jan 2026
Stunning beachfront 2/2 condo - Breathtaking views / Private pools!

Baywatch H5 | Pensacola Waterfront Condo | Fishing Pier, Kayak, Bikes | Beach Getaways

Baywatch H5 | Pensacola Waterfront Condo | Fishing Pier, Kayak, Bikes | Beach Getaways
Pensacola Beach
9.2 out of 10, Wonderful, (14)
"The stay was nice. "
United States
Adreann L.
The price is NZ$983
includes taxes & fees
1 Jan - 2 Jan 2026
Baywatch H5 | Pensacola Waterfront Condo | Fishing Pier, Kayak, Bikes | Beach Getaways

Beautiful Condo Atop Peg Leg Pete's Oyster Bar

Beautiful Condo Atop Peg Leg Pete's Oyster Bar
Pensacola Beach
9.8 out of 10, Exceptional, (211)
"Quiet apartment with a nice private deck. Priority seating downstairs at the restaurant and everyone was very friendly. We enjoyed our stay!"
United States
Joanna W.
The price is NZ$451
includes taxes & fees
7 Jan - 8 Jan 2026
Beautiful Condo Atop Peg Leg Pete's Oyster Bar

Enjoy Sunsets at Fully Equipped 2BR Condo at the Beach

Enjoy Sunsets at Fully Equipped 2BR Condo at the Beach
Pensacola Beach
10.0 out of 10, Exceptional, (13)
"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 NZ$534
includes taxes & fees
12 Jan - 13 Jan 2026
Enjoy Sunsets at Fully Equipped 2BR Condo at the Beach

Gulf front @ Emerald Ise, Pensacola Beach~HEATED pool!

Gulf front @ Emerald Ise, Pensacola Beach~HEATED pool!
Pensacola Beach
9.6 out of 10, Exceptional, (45)
"Weekend beach trip with friends. Great trip "
United States
Mark B.
The price is NZ$952
includes taxes & fees
2 Jan - 3 Jan 2026
Gulf front @ Emerald Ise, Pensacola Beach~HEATED pool!

Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.

Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
Pensacola Beach
9.4 out of 10, Exceptional, (169)
"Awesome stay"
United States
Russell R.
The price is NZ$479
includes taxes & fees
10 Jan - 11 Jan 2026
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.

Luxe Gulf-View Retreat w/ Firepit & Game Garage – Family Friendly

Luxe Gulf-View Retreat w/ Firepit & Game Garage – Family Friendly
Pensacola Beach
10.0 out of 10, Exceptional, (25)
"The accommodations were splendid and the location was but a short walk to the beach."
United States
John B.
The price is NZ$12,123
includes taxes & fees
5 Jan - 6 Jan 2026
Luxe Gulf-View Retreat w/ Firepit & Game Garage – Family Friendly

South Harbour 3D | Sunset Views | Pensacola Beach | My Beach Getaways

South Harbour 3D | Sunset Views | Pensacola Beach | My Beach Getaways
Pensacola Beach
9.8 out of 10, Exceptional, (16)
"Convenient to the beaches and dining."
United States
Lisa P.
The price is NZ$1,051
includes taxes & fees
5 Jan - 6 Jan 2026
South Harbour 3D | Sunset Views | Pensacola Beach | My Beach Getaways

Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay

Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay
Pensacola Beach
9.8 out of 10, Exceptional, (297)
"Loved the view!!! Amazing spot on the beach. Will stay here again!"
United States
Jennifer M.
The price is NZ$628
includes taxes & fees
2 Jan - 3 Jan 2026
Ocean Front Penthouse Suite Panoramic Views of Gulf,Pensacola Beach,Pier, & Bay

Gorgeous Resort Condo with Gulf Views, Shared Hot Tub, Pools, & Gym

Gorgeous Resort Condo with Gulf Views, Shared Hot Tub, Pools, & Gym
Pensacola Beach
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 NZ$935
includes taxes & fees
5 Jan - 6 Jan 2026
Gorgeous Resort Condo with Gulf Views, Shared Hot Tub, Pools, & Gym

Beachfront condo with balcony, pool, hot tub, AC, & W/D - snowbirds welcome

Beachfront condo with balcony, pool, hot tub, AC, & W/D - snowbirds welcome
Pensacola Beach
9.6 out of 10, Exceptional, (55)
"Awesome stay will definitely be returning for another "
United States
Brandy
The price is NZ$427
includes taxes & fees
20 Jan - 21 Jan 2026
Beachfront condo with balcony, pool, hot tub, AC, & W/D - snowbirds welcome

Newly Renovated|Beach & Pier Access|Sound View

Newly Renovated|Beach & Pier Access|Sound View
Pensacola Beach
9.8 out of 10, Exceptional, (30)
"Perfect"
United States
Byron S.
The price is NZ$621
includes taxes & fees
6 Jan - 7 Jan 2026
Newly Renovated|Beach & Pier Access|Sound View

Amazing Beach & Sunset Views, Free Lazy Days Beach Chairs/Umbrella provided

Amazing Beach & Sunset Views, Free Lazy Days Beach Chairs/Umbrella provided
Pensacola Beach
9.4 out of 10, Exceptional, (230)
"Beautiful sunset "
United States
Carrie T.
The price is NZ$776
includes taxes & fees
5 Jan - 6 Jan 2026
Amazing Beach & Sunset Views, Free Lazy Days Beach Chairs/Umbrella provided

Lovely condo with private beach access - pool, private balcony & W/D

Lovely condo with private beach access - pool, private balcony & W/D
Pensacola Beach
9.8 out of 10, Exceptional, (37)
"The property was perfect for our family of 3. Everything was clean and it's proximity to the beach was amazing! Definitely looking forward to our next stay!"
United States
Michael C.
The price is NZ$463
includes taxes & fees
4 Jan - 5 Jan 2026
Lovely condo with private beach access - pool, private balcony & W/D

Breathtaking Soundfront Condo|Pool & Beach Access!

Breathtaking Soundfront Condo|Pool & Beach Access!
Pensacola Beach
10.0 out of 10, Exceptional, (26)
"Location, location location was a great place to relax. The area is beautiful we watched the blue angels practice from the balcony."
United States
Mike Y.
The price is NZ$606
includes taxes & fees
11 Jan - 12 Jan 2026
Breathtaking Soundfront Condo|Pool & Beach Access!

Gulf-view condo with pool, hot tub, beach access, tennis, balcony, AC, & W/D

Gulf-view condo with pool, hot tub, beach access, tennis, balcony, AC, & W/D
3.0 star property
Pensacola Beach
9.6 out of 10, Exceptional, (18)
"We loved everything about the property!!"
United States
Jean B.
The price is NZ$987
includes taxes & fees
5 Jan - 6 Jan 2026
Gulf-view condo with pool, hot tub, beach access, tennis, balcony, AC, & W/D

Seaside Serenity Holiday decor like no other. Local holiday festival Nov.& Dec.

Seaside Serenity Holiday decor like no other. Local holiday festival Nov.& Dec.
Gulf Breeze
9.8 out of 10, Exceptional, (65)
"We had a wonderful stay. The ocean view was amazing . There were small touches like beach towels and childrens books. The decor was beautiful. "
United States
Jessica M.
The price is NZ$626
includes taxes & fees
11 Jan - 12 Jan 2026
Seaside Serenity Holiday decor like no other. Local holiday festival Nov.& Dec.

1 Portofino 1005

1 Portofino 1005
3.5 star property
Pensacola Beach
7.4 out of 10, Good, (8)
"Expensive for what the place offers. WiFi doesn’t exist on this particular unit, we have to use public WiFi, when I called the front desk, I was advised to reach out to either Expedia or hosteeva since they’re the once I booked with, what a disappointment. Positive feedback, it’s complete with kitchen utensils, pots & pans, clean unit. "
United States
Dale
The price is NZ$1,461
includes taxes & fees
4 Jan - 5 Jan 2026
1 Portofino 1005

Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!

Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!
Pensacola Beach
9.8 out of 10, Exceptional, (73)
"Had a wonderful time. Amazing pool"
United States
Jennifer M.
The price is NZ$477
includes taxes & fees
13 Jan - 14 Jan 2026
Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!

Remodeled beachside townhome w/ Gulf views and pools - snowbirds welcome

Remodeled beachside townhome w/ Gulf views and pools - snowbirds welcome
Pensacola Beach
9.0 out of 10, Wonderful, (104)
"Clean, quiet home. Perfect location. Will come back."
United States
Jennifer C.
The price is NZ$661
includes taxes & fees
11 Jan - 12 Jan 2026
Remodeled beachside townhome w/ Gulf views and pools - snowbirds welcome
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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Top Pensacola Beach Hotel Reviews

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 favorite 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 depends 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 NZ$427 per night. Entering your travel dates in the search wizard you might find 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?

Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand: This highly rated holiday home rental in Pensacola Beach is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Pensacola Beach are Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly and Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly.

How many holiday rentals are there in Pensacola Beach?

With 342 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 Pensacola Naval Air Station and Navarre Beach.

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.