Pensacola Beach Holiday Rentals

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Holiday Rentals in Pensacola Beach

Portofino Island Resort

4.0 star property
8.8 out of 10, Excellent, (468)
"Beautiful view "
Portofino Island Resort

Gumbo Bungalow: Private Heated Pool w/ Swim-up Bar, Volleyball, Ping Pong

9.0 out of 10, Wonderful, (94)
"Great house and location. The house was perfect for our large group. "
Gumbo Bungalow: Private Heated Pool w/ Swim-up Bar, Volleyball, Ping Pong

5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf!

9.6 out of 10, Exceptional, (20)
"Great place lots of fun. 5 minute walk to the beach"
The price is NZ$2,251
includes taxes & fees
30 Sept - 1 Oct
5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf!

4 Beds/4Baths ROOFTOP! Gorgeous MODERN 360 degree views STEPS TO THE BEACH!

10.0 out of 10, Exceptional, (3)
"The amenities met all of our needs and more, rendering our stay highly comfortable, roomy and we especially loved the view from the roof top. Given we love cooking, we relished the opportunity to prepare numerous meals in a well equipped kitchen. Highly recommend this beautiful home. "
4 Beds/4Baths ROOFTOP! Gorgeous MODERN 360 degree views STEPS TO THE BEACH!

Panoramic ocean views and watch the dolphins play from your private balcony.

10.0 out of 10, Exceptional, (79)
"The stay was everything we hoped it would be..we just wish we could’ve stayed longer. Really hope to book here again."
Panoramic ocean views and watch the dolphins play from your private balcony.

Emerald Isle by Southern Vacation Rentals

4.0 star property
8.8 out of 10, Excellent, (19)
"We had a great stay the apartment was simply awesome, very clean , the view was spectacular. We would definitely love to come back"
Emerald Isle by Southern Vacation Rentals

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

9.8 out of 10, Exceptional, (64)
"Great location, exceptionally clean. Host provided everything we needed for a great stay!"
The price is NZ$532
includes taxes & fees
21 Oct - 22 Oct
Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!

Beach Club Resort Residence and Spa

4.5 star property
8.2 out of 10, Very good, (118)
"Very well cleaned a very nice location within walking distance to many things. "
Beach Club Resort Residence and Spa

Right ON world’s whitest beach, Pensacola Beach, Florida.

9.4 out of 10, Exceptional, (90)
"The view was amazing ! Property and location were great . The stairs weren’t fun but the view definitely made up for it ! "
Right ON world’s whitest beach, Pensacola Beach, Florida.

Luxurious Gulf Front 3 Bedroom Condo! Pools, Hot Tubs, Restaurant & Many Extras!

10.0 out of 10, Exceptional, (68)
"Beautiful place, great views and well worth the visit!"
Luxurious Gulf Front 3 Bedroom Condo! Pools, Hot Tubs, Restaurant & Many Extras!

Room for everybody! Gulf Front w/ GameRoom!

10.0 out of 10, Exceptional, (55)
"The house was wonderful but the views and beach access was amazing!! Would happily stay there again."
Room for everybody! Gulf Front w/ GameRoom!

6 bedroom 5 bathroom Home with Private Pool

10.0 out of 10, Exceptional, (168)
"This house was great! Great location, quick and easy walk to the beach, had everything we needed, loved the pool. The owner was easy to communicate, it was an overall great stay!"
6 bedroom 5 bathroom Home with Private Pool

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

10.0 out of 10, Exceptional, (232)
"Nice property, easy walk to beach, plenty of room, clean, well stocked with kitchen equipment and dishes."
Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand

Come Enjoy the Cooler Temps and a More Laidback Beach During the Fall!

9.8 out of 10, Exceptional, (260)
"We had a great time staying at the condo! We love the location and the amenities that the host provided. Highly recommended for families with little ones! "
Come Enjoy the Cooler Temps and a More Laidback Beach During the Fall!

Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly

9.8 out of 10, Exceptional, (137)
"Amazing stay, great host, perfect location"
Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly

Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger

9.8 out of 10, Exceptional, (157)
"Trip was perfect. We had 21 people and everyone was comfortable-plenty of room for all of us. House was great -very convenient to get to beach or town for activities. "
The price is NZ$534
includes taxes & fees
19 Oct - 20 Oct
Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger

Regency Towers by Southern Vacation Rentals

3.5 star property
8.2 out of 10, Very good, (23)
"U it was really nice- well furnished- would def stay again"
Regency Towers by Southern Vacation Rentals

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

9.8 out of 10, Exceptional, (44)
"Great stay! Location, pools, beach all wonderful."
The price is NZ$694
includes taxes & fees
30 Sept - 1 Oct
Stunning beachfront 2/2 condo - Breathtaking views / Private pools!

1 BD Pensacola Beach Condo | Regency Towers 406W | My Beach Getaways

8.4 out of 10, Very good, (11)
"Amazing"
The price is NZ$1,058
includes taxes & fees
16 Oct - 17 Oct
1 BD Pensacola Beach Condo | Regency Towers 406W | My Beach Getaways

Check out our many FIVE STAR reviews, our large families love this 4 bedroom

9.6 out of 10, Exceptional, (160)
"We had a wonderful time. We had 8 adults and 2 children. It was just the right size. There are 2 balconies to sit on and the beach toys are in a closet between the two. We loved our time here and booked again for next year!!"
Check out our many FIVE STAR reviews, our large families love this 4 bedroom
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

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$532 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 scenic seaside 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?

Gumbo Bungalow: Private Heated Pool w/ Swim-up Bar, Volleyball, Ping Pong: This highly rated holiday home rental in Pensacola Beach is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other top choices in Pensacola Beach are 5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf! and Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly.

How many holiday rentals are there in Pensacola Beach?

With 477 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.