Search Holiday Rentals in Pensacola Beach

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Our top choices for Pensacola Beach holiday rentals

Condo in Pensacola Beach

1 Portofino 1005
3.5 star property
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 ฿4,086
฿27,265 total
includes taxes & fees
4 Jan - 5 Jan 2026
1 Portofino 1005

Condo in Pensacola Beach

2 Portofino 1602
4.0 star property
The price is ฿7,723
฿31,357 total
includes taxes & fees
31 Dec - 1 Jan 2026
2 Portofino 1602

Condo 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 ฿3,961
฿27,124 total
includes taxes & fees
25 Dec - 26 Dec
5 Portofino 1106

Apartment in Okaloosa Island

2 BR Condo w/ Shared Pool & Beach Access
3.0 star property
The price is ฿2,607
฿12,276 total
includes taxes & fees
24 Dec - 25 Dec
2 BR Condo w/ Shared Pool & Beach Access
2.0 star property
9.4 out of 10, Exceptional, (343)
"The cabin were very nice and well kept, the campground was clean, quit and very friendly, the pier is in walking distance and quite to enjoy the water "
United States
Machia
Navarre Beach Camping Resort
10.0 out of 10, Exceptional, (1)
The price is ฿7,952
฿19,065 total
includes taxes & fees
31 Dec - 1 Jan 2026
Recently renovated 2 bedroom Short walk to the beach Condo by RedAwning
2.5 star property
9.2 out of 10, Wonderful, (226)
"The rooms were huge, the bed and pillows were comfortable, the full kitchen was really handy, parking was easy, the location is really convenient to lots of places, and check in was friendly and helpful. I would definitely stay here again. "
United States
Lisa Edmonson
The price is ฿3,266
฿3,675 total
includes taxes & fees
15 Jan - 16 Jan 2026
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Holiday Home in Gulf Breeze

Luxury House - 4B Fire-pit Boating Beach
Luxury House - 4B Fire-pit Boating Beach

Condo in Pensacola

Beach Colony E10B
3.5 star property
8.8 out of 10, Excellent, (5)
"Great condo!! We will definitely stay here again! "
United States
Thomas
The price is ฿3,109
฿24,663 total
includes taxes & fees
1 Jan - 2 Jan 2026
Beach Colony E10B

Condo in Orange Beach

Summer House 406B
4.0 star property
Summer House 406B

Condo in Orange Beach

Seaside Beach & Racquet 4912
4.0 star property
Seaside Beach & Racquet 4912

Condo in Orange Beach

Pelican Pointe by Hosteeva
4.0 star property
Pelican Pointe by Hosteeva

Condo in Orange Beach

Phoenix V 1210
4.0 star property
The price is ฿4,711
฿15,812 total
includes taxes & fees
26 Dec - 27 Dec
Phoenix V 1210
3.0 star property
The price is ฿3,800
฿16,013 total
includes taxes & fees
27 Dec - 28 Dec
8 Mi to Beach: Home in Mary Esther

Condo in Orange Beach

Tradewinds 603
4.0 star property
Tradewinds 603
Surf Dweller 610 is a Stunning Gulf Front 2 BR - sleep 6 by RedAwning

Holiday Home in South Pensacola

North Hill Cottage
3.5 star property
The price is ฿6,381
฿12,483 total
includes taxes & fees
24 Dec - 25 Dec
North Hill Cottage
2.0 star property
6.0 out of 10, (1)
The price is ฿2,463
฿10,693 total
includes taxes & fees
22 Dec - 23 Dec
See Ya At Seaside - The Affordable Vacay

Condo in Orange Beach

Pelican Pointe 1203
4.0 star property
Pelican Pointe 1203

Condo in Orange Beach

Phoenix East 1403
4.0 star property
Phoenix East 1403
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

Search for holiday rentals in Pensacola Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Pensacola Beach using one of the methods below:

  • View our selection of featured holiday rentals in Pensacola Beach
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Look no further and take a look at our great range of rental properties in Pensacola Beach!

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.

How many holiday rentals are there in Pensacola Beach?

With 341 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.