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Pensacola Holiday Rentals

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Check prices for these dates

Tonight
16 Jan - 17 Jan
Tomorrow
17 Jan - 18 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Pensacola holiday rentals

Living room

Condo in Pensacola

Beach Colony E10B
3.5 star property
8.8 out of 10, Excellent, (5 reviews)
"Great condo!! We will definitely stay here again! "
United States
Thomas
The price is HK$702
HK$6,044 total
includes taxes & fees
21 Jan - 22 Jan
Beach Colony E10B
Exterior

Aparthotel in Pensacola

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
2.5 star property
9.2 out of 10, Wonderful, (235 reviews)
"Kristen at the desk is always a pleasure "
United States
Marc
The price is HK$889
HK$1,000 total
includes taxes & fees
18 Jan - 19 Jan
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
Interior

Mobile Home in Navy Point

Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.
2.0 star property
9.4 out of 10, Exceptional, (15 reviews)
"Lovely place to stay for a quick getaway. "
United States
Ishmiel
The price is HK$663
HK$1,340 total
includes taxes & fees
23 Jan - 24 Jan
Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.
Sun-loungers, beach towels

Condo in Pensacola Beach

New, update, waterfront condo. Relaxing water sounds and view.
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay! We loved it and the grounds were beautiful! We enjoyed our visit to Pensacola Beach and would stay here again."
United States
Julie B.
The price is HK$807
HK$2,592 total
includes taxes & fees
17 Jan - 18 Jan
New, update, waterfront condo. Relaxing water sounds and view.
Interior

Apartment in Downtown Pensacola

Winter Getaway at the Kelley House | Suite 4
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful place"
United States
Ann M.
The price is HK$444
HK$1,679 total
includes taxes & fees
17 Jan - 18 Jan
Winter Getaway at the Kelley House | Suite 4
Fridge, microwave, stovetop, coffee/tea maker

Apartment in Downtown Pensacola

Cozy tiny home in downtown Pensacola
2.0 star property
9.0 out of 10, Wonderful, (6 reviews)
"Very nice for a couple to stay. Location to all restaurants downtown was great. Short ride to the beach. Highly recommend this place when staying downtown Pensacola. "
United States
chris R.
The price is HK$526
HK$1,450 total
includes taxes & fees
18 Jan - 19 Jan
Cozy tiny home in downtown Pensacola
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cottage in Southeast Pensacola

Charming cottage in Pensacola
2.0 star property
9.6 out of 10, Exceptional, (17 reviews)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
The price is HK$660
HK$1,293 total
includes taxes & fees
18 Jan - 19 Jan
Charming cottage in Pensacola
Fridge, microwave, oven, stovetop

Holiday Home in Pensacola

Private Pool, 5 min from private beach, come relax!
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location for the Blue Angels air show ! Perfect home also "
United States
Kim L.
The price is HK$742
HK$2,886 total
includes taxes & fees
18 Jan - 19 Jan
Private Pool, 5 min from private beach, come relax!
Fridge, microwave, oven, stovetop

Apartment in Downtown Pensacola

Hide-Away: Downtown Pensacola, North Hill Studio
9.0 out of 10, Wonderful, (47 reviews)
"The location on this property is great. Close to all the main attractions and if you’re in too rustic it’s the place for you. Communication with the property management was easy and prompt."
United States
John S.
The price is HK$281
HK$1,002 total
includes taxes & fees
20 Jan - 21 Jan
Hide-Away: Downtown Pensacola, North Hill Studio
Terrace/patio

Cottage in Southeast Pensacola

Charming cottage in fabulous Pensacola just steps from the water with water view
9.6 out of 10, Exceptional, (7 reviews)
"This is a beautiful location on the bay with everything you need nearby very enjoyable and comfortable"
United States
Chelsea H.
The price is HK$499
HK$1,068 total
includes taxes & fees
25 Jan - 26 Jan
Charming cottage in fabulous Pensacola just steps from the water with water view
Outdoor dining

Apartment in Downtown Pensacola

The Kitchen: Cozy Historic Retreat in East Hill Preservation District!
10.0 out of 10, Exceptional, (12 reviews)
"Our short stay in Pensacola was great. It was so easy to have a clean place with a great location to return to each night."
United States
Elizabeth C.
The price is HK$312
HK$1,037 total
includes taxes & fees
11 Feb - 12 Feb
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!
Beach nearby

Holiday Home in South Pensacola

Adorable 2 BR Bungalow Near DT, NAS, Beaches
9.8 out of 10, Exceptional, (23 reviews)
"This cozy home was perfect for my family to enjoy the Hangout summer baseball league. Everything was in close proximity and made for a wonderful stay."
United States
Mike C.
The price is HK$468
HK$1,647 total
includes taxes & fees
20 Jan - 21 Jan
Adorable 2 BR Bungalow Near DT, NAS, Beaches
Beach

Cottage in New Warrington

The Dutch Getaway
9.8 out of 10, Exceptional, (53 reviews)
"It was like stepping into a cozy cottage. You’re surrounded by nature and yet everything you need is very close. The location is great. A big thank you to the host family for sharing their beautiful house."
United States
Denise O.
The price is HK$702
HK$1,611 total
includes taxes & fees
30 Jan - 31 Jan
The Dutch Getaway
Outdoor dining

Cottage in Downtown Pensacola

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
10.0 out of 10, Exceptional, (33 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is HK$499
HK$1,513 total
includes taxes & fees
3 Feb - 4 Feb
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Fridge, microwave, oven, stovetop

Condo in Northwest Pensacola

Centrally located in Pensacola
9.2 out of 10, Wonderful, (50 reviews)
"Quiet and convenient location. Everything was clean when we came in. "
United States
Ashton C.
The price is HK$618
HK$1,596 total
includes taxes & fees
17 Jan - 18 Jan
Centrally located in Pensacola
Outdoor dining

Cottage in Pensacola

The Lemon Zest Cottage (Paws Welcome)
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful stay that is pup friendly"
United States
Laura S.
The price is HK$897
HK$1,921 total
includes taxes & fees
25 Jan - 26 Jan
The Lemon Zest Cottage (Paws Welcome)
Smart TV, DVD player

Condo in Pensacola Beach

Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
9.4 out of 10, Exceptional, (170 reviews)
"Awesome stay"
United States
Russell R.
The price is HK$561
HK$2,249 total
includes taxes & fees
20 Jan - 21 Jan
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
Exterior detail

Holiday Home in Southeast Pensacola

Private Suite in Historic Home
9.6 out of 10, Exceptional, (210 reviews)
"Great place in a good neighborhood. The owners are very nice and never bother you. Well worth staying "
United States
Alan Michael
The price is HK$554
HK$867 total
includes taxes & fees
26 Jan - 27 Jan
Private Suite in Historic Home
Fridge, microwave, oven, stovetop

Cottage in Downtown Pensacola

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
9.0 out of 10, Wonderful, (11 reviews)
"My husband and I enjoyed this super cute cottage for a lovely weekend in Pensacola. It was within walking distance to all our favorite places! Loved the off street parking and the neighborhood was quiet. Will definitely stay here again!"
United States
Jacqueline N.
The price is HK$526
HK$1,450 total
includes taxes & fees
20 Jan - 21 Jan
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Sun-loungers

Condo in Pensacola Beach

Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!
9.8 out of 10, Exceptional, (75 reviews)
"Good location and clean. Nice condo."
United States
Cassandra D.
The price is HK$507
HK$2,128 total
includes taxes & fees
20 Jan - 21 Jan
Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!
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 Hotel Reviews

Comfort Inn Pensacola near NAS Corry Station

Comfort Inn Pensacola near NAS Corry Station

10/10 Excellent
"Nice and clean and freindly"
Monroe 2-night trip
Posted 12 hours ago
Comfort Inn Pensacola near NAS Corry Station

Find out more about Pensacola

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

  • View our selection of featured holiday rentals in Pensacola
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  • Enter your travel dates to view the best deals on holiday rentals in Pensacola while they last

Look no further and take a look at our great range of rental properties in Pensacola!

Frequently asked questions

Can I find a holiday rental in Pensacola?

Yes, there are holiday rentals in Pensacola close to Splash City Adventures, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Pensacola like the popular beaches and great live music this destination is known for. The fascinating museums and acclaimed theatre scene 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?

Gulf-front Perdido Key Condo with Waterfront Pool/Hot Tub and Oceanfront Balcony: This highly rated holiday home rental in Pensacola is located on the beach, and has a balcony, 1 hot tub and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Pensacola are Seascape on Perdido Key, Beach FL and Bay Front home! Waterview Hot Tub and Downtown Cottage.

How many holiday rentals are there in Pensacola?

Choose from 244 Expedia holiday rentals in Pensacola for a memorable holiday.

What’s there to see and do in Pensacola?

Enjoy the outdoors at Johnson Beach and Perdido Key Beach, or simply take in cultural attractions like Saenger Theatre and Historic Pensacola Village. Other places in town to visit include Pensacola Naval Air Station and Pensacola Bay Center.

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.