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Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Beach Colony E10B

3.5 star property
Pensacola
8.8 out of 10, Excellent, (5)
"Great condo!! We will definitely stay here again! "
United States
Thomas
The price is HK$770
HK$6,106 total
includes taxes & fees
2 Dec - 3 Dec
Beach Colony E10B

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

2.5 star property
Pensacola
9.2 out of 10, Wonderful, (218)
"Great value Enjoyed outside area, grill "
United States
Howard J
The price is HK$809
HK$910 total
includes taxes & fees
30 Nov - 1 Dec
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Charming cottage in fabulous Pensacola just steps from the water with water view

Southeast Pensacola
9.6 out of 10, Exceptional, (7)
"Clean quiet well maintained quarters with easy access to the place and shopping and restaurants close by. "
United States
MIKE K.
The price is HK$498
HK$1,065 total
includes taxes & fees
1 Dec - 2 Dec
Charming cottage in fabulous Pensacola just steps from the water with water view

Cozy Historic Home | Suite 4

Downtown Pensacola
10.0 out of 10, Exceptional, (12)
"Wonderful place"
United States
Ann M.
The price is HK$443
HK$1,698 total
includes taxes & fees
29 Nov - 30 Nov
Cozy Historic Home | Suite 4

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Downtown Pensacola
10.0 out of 10, Exceptional, (33)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is HK$490
HK$1,500 total
includes taxes & fees
30 Nov - 1 Dec
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Adorable 2 BR Bungalow Near DT, NAS, Beaches

South Pensacola
9.8 out of 10, Exceptional, (21)
"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$552
HK$1,762 total
includes taxes & fees
1 Dec - 2 Dec
Adorable 2 BR Bungalow Near DT, NAS, Beaches

The Blake: Cottage in Historic Downtown Pensacola

Seville Historic District
9.4 out of 10, Exceptional, (23)
"Enjoyed our stay"
United States
Dorothy D.
The price is HK$381
HK$1,561 total
includes taxes & fees
3 Dec - 4 Dec
The Blake: Cottage in Historic Downtown Pensacola

The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

Downtown Pensacola
10.0 out of 10, Exceptional, (11)
"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$311
HK$1,034 total
includes taxes & fees
16 Dec - 17 Dec
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

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

Pensacola Beach
9.8 out of 10, Exceptional, (72)
"Check in was easy. Expectations were clear. Location to the pool And to beach access was great. We had a great view from the room and had everything we needed. Would stay again, great value for the price. "
United States
Lory S.
The price is HK$583
HK$2,124 total
includes taxes & fees
1 Dec - 2 Dec
Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!

Hide-Away: Downtown Pensacola, North Hill Studio

Downtown Pensacola
9.0 out of 10, Wonderful, (47)
"Excellent communication. "
United States
Kenneth
Hide-Away: Downtown Pensacola, North Hill Studio

Charming cottage in Pensacola

2.0 star property
Southeast Pensacola
9.4 out of 10, Exceptional, (15)
"Room was clean, great location and Pensacola has so much to offer! There were a few maintenance issues that should be fixed but nothing that impeded our stay! Great spot for dogs, has an enclosed area outside our door!"
United States
Cheryl
The price is HK$658
HK$1,289 total
includes taxes & fees
30 Nov - 1 Dec
Charming cottage in Pensacola

The Dutch Getaway

New Warrington
9.8 out of 10, Exceptional, (51)
"Such a charming little house! The house was very clean and had all the essentials, and the hosts were very nice and responsive. We enjoyed our stay!"
United States
Shelby H.
The price is HK$816
HK$1,753 total
includes taxes & fees
1 Dec - 2 Dec
The Dutch Getaway

Beautiful Beach View on Ground Floor

Pensacola
9.8 out of 10, Exceptional, (41)
"The location is perfect. The ground floor condo allowed for very easy access to the pool and beach. "
United States
Nicole A.
The price is HK$350
HK$1,658 total
includes taxes & fees
28 Nov - 29 Nov
Beautiful Beach View on Ground Floor

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Northeast Pensacola
9.6 out of 10, Exceptional, (21)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
The price is HK$805
HK$1,609 total
includes taxes & fees
2 Dec - 3 Dec
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Beautiful Condo Atop Peg Leg Pete's Oyster Bar

Pensacola Beach
9.8 out of 10, Exceptional, (208)
"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 HK$614
HK$1,992 total
includes taxes & fees
7 Dec - 8 Dec
Beautiful Condo Atop Peg Leg Pete's Oyster Bar

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

Downtown Pensacola
9.0 out of 10, Wonderful, (11)
"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$525
HK$1,446 total
includes taxes & fees
30 Nov - 1 Dec
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

The Jesse: Cottage in Historic Downtown Pensacola

Seville Historic District
9.2 out of 10, Wonderful, (24)
"Great location, real cool old cottage. Quiet neighborhood. Host was very accommodating. "
United States
Anonymous traveller
The price is HK$443
HK$1,638 total
includes taxes & fees
30 Nov - 1 Dec
The Jesse: Cottage in Historic Downtown Pensacola

Centrally located in Pensacola

Northwest Pensacola
9.2 out of 10, Wonderful, (49)
"Quiet and convenient location. Everything was clean when we came in. "
United States
Ashton C.
The price is HK$622
HK$1,607 total
includes taxes & fees
30 Nov - 1 Dec
Centrally located in Pensacola

Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.

2.0 star property
Navy Point
9.4 out of 10, Exceptional, (15)
"Lovely place to stay for a quick getaway. "
United States
Ishmiel
The price is HK$661
HK$1,337 total
includes taxes & fees
1 Dec - 2 Dec
Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.

Pineapple Paradise: EPH, Close to Downtown, Beach!

Southeast Pensacola
9.2 out of 10, Wonderful, (32)
"Property was perfect for our needs"
United States
Gary
The price is HK$311
HK$1,244 total
includes taxes & fees
29 Nov - 30 Nov
Pineapple Paradise: EPH, Close to Downtown, Beach!
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

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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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 Fast Eddies Fun Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Pensacola like the popular beaches and acclaimed theatre scene this destination is known for. The great live music and fascinating museums 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?

Private Suite in Historic Home: This highly rated holiday home rental in Pensacola is on the waterfront, and equipped with air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. Other favourite homes for rent in Pensacola are New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard! and Your Dream Vacation Awaits: A Private Poolside Paradise Near Everything!.

How many holiday rentals are there in Pensacola?

Choose from 1228 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.