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Pensacola Holiday Rentals

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Our top choices for Pensacola holiday rentals

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
4.0 star property
Pensacola
9.0 out of 10, Wonderful, (327 reviews)
"Great place to stay, room very clean. Bed was very comfortable. Loved my stay"
United States
Wanda
The price is HK$769
HK$865 total
includes taxes & fees
19 Aug - 20 Aug
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

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

The Kitchen: Cozy Historic Retreat in East Hill Preservation District!
Downtown Pensacola
9.8 out of 10, Exceptional, (18 reviews)
"The property is clean and the air conditioning was very good and the value is very good. Check in and out were easy. "
United States
Derek
The price is HK$289
HK$1,015 total
includes taxes & fees
26 Jul - 27 Jul
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

The Blake: Cottage in Historic Downtown Pensacola

The Blake: Cottage in Historic Downtown Pensacola
Seville Historic District
9.4 out of 10, Exceptional, (42 reviews)
"Perfect size for a couple in an ideal location for people who enjoy a stroll. "
United States
Scott P.
The price is HK$473
HK$1,666 total
includes taxes & fees
26 Jul - 27 Jul
The Blake: Cottage in Historic Downtown Pensacola

Hide-Away: Downtown Pensacola, North Hill Studio

Hide-Away: Downtown Pensacola, North Hill Studio
Downtown Pensacola
9.2 out of 10, Wonderful, (53 reviews)
"Conveniently located in the downtown area close to the beaches, lots of restaurants in the area, clean, very communicative host. 10/10 experience."
United States
D
The price is HK$282
HK$1,007 total
includes taxes & fees
16 Aug - 17 Aug
Hide-Away: Downtown Pensacola, North Hill Studio

Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (30 reviews)
"Great spot right off the Bay bridge to get you quickly to Gulf Breeze and Pensacola beach! Also just minutes away from Palafox St. and downtown dining. Highly recommended and one I plan to re-book next year!"
United States
Nate
The price is HK$808
HK$1,463 total
includes taxes & fees
24 Aug - 25 Aug
Charming cottage in Pensacola

Tropical Zen Garden & Cottage Oasis Bliss!

Tropical Zen Garden & Cottage Oasis Bliss!
Southeast Pensacola
10.0 out of 10, Exceptional, (73 reviews)
"The cottage was wonderful and exactly the relaxation I needed. It was great being so close to all the things I wanted to do!"
United States
Garrett R.
Tropical Zen Garden & Cottage Oasis Bliss!

The Kelley House | Suite 1 - 1st Floor

The Kelley House | Suite 1 - 1st Floor
Downtown Pensacola
10.0 out of 10, Exceptional, (28 reviews)
"Location is awesome - if you live to have fun! (Great place to stay!"
United States
Max L.
The price is HK$714
HK$1,989 total
includes taxes & fees
17 Aug - 18 Aug
The Kelley House | Suite 1 - 1st Floor

Romantic Cottage Guest Suite with Private Boutique Garden / Downtown

Romantic Cottage Guest Suite with Private Boutique Garden / Downtown
Downtown Pensacola
9.6 out of 10, Exceptional, (29 reviews)
"The host thought of amenities that you might need. This was a wonderful place to stay. The private sitting area was nice to sit and enjoy the outdoors. It is a quite neighborhood. It was the perfect location to be able to walk to the Pensacola Bay Center for the concert and hockey game. We highly recommend this suite!"
United States
Lisa D.
Romantic Cottage Guest Suite with Private Boutique Garden / Downtown

Historic Downtown Studio

Historic Downtown Studio
Downtown Pensacola
10.0 out of 10, Exceptional, (13 reviews)
"Always our favorite place to stay in Pensacola! Will definitely be back!!!"
United States
Carmen R.
The price is HK$706
HK$1,524 total
includes taxes & fees
26 Jul - 27 Jul
Historic Downtown Studio

Chill Studio Pensacola Getaway

Chill Studio Pensacola Getaway
South Pensacola
9.4 out of 10, Exceptional, (3 reviews)
"This location was exactly what we were looking for. The host was so nice It was a Well kept property, and the employees were very helpful. We will definitely be staying here again."
United States
Rosaura
The price is HK$823
HK$1,600 total
includes taxes & fees
31 Jul - 1 Aug
Chill Studio Pensacola Getaway

Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (6 reviews)
"Easy to find , quick simple check in , nice hosts ,"
United States
Anonymous traveller
The price is HK$706
HK$1,612 total
includes taxes & fees
23 Aug - 24 Aug
Groovy Cottage in Downtown Pensacola, Pet Friendly

Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

Nurse-ready Rental 2 Mi to UWF Campus & Hospital!
3.0 star property
Pensacola
The price is HK$651
HK$2,621 total
includes taxes & fees
18 Aug - 19 Aug
Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Downtown Pensacola
10.0 out of 10, Exceptional, (41 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is HK$452
HK$1,465 total
includes taxes & fees
26 Jul - 27 Jul
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

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

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Downtown Pensacola
9.2 out of 10, Wonderful, (16 reviews)
"This property is within walking distance to downtown. "
United States
Dee P.
The price is HK$1,059
HK$2,116 total
includes taxes & fees
26 Jul - 27 Jul
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

The Wild Flower

The Wild Flower
Southeast Pensacola
8.2 out of 10, Very good, (26 reviews)
"Good location and value. Will stay again!"
United States
Shonda B.
The price is HK$776
HK$1,295 total
includes taxes & fees
26 Jul - 27 Jul
The Wild Flower

Charming Guest House at Live Oaks on the Bayou

Charming Guest House at Live Oaks on the Bayou
Southeast Pensacola
9.8 out of 10, Exceptional, (48 reviews)
"Enjoyed my stay "
United States
Candace B.
The price is HK$941
HK$1,752 total
includes taxes & fees
13 Aug - 14 Aug
Charming Guest House at Live Oaks on the Bayou

Walk to Palafox Restaurants and Events!Close to Beaches and NAS.

Walk to Palafox Restaurants and Events!Close to Beaches and NAS.
Downtown Pensacola
9.2 out of 10, Wonderful, (14 reviews)
"great place to stay!"
United States
Lydia H.
The price is HK$706
HK$1,768 total
includes taxes & fees
26 Jul - 27 Jul
Walk to Palafox Restaurants and Events!Close to Beaches and NAS.

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

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful, clean and comfortable! Loved our stay and will try to book again soon. "
United States
tracy m.
The price is HK$596
HK$1,180 total
includes taxes & fees
24 Aug - 25 Aug
Charming cottage in fabulous Pensacola just steps from the water with water view

The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (35 reviews)
"Great stay and I plan to be back. Love the place, I could live there."
United States
Edmund D.
The price is HK$518
HK$1,740 total
includes taxes & fees
10 Aug - 11 Aug
The Jesse: Cottage in Historic Downtown Pensacola

Pineapple Paradise: EPH, Close to Downtown, Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!
Southeast Pensacola
9.2 out of 10, Wonderful, (38 reviews)
"Property was perfect for our needs"
United States
Gary
The price is HK$321
HK$1,263 total
includes taxes & fees
12 Aug - 13 Aug
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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Top Pensacola Hotel Reviews

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 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 fascinating museums this destination is known for. The great live music and entertainment choices 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?

Cozy cottage just minutes to downtown Pensacola: This highly rated holiday home rental in Pensacola is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave. Other favourite homes for rent in Pensacola are PRIVATE HEATED POOL, PRIVATE BEACH, PICKLEBALL/TENNIS/BASKETBALL. BOAT DOCK! and "High Tides" | Private Beachfront Home | Upgraded | My Beach Getaways.

How many holiday rentals are there in Pensacola?

Choose from 219 Expedia holiday rentals in Pensacola for a memorable holiday.

What’s there to see and do in Pensacola?

Enjoy the outdoors at Orange Beach Beaches and Johnson 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.