South Pensacola holiday lettings
We found 353 holiday rentals — enter your dates for availability
Select from 90 homes, 24 cottages and other holiday rentals in South Pensacola to find one that's perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – South Pensacola
Showing deals for:27 Nov - 4 Dec

Exceptional
(51 reviews)
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola
£936
for 7 nights, 1 cottage
£134 per night
includes taxes & fees

Exceptional
(38 reviews)
Renovated Bungalow near Downtown Pensacola with King Bed!
Pensacola
£879
for 7 nights, 1 home
£126 per night
includes taxes & fees

Exceptional
(47 reviews)
Pet Friendly 2/1.5 in the Heart of Historic Pensacola
Pensacola
£1,169
for 7 nights, 1 home
£167 per night
includes taxes & fees

Wonderful
(16 reviews)
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Pensacola
£1,020
for 7 nights, 1 cottage
£146 per night
includes taxes & fees

Excellent
(7 reviews)
Cozy tiny home in downtown Pensacola
Pensacola
£1,020
for 7 nights, 1 apartment
£146 per night
includes taxes & fees

Excellent
(29 reviews)
Spacious 4-bedroom house in enjoyable Pensacola with AC, WiFi
Pensacola
£1,180
for 7 nights, 1 home
£169 per night
includes taxes & fees

Wonderful
(14 reviews)
Amazing Loft in Historic Waterworks Building, near Downtown Pensacola
Pensacola
£1,868
for 7 nights, 1 apartment
£267 per night
includes taxes & fees

Wonderful
(6 reviews)
Welcome to Parrot Perch. Large & Comfortable Studio
Pensacola
£489
for 7 nights, 1 home
£70 per night
includes taxes & fees

Exceptional
(83 reviews)
BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water
Pensacola
£2,245
for 7 nights, 1 home
£321 per night
includes taxes & fees

Exceptional
(64 reviews)
Cute, Peaceful Home, Centrally Located in West Pensacola
Pensacola
£912
for 7 nights, 1 home
£130 per night
includes taxes & fees

Exceptional
(13 reviews)
The Pensacola Retreat- Luxurious, Pet-friendly home
Pensacola
£1,215
for 7 nights, 1 home
£174 per night
includes taxes & fees
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Seabird Shack: Dog Friendly, Downtown Pensacola!
Sleeps 6 · 3 bedrooms · 1 bathroom

Luna Bungalow | New Orleans Soul Meets Gulf Coast Charm in Historic Pensacola
Sleeps 6 · 3 bedrooms · 2 bathrooms


