Pensacola holiday rentals

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Best Pensacola holiday rentals

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£29 - £454£454 - £879£879 - £1,304£1,304 - £1,728£1,728+ per night

Property Types

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Most recommended holiday rentals in Pensacola

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Santa Rosa Dunes 1053 - Pensacola - Beach
Santa Rosa Dunes 1053
Pensacola, FL, United States
9.5Wonderful(1)
House
Parking
Free Wi-Fi
Pool
Air conditioning
£160+
Check availability
Purple Parrot Village - Pensacola
Purple Parrot Village
Pensacola, FL, United States
9.3Wonderful(24)
Apartment
Free Wi-Fi
Air conditioning
£155+
Check availability
Luxury Four Bedroom Home in Golf Community with Exclusive Gulf Front Beach Club - Pensacola - Living room
Luxury Four Bedroom Home in Golf Community with Exclusive Gulf Front Beach Club
Pensacola, FL, United States
10Wonderful(11)
Villa
Free Wi-Fi
Air conditioning
£294+
Check availability
Tristan Towers unit 10A - Pensacola - Dining room
Tristan Towers unit 10A
Pensacola, FL, United States
7.0Good(2)
House
Parking
Free Wi-Fi
Pool
Air conditioning
£206+
Check availability
Dog-Friendly Pensacola Duplex about 7 Mi to Downtown - Pensacola - Living room
Dog-Friendly Pensacola Duplex about 7 Mi to Downtown
Pensacola, FL, United States
9.8Wonderful(6)
Apartment
Free Wi-Fi
Pet-friendly
Air conditioning
£128+
Check availability
Pensacola Studio Bungalow Less Than 1 Mi to Bayview Park! - Pensacola - Living room
Pensacola Studio Bungalow Less Than 1 Mi to Bayview Park!
Pensacola, FL, United States
9.6Wonderful(5)
Apartment
Free Wi-Fi
Air conditioning
£124+
Check availability
The Jesse: Cottage in Historic Downtown Pensacola - Pensacola - Kitchen
The Jesse: Cottage in Historic Downtown Pensacola
Pensacola, FL, United States
9.4Wonderful(18)
Cottage
Free Wi-Fi
Air conditioning
£124+
Check availability
Tropical Therapy 5Cu By Pkrm - Pensacola - Pool
Tropical Therapy 5Cu By Pkrm
Pensacola, FL, United States
8.5Very Good(15)
Condo
Parking
Free Wi-Fi
Pool
Air conditioning
£155+
Check availability
Palacio Unit 805 - Pensacola - Beach
Palacio Unit 805
Pensacola, FL, United States
9.6Wonderful(11)
Condo
Free Wi-Fi
Pool
Air conditioning
£236+
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St Johns Cottage - Pensacola - Living room
St Johns Cottage
Pensacola, FL, United States
8.0Very Good(37)
Cottage
Pet-friendly
Air conditioning
£129+
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Tern Key Realty & Rentals - Pensacola
Tern Key Realty & Rentals
Pensacola, FL, United States
Apartment
Free Wi-Fi
Air conditioning
£176+
Check availability
Bedroom Four minutes from beach - Pensacola
Bedroom Four minutes from beach
Pensacola, FL, United States
8.8Very Good(62)
Homestay
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£39+
Check availability
Kelley House - Pensacola
Kelley House
Pensacola, FL, United States
9.4Wonderful(47)
Apartment
Parking
Free Wi-Fi
Air conditioning
£154+
Check availability
Pensacola Waterfront Retreat - Pensacola
Pensacola Waterfront Retreat
Pensacola, FL, United States
8.8Very Good(16)
Villa
Parking
Free Wi-Fi
Air conditioning
£177+
Check availability
Grand Caribbean Perdido Key 211 East - Pensacola
Grand Caribbean Perdido Key 211 East
Pensacola, FL, United States
8.7Very Good(16)
Apartment
Pool
Air conditioning
£124+
Check availability
Studio with Private Beach on Bayou Grande - Pensacola
Studio with Private Beach on Bayou Grande
Pensacola, FL, United States
9.5Wonderful(32)
Apartment
Parking
Free Wi-Fi
Air conditioning
£129+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Pensacola

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Pensacola with confidence.

Which month has the cheapest vacation rental rates in Pensacola?

Vacation rentals are cheapest in Pensacola in January, with average rates of £97. In comparison, March is the most expensive month, with prices at £313.

What is the cheapest day of the week to book a vacation rental in Pensacola?

Tuesday offers the lowest rates in Pensacola, with an average nightly price of £123. The highest prices are found on Sunday, with average rates at £356.

How early should you book a vacation rental in Pensacola?

Book at least 45 days before your stay begins to get the best price for your Pensacola vacation rental.

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Good to know

Low season

High season

August
October
Cheapest month to stay with an average 44% drop in price.
Most expensive month to stay with an average 22% rise in price.

KAYAK's top tips for finding Pensacola holiday rental deals

  • Beachfront, pool, kitchen/kitchenette, and pet friendly are the most popular holiday rental property amenities in Pensacola
  • Holiday rentals in Pensacola are around 59% more expensive than hotels on average. Search here to compare prices for all accommodation types in Pensacola.
  • The best holiday rental properties in Pensacola are Private Suite in Historic Home (9.6, 119 reviews), Studio with Private Beach on Bayou Grande (9.5, 32), and Downtown Dollhouse (9.5, 20), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Pensacola, you should consider visiting during the low season. The cheapest holiday homes in Pensacola can be found in August and October.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Pensacola for 7 days.

FAQs when booking a holiday home in Pensacola

  • What types of holiday rentals are available in Pensacola?

    There are loads of different property types that you can make your holiday home in Pensacola. You’ll find apartments, campgrounds, caravans, condos, cottages, houses, homestays, hotels, houseboats, lodges and villas.

  • Are there any pet-friendly holiday rentals in Pensacola?

    There are a number of dog and pet-friendly Pensacola holiday rentals, with around 6% allowing you to bring your pet along with you.

  • How much is a holiday rental in Pensacola for tonight?

    In the last 72 hours, users have found Pensacola holiday rentals for tonight for as low as £116. Search here for similar prices

  • How can I find holiday rentals near me in Pensacola?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in Pensacola?

Our map will help you find the perfect place to stay in Pensacola by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Pensacola