Pensacola vacation rentals

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Booking Insights
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Best Pensacola vacation rentals

These are the best prices for Jun 15 - 16.
Perdido Sun #514 - Perdido Key
Perdido Sun #514
Perdido Key, FL
6.0Okay(1)
Apartment
$258+
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Santa Rosa Dunes 1053 - Pensacola - Beach
Santa Rosa Dunes 1053
Pensacola, FL
9.5Wonderful(1)
Apartment
$365+
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Grand Caribbean East by Southern Vacation Rentals - Perdido Key - Living room
Grand Caribbean East by Southern Vacation Rentals
Perdido Key, FL
10Wonderful(3)
Apartment
$269+
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Perdido Skye by Southern Vacation Rentals - Perdido Key - Beach
Perdido Skye by Southern Vacation Rentals
Perdido Key, FL
9.1Wonderful(20)
Condo
$292+
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Spinnaker #2A - Perdido Key - Beach
Spinnaker #2A
Perdido Key, FL
8.5Very good(15)
Apartment
$352+
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N. Lost Key Landing 2B - Pensacola - Bedroom
N. Lost Key Landing 2B
Pensacola, FL
9.5Wonderful(4)
Condo
$428+
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Grand Caribbean West by Southern Vacation Rentals - Perdido Key - Balcony
Grand Caribbean West by Southern Vacation Rentals
Perdido Key, FL
Apartment
$264+
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Extended Stay Pensacola - Pensacola
Extended Stay Pensacola
Pensacola, FL
2.4Poor(91)
Apartment
$46+
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Tern Key Realty & Rentals - Pensacola
Tern Key Realty & Rentals
Pensacola, FL
Apartment
$235+
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Palacio Unit 805 - Pensacola
Palacio Unit 805
Pensacola, FL
9.6Wonderful(11)
House
$740+
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Studio with Private Beach on Bayou Grande - Pensacola
Studio with Private Beach on Bayou Grande
Pensacola, FL
9.2Wonderful(33)
Apartment
$183+
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Kelley House - Pensacola
Kelley House
Pensacola, FL
9.3Wonderful(62)
Apartment
$212+
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Pensacola Waterfront Retreat - Pensacola
Pensacola Waterfront Retreat
Pensacola, FL
8.4Very good(18)
Villa
$232+
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Perdido Sun 610 - Perdido Key
Perdido Sun 610
Perdido Key, FL
8.4Very good(48)
Apartment
$289+
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Perdido Sun Resort 912 By Pkrm - Perdido Key
Perdido Sun Resort 912 By Pkrm
Perdido Key, FL
9.5Wonderful(19)
Apartment
$291+
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Bedroom Four minutes from beach - Pensacola
Bedroom Four minutes from beach
Pensacola, FL
8.5Very good(75)
Homestay
$78+
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Booking Insights

KAYAK’s insights for vacation 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?

Based on vacation rental prices in Pensacola found by KAYAK users over the last 12 months.

Vacation rentals are cheapest in Pensacola in February, with average rates of $116. In comparison, January is the most expensive month, with prices at $470.

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

Sunday offers the lowest rates in Pensacola, with an average nightly price of $215. The highest prices are found on Saturday, with average rates at $679.

How early should you book a vacation rental in Pensacola?

Book at least 9 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

Average price (weeknight)

Average price (weekend night)

November
September
$303
$600
Cheapest month to stay with an average 55% drop in price.
Most expensive month to stay with an average 40% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Pensacola vacation rental deals

  • Beachfront, pool, air-conditioned, hot tub, kitchen/kitchenette, pet friendly, and wifi are the most popular vacation rental property amenities in Pensacola
  • Vacation rentals in Pensacola are around 109% cheaper than hotels on average. Search here to compare prices for all accommodation types in Pensacola.
  • The best vacation rental properties in Pensacola are The Jesse: Cottage in Historic Downtown Pensacola (9.4, 21 reviews), Kelley House (9.3, 62), and Welcome to Pineapple House! (9.3, 28), based on ratings and reviews from real travelers.
  • Downtown is the neighborhood in Pensacola with the most affordable vacation rental properties (41 properties with an average price of $249 per night). Hide-Away: Downtown Pensacola, North Hill Studio, Shore Break: Downtown Pensacola, North Hill, and East side cottage10 min to Downtown15 min to NAS20 min to Pensacola Beach are the most popular rental properties in Downtown.
  • If you’re looking for a cheap vacation rental in Pensacola, you should consider visiting during the low season. The cheapest vacation homes in Pensacola can be found in November and August.
  • The cheapest night for renting a vacation home in Pensacola is Sunday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Pensacola for 4 days.

FAQs when booking a vacation home in Pensacola

  • How much is a vacation rental for a week in Pensacola?

    The average price for a weekly Pensacola vacation rental found by KAYAK users in the last 2 weeks is $2,366.

  • How much is a vacation rental for a month in Pensacola?

    The average price for a monthly Pensacola vacation rental found by KAYAK users in the last 2 weeks is $10,142.

  • What types of vacation rentals are available in Pensacola?

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

  • What are some of the most-loved vacation rentals available in Pensacola?

    There are many types of properties available for Pensacola vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Extended Stay Pensacola and Purple Parrot Village.

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

    There are a number of dog and pet-friendly Pensacola vacation rentals, with around 8% allowing you to bring your pet along with you.

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

    In the last 72 hours, users have found Pensacola vacation rentals for tonight for as low as $108. Search here for similar prices

  • How much is a vacation rental in Pensacola for this weekend?

    In the last 72 hours, users have found Pensacola vacation rentals for this weekend for as low as $219 per night. Search here for similar prices

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

    Take a look at our vacation rentals map to find the best vacation 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 vacation rental.

Everything you need to know for your stay in Pensacola