Pensacola vacation rentals

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Best Pensacola vacation rentals

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C$ 75 - C$ 855C$ 855 - C$ 1,636C$ 1,636 - C$ 2,416C$ 2,416 - C$ 3,197C$ 3,197+ per night

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Most recommended vacation rentals in Pensacola

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Santa Rosa Dunes 1053 - Pensacola - Living room
Santa Rosa Dunes 1053
Pensacola, FL, United States
9.5Wonderful(1)
Parking
Free Wi-Fi
Pool
C$ 262+
Check availability
Purple Parrot Village - Pensacola - Bedroom
Purple Parrot Village
Pensacola, FL, United States
9.3Wonderful(24)
Free Wi-Fi
C$ 287+
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Villagio By Perdido Key Resort Mgmt - Pensacola - Building
Villagio By Perdido Key Resort Mgmt
Pensacola, FL, United States
Free Wi-Fi
C$ 311+
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Dog-Friendly Pensacola Duplex about 7 Mi to Downtown - Pensacola
Dog-Friendly Pensacola Duplex about 7 Mi to Downtown
Pensacola, FL, United States
9.8Wonderful(6)
Free Wi-Fi
Pet friendly
C$ 311+
Check availability
Feel the Vibe - Pensacola - Living room
Feel the Vibe
Pensacola, FL, United States
9.2Wonderful(6)
Parking
Free Wi-Fi
C$ 119+
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Tristan Towers unit 10A - Pensacola - Dining room
Tristan Towers unit 10A
Pensacola, FL, United States
7.0Good(2)
Parking
Free Wi-Fi
Pool
C$ 350+
Check availability
Pensacola Studio Bungalow Less Than 1 Mi to Bayview Park! - Pensacola
Pensacola Studio Bungalow Less Than 1 Mi to Bayview Park!
Pensacola, FL, United States
9.5Wonderful(4)
Free Wi-Fi
C$ 225+
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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(10)
Free Wi-Fi
Pool
Spa
C$ 385+
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Tern Key Realty & Rentals - Pensacola
Tern Key Realty & Rentals
Pensacola, FL, United States
Free Wi-Fi
C$ 325+
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Bedroom Four minutes from beach - Pensacola
Bedroom Four minutes from beach
Pensacola, FL, United States
8.6Very good(56)
Parking
Free Wi-Fi
Pet friendly
C$ 95+
Check availability
Grand Caribbean Perdido Key 211 East - Pensacola
Grand Caribbean Perdido Key 211 East
Pensacola, FL, United States
8.6Very good(16)
Pool
Spa
C$ 198+
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Pensacola Waterfront Retreat - Pensacola
Pensacola Waterfront Retreat
Pensacola, FL, United States
9.0Wonderful(15)
Parking
Free Wi-Fi
C$ 297+
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Kelley House - Pensacola
Kelley House
Pensacola, FL, United States
9.4Wonderful(41)
Parking
Free Wi-Fi
C$ 180+
Check availability
Studio with Private Beach on Bayou Grande - Pensacola
Studio with Private Beach on Bayou Grande
Pensacola, FL, United States
9.5Wonderful(32)
Parking
Free Wi-Fi
C$ 228+
Check availability
Fantastic home near the beach and attractions with WiFi and private backyard - Pensacola
Fantastic home near the beach and attractions with WiFi and private backyard
Pensacola, FL, United States
10Wonderful(3)
C$ 440+
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Guest Bedroom at Rainbow's End - Pensacola
Guest Bedroom at Rainbow's End
Pensacola, FL, United States
8.0Very good(7)
Free Wi-Fi
Pool
C$ 75+
Check availability
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?

Vacation rentals are cheapest in Pensacola in December, with average rates of C$ 202. In comparison, April is the most expensive month, with prices at C$ 714.

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

Saturday offers the lowest rates in Pensacola, with an average nightly price of C$ 388. The highest prices are found on Sunday, with average rates at C$ 924.

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.
Find deals

KAYAK's top tips for finding Pensacola holiday rental deals

  • Pet friendly, beachfront, and pool are the most popular vacation rental property amenities in Pensacola
  • Vacation rentals in Pensacola are around 47% more expensive than hotels on average. Search here to compare prices for all accommodation types in Pensacola.
  • The best vacation rental properties in Pensacola are Studio with Private Beach on Bayou Grande (9.5, 32 reviews), Kelley House (9.4, 41), and Purple Parrot Village (9.3, 24), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Pensacola for 8 days.

FAQs when booking a vacation home in Pensacola

  • 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, bungalows, campgrounds, caravans, condos, cottages, houses, homestays, hotels, houseboats, lodges and villas.

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

    There are a number of dog and pet-friendly Pensacola vacation rentals, with around 9% 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 C$ 67. 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 C$ 182 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

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