8190+ Private Villas and Holiday Rentals in Pensacola |
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Pensacola Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Pensacola

Discover more than 8190 vacation rentals available in Pensacola. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Pensacola.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Pensacola, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Pensacola. On average, places to stay near Pensacola offer 1173.2 ft², with nightly prices averaging ZA R6,581.

With Casai, finding and comparing holiday rentals in Pensacola is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Pensacola

Type Count
Vacation Homes 4405
Holiday Apartments 855
Cottages 141
Villas 41

Use these Quick Filters to Find a Holiday Rental in Pensacola

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Pensacola.

Weather in Pensacola, FL

View the weather forecast for Pensacola before booking your Pensacola Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Pensacola, FL

Casai offers a large selection of top attractions around Pensacola . Research things to do on your vacation before you visit Pensacola.


Pensacola Naval Air Station
Pensacola Civic Center
Pensacola Beach Pier
Historic Pensacola Village
Perdido Key Beach
University of West Florida
Saenger Theatre
Gulfarium Marine Adventure Park
Emerald Coast Convention Center
Cordova Mall
Fort Pickens
Sam's Fun City
Portofino Boardwalk
IWTC Corry Station
Pensacola State College
Boardwalk on Okaloosa Island
Johnson Beach
Fort Walton Beach Park
National Museum of Naval Aviation
West Florida Hospital

Other Places to Stay in Pensacola, FL


Santa Rosa Island 3,997 Properties
Pensacola Beach 2,414 Properties
Navarre 2,002 Properties
Navarre Beach 1,583 Properties
Santa Rosa County 334 Properties
Downtown 303 Properties
Gulf Breeze 252 Properties
Northeast Pensacola 225 Properties
Southeast Pensacola 221 Properties
South Pensacola 187 Properties
Toilla Segunda 180 Properties
Northwest Pensacola 167 Properties

Frequently Asked Questions About Pensacola?

What are the top holiday rentals in Pensacola?

With numerous options available in Pensacola, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Pensacola:

How many holiday rentals have private pools in Pensacola?

Discover a selection of holiday rentals with private pools near Pensacola with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Pensacola are best for families?

If you're searching for a family-friendly holiday home in Pensacola, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Pensacola:

How many Casai.co.za holiday rentals are available in Pensacola?

As of 2025, Casai boasts over 8190 properties listed in the Pensacola area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Pensacola.

Nearby Neighborhood (16) 
Neighborhood Property Count
Navarre Beach Vacation Rentals in Pensacola, Florida 1583
Orange Beach East Vacation Rentals in Pensacola, Florida 1227
Downtown Vacation Rentals in Pensacola, Florida 303
Northeast Pensacola Vacation Rentals in Pensacola, Florida 225
Southeast Pensacola Vacation Rentals in Pensacola, Florida 221
Toilla Segunda Vacation Rentals in Pensacola, Florida 180
Northwest Pensacola Vacation Rentals in Pensacola, Florida 167
Villa Sabine Vacation Rentals in Pensacola, Florida 73
Villa Segunda Vacation Rentals in Pensacola, Florida 70
Innerarity Townhomes Vacation Rentals in Pensacola, Florida 39
White Sands Vacation Rentals in Pensacola, Florida 38
Perdido Key Coves One Vacation Rentals in Pensacola, Florida 30
Sugar Beach Vacation Rentals in Pensacola, Florida 29
Navy Point Vacation Rentals in Pensacola, Florida 313
North Northwest Pensacola Vacation Rentals in Pensacola, Florida 170
Seville Historic District Vacation Rentals in Pensacola, Florida 843

People Also Ask

There are 8190 Pensacola, FL Holiday Rentals

Recently Booked Holiday Rentals in Pensacola