Pensacola Beach Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

5 Bedroom gulffront condo. Chill on the large decks!

Pensacola Beach
The Beach luxury you have been waiting 5 bedroom townhome sits directly on our pristine snow white ...
Condo 5 / 5 / 12

*
Online booking available

$370 - $540
Per Night

$2298 - $3838
Per Week

Great rates for 3 bedroom at Regency Cabanas!

Pensacola Beach
Regency Cabanas town homes are in a gated community on the Gulf of Mexico. This beach condo faces on...
Condo 3 / 2.5 / 10

*
Online booking available

$235 - $318
Per Night

$1398 - $1968
Per Week

Watch the dolphins swim by from your private gulfview bal...

Pensacola Beach
Watch the dolphins swim by from your private gulfview balcony! Villas on the Gulf is the perfect lo...
Condo 2 / 2 / 7

*
Online booking available

$185 - $290
Per Night

$1098 - $1748
Per Week

Great rates for this spectacular condo!

Pensacola Beach
The Regency Towers is a direct Gulf Front property. Beautiful grounds with Tennis Court, canals and ...
Condo 1 / 1 / 4

*
Online booking available

$798 - $1398
Per Week

This gulffront condo is waiting for you!

Pensacola Beach
You have arrived in and enjoy breathtaking views of our gorgeous emerald waters of the Gulf of Mexi...
Condo 1 / 1 / 5

*
Online booking available

$170 - $284
Per Night

$998 - $1851
Per Week

Gulf front with Free Beach Chairs!

Pensacola Beach
You have arrived in and enjoy breathtaking views of our gorgeous emerald waters of the Gulf of Mexi...
Condo 2 / 2 / 6

*
Online booking available

$180 - $427
Per Night

$1198 - $2621
Per Week

Spend a Vacation... Not a Fortune!

Pensacola Beach
You have arrived in and enjoy breathtaking views of our gorgeous emerald waters of the Gulf of Mexi...
Condo 1 / 1 / 5

*
Online booking available

$170 - $300
Per Night

$998 - $1851
Per Week

Located on the sound but a short walk to the Gulf!

Pensacola Beach
This two bedroom condo is perfect for the family with children or couples. The perfect condo is just...
Condo 2 / 1.5 / 5

*
Online booking available

$125 - $241
Per Night

$798 - $1528
Per Week

Condo, 1 Bedroom, 1 Bathroom, Sea Facing

Pensacola Beach
Condo, 1 Bedroom, 1 Bathroom, Sea Facing Unit Description: These one bedroom, one bath condo has a ...
Condo 1 / 1 / 5

*
Online booking available

$239 - $609
Per Night

$1673 - $4263
Per Week

2 Bedroom with view of gulf and pool!

Pensacola Beach
You have arrived in and enjoy breathtaking views of our gorgeous emerald waters of the Gulf of Mexi...
Condo 2 / 2 / 6

*
Online booking available

$180 - $438
Per Night

$1198 - $2621
Per Week

Enjoy Spectacular Gulf Views! Rate includes Portofino Ame...

Pensacola Beach
Enjoy Spectacular Gulf Views! Rate includes Portofino Amenity Fees! The Views of the Gulf of Mexico...
Condo 2 / 2.5 / 6

*
Online booking available

$245 - $440
Per Night

$1498 - $2698
Per Week

Gulffront Condo with free beach chairs!

Pensacola Beach
You have arrived in and enjoy breathtaking views of our gorgeous emerald waters of the Gulf of Mexi...
Condo 2 / 2 / 7

*
Online booking available

$200 - $438
Per Night

$1298 - $2731
Per Week

Gulf front -- 7th floor -- great location! Free amenities!

Pensacola Beach
Emerald Isle is a favorite with new and returning guests alike. Located in the core of the island, a...
Condo 2 / 2 / 7

*
Online booking available

$189 - $390
Per Night

$1198 - $2298
Per Week

Spectacular views from this newly decorated condo!

Pensacola Beach
You have arrived at one of our most gorgeous upscale beach condos. Your view is the Emerald waters o...
Condo 2 / 2 / 7

*
Online booking available

$230 - $328
Per Night

$1298 - $1968
Per Week

Chill on your gulffront balcony!

Pensacola Beach
You have arrived in and enjoy breathtaking views of our gorgeous emerald waters of the Gulf of Mexi...
Condo 1 / 1 / 5

*
Online booking available

$170 - $284
Per Night

$998 - $1851
Per Week

Ground floor condo gets you to the beach quicker!

Pensacola Beach
The Regency Towers is a direct Gulf Front property. Beautiful grounds with Tennis Court, canals and ...
Condo 1 / 1 / 4

*
Online booking available

$130 - $250
Per Night

$798 - $1398
Per Week

One of the few 3 bedrooms at Regency Towers!

Pensacola Beach
The Regency Towers is a popular island vacation property. Located on the Gulf of Mexico with tennis ...
Condo 3 / 2.5 / 10

*
Online booking available

$220 - $450
Per Night

$1298 - $3000
Per Week

Enjoy it all from this condo... including the Gulf-front ...

Pensacola Beach
Enjoy it all from this condo... including the Gulf-front view! The Emerald Isle is a longtime favor...
Condo 2 / 2 / 7

*
Online booking available

$189 - $390
Per Night

$1198 - $2298
Per Week

Spectacular Private Home with Pool

Pensacola Beach
This spacious home has a fenced back yard with a private pool for your enjoyment. Even though ther...
Home 3 / 2 / 9

*
Online booking available

$300 - $520
Per Night

$1800 - $3618
Per Week

Spectacular newly renovated 3 Br condo with panoramic vie...

Pensacola Beach
Spectacular newly renovated 3 Br condo with panoramic views of the Gulf! Happiness starts with a ...
Condo 3 / 2 / 8

*
Online booking available

$300 - $520
Per Night

$1898 - $3508
Per Week

Corner unit with wraparound balcony directly on gulf!

Pensacola Beach
This low rise property is all about relaxing and being on Island time. Tastefully decorated with all...
Condo 2 / 2 / 6

*
Online booking available

$190 - $270
Per Night

$1198 - $1968
Per Week

Best rates at Regency Towers!

Pensacola Beach
The Regency Towers is a popular Gulf Front property. This condo faces the east with limited views of...
Condo 2 / 2 / 6

*
Online booking available

$150 - $255
Per Night

$898 - $1748
Per Week

Great for large gatherings!

Pensacola Beach
Pensacola Beach Island offers you the perfect beach home for the family and reunions. Located on th...
Condo 5 / 4 / 18

*
Online booking available

$2198 - $3728
Per Week

Great 4 BR home with a pool. Perfect spot for a wedding!

Pensacola Beach
The perfect perfect island, this is a magnificent house with two large master bedrooms of which one...
Home 4 / 4 / 13

*
Online booking available

$460 - $800
Per Night

$2598 - $5048
Per Week

Gulfside corner unit just steps from the Gulf of Mexico

Pensacola Beach
This is a spacious corner unit at Starboard Village only one building from the Gulf of Mexico. Enjo...
Condo 2 / 2.5 / 6

*
Online booking available

$200 - $300
Per Night

$1198 - $1898
Per Week

Pensacola Beach Getaway Information

The narrow brick streets, inviting plaza gardens, and architecturally magnificent fountains of Pensacola give the perception that you've been transported to 19th Europe. Pensacola provides historians the opportunity to look back on the city as it was before and just after its conception. The Seville Square Historic District is the site of Pensacola's first permanent Spanish settlement and within the settlement is the Historic Pensacola Village, which includes several museums and the Colonial Archaeological Trail. At Fort Pickens, visitors can take a self-guided tour of this authentic fort that was active during the Civil War and later used as a jail to hold the infamous American Indian chief Geronimo.

The beach itself is immaculate. Like most beaches, snorkeling, boating, fishing, parasailing, water skiing and golf are all in abundance. But unlike most beaches, Pensacola is home to an almost 1,500 foot pier; the longest in the Gulf of Mexico. The pier is a great place to fish, and there are several bait and tackle shops available. Canoeing enthusiasts won't want to miss the beauty of the Blackwater River, one of the most frequented canoeing spots in all of Florida. No matter what your heart desires, you'll find something to satisfy it in Pensacola.

More Getaway Locations and Properties