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Discover this 52 mile stretch of beautiful white sand beaches and the crystal blue-green waters, where history and natural beauty collide creating a perfect vacation destination – Pensacola Beach.

The first visitor to the Pensacola area was Spanish explorer Don Tristan de Luna de Arellano in 1559, marking a vital time in American history. The Pensacola Bay Area celebrated 450 years of history in 2009, making it the oldest settlement in Florida, even older than St. Augustine. Our history is something we are proud of and it creates another dimension to vacationing in Pensacola Beach.

Families, couples and business visitors can enjoy not only the scenic beauty and water activities on our beach, but also the glimpse at the past and history of this charming city.

Begin your stay with a Pensacola Beach Rental. Penscola Beach, FL, part of Santa Rosa Island, is a barrier island which is part of The Gulf Islands National Seashore. Here, beautiful condominiums and charming beach houses offer incredible Gulf views and access to Pensacola Bay. Stay at the beach and enjoy great shopping, dining and exploration without ever having to leave the island. Or, travel into Pensacola, only a short drive away, for more history, festivals and events. Use our Pensacola Guide, as well as our Gulf Coast blog, to find the perfect activities to complete your stay with Southern Vacation Rentals.

There is always something fun to do in Pensacola Beach!

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Pensacola Beach Vacation Rentals

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  • Vacation in luxury at Portofino Island Resort & Spa in Pensacola Beach, one of the most inclusive vacation rental communities along the Gulf Coast. View Property

    Portofino Island Resort

    $128 - $1,868 /Night
      Pensacola Beach, FL
    • Bedrooms: 2 - 3
    • Baths: 2 - 3 Baths
    • Sleeps: 4 - 8
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  • This Downtown Pensacola, FL vacation home offers one bedroom, one full bathroom, and accommodations for 2 guests. Reserve your stay at Cypress St Bungalow today and get ready for an exciting getaway! View Property

    Cypress St Bungalow

    $70 - $404 /Night
      Downtown Pensacola, FL
    • Bedrooms: 1
    • Baths: 1 Full
    • Sleeps: 2
    • Distance To Beach: 14 miles
  • The beach is your backyard when you stay at La Casa FolĂ©! Choose this high-end Pensacola Beach, Florida vacation home, complete with its own private pool, for your next trip to Northwest Florida. View Property

    La Casa Fole'

    $414 - $5,351 /Night
      Pensacola Beach, FL
    • Bedrooms: 4
    • Baths: 3 Full
    • Sleeps: 17
    • Distance To Beach: 50 yards
  • Bring the gang down to Sol Mate in Pensacola Beach. Not only does this home have its own private pool, but it's also pet-friendly as well! View Property

    Sol Mate (Pensacola Beach)

    $201 - $2,321 /Night
      Pensacola Beach, FL
    • Bedrooms: 3
    • Baths: 3 Full
    • Sleeps: 10
    • Distance To Beach: 306 yards
  • Choose to stay at Villas on the Gulf in Pensacola Beach, Florida and enjoy a community pool as well as beach access just a short distance away from your vacation rental. View Property

    Villas on the Gulf

    $97 - $1,300 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 1 - 2 Baths
    • Sleeps: 4 - 8
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  • Unwind on your grand, private balcony and soak up the lovely beach scenery or spend your days with your toes in the sand during your vacation at Sailfish in Pensacola Beach, Florida. View Property

    Sailfish

    $214 - $2,217 /Night
      Pensacola Beach, FL
    • Bedrooms: 3
    • Baths: 2 Full
    • Sleeps: 8
    • Distance To Beach: 60 Yards
  • Spend your vacation near the stunning white sandy beaches of Pensacola Beach and choose Santa Rosa Dunes as your new home away from home. View Property

    Santa Rosa Dunes

    $64 - $1,247 /Night
      Pensacola Beach, FL
    • Bedrooms: 1 - 2
    • Baths: 1 - 2 Baths
    • Sleeps: 4 - 6
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  • The Pearl beach house is just a gem! Just moments away from the bay of the Pensacola Beach, this three bedroom home will have the family wide-eyed with all of the excitement and fun. View Property

    The Pearl

    $133 - $1,326 /Night
      Pensacola Beach, FL
    • Bedrooms: 3
    • Baths: 2 Full
    • Sleeps: 11
    • Distance To Beach: 6-minute walk (0.3 miles)
  • Stay directly on the beach at the Regency Towers on Pensacola Beach and enjoy exciting amenities, including a pool, private beach access and tennis courts. View Property

    Regency Towers

    $114 - $1,940 /Night
      Pensacola Beach, FL
    • Bedrooms: 1 - 3
    • Baths: 1 - 3 Baths
    • Sleeps: 4 - 10
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  • Consider The Iconic Palafox Palace for your next getaway with family or friends. This vacation home in Downtown Pensacola, FL offers five bedrooms, three and a half bathrooms, and accommodations for 10 guests. View Property

    The Iconic Palafox Palace

    $205 - $599 /Night
      Downtown Pensacola, FL
    • Bedrooms: 5
    • Baths: 3 Full, 1 Half
    • Sleeps: 10
    • Distance To Beach: 17 miles
  • This Pensacola Beach, FL vacation home has everything you need for a memorable getaway along the shore. Book your stay at La Casa Deluna and start planning for days on the beach, area adventure, and more. View Property
    New Property!

    La Casa Deluna

    $191 - $2,151 /Night
      Pensacola Beach, FL
    • Bedrooms: 3
    • Baths: 2 Full
    • Sleeps: 9
    • Distance To Beach: 100 yards
  • Located in central Downtown Pensacola near the Pensacola Bay, Blue Wahoos Stadium, and plenty of restaurants and nightlife, Modern Sunshine is the vacation home you've been dreaming of! View Property

    Modern Sunshine

    $110 - $434 /Night
      Downtown Pensacola, FL
    • Bedrooms: 2
    • Baths: 1 Full
    • Sleeps: 4
    • Distance To Beach: 10.2 miles