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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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  • Come stay at Regency Towers #508 East overlooking Pensacola Beach! This two-bedroom condo offers guests Gulf-front views, coastal furnishings, and so much more.Complex is undergoing various construction projects that are expected to last through May of 2023. Noise will be present and balconies may be off limits. View Property

    Regency Towers #508 East

    $159 - $654 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 2 Full
    • Sleeps: 8
    • Distance To Beach: Beachfront
  • The beach vacation you have been waiting for is at Emerald Isle #1607. Stay gulf front at this beautiful two bedroom vacation condo and enjoy a trip filled with sweet Southern moments!Property will be undergoing roof replacement starting in October with estimated completion in February of 2023. View Property

    Emerald Isle #1607

    $156 - $671 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 2 Full
    • Sleeps: 6
    • Distance To Beach: Beachfront
  • Amazing views of the Santa Rosa Sound in Pensacola Beach await you at Portofino Island Resort #2-1608. Book today and enjoy a vacation unlike any other! View Property

    Portofino Island Resort #2-1608

    $214 - $756 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 2 Full
    • Sleeps: 6
    • Distance To Beach: 5-minute walk (0.15 miles)
  • Gorgeous views await you at Emerald Isle #1708 - a luxurious three bedroom Pensacola Beach vacation rental that sleeps up to eight guests!Property will be undergoing roof replacement starting in October with estimated completion in February of 2023. View Property

    Emerald Isle #1708

    $224 - $915 /Night
      Pensacola Beach, FL
    • Bedrooms: 3
    • Baths: 2 Full
    • Sleeps: 8
    • Distance To Beach: Beachfront
  • 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 - $1,069 /Night
      Pensacola Beach, FL
    • Bedrooms: 3
    • Baths: 2 Full
    • Sleeps: 8
    • Distance To Beach: 60 Yards
  • Find your next escape to the beach at Portofino Island Resort #5-1102. This Pensacola Beach, Florida condo rental features unobstructed views of the Gulf and the Bay in addition to incredible resort amenities. View Property

    Portofino Island Resort #5-1102

    $149 - $756 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 2 Full, 1 Half
    • Sleeps: 6
    • Distance To Beach: 5-minute walk (0.2 miles)
  • Soak up the sun from the balcony of this Gulf-front condo in Pensacola Beach! Enjoy gorgeous views and lavish furnishings when you choose Emerald Isle 905!Property will be undergoing roof replacement starting in October with estimated completion in February of 2023. View Property

    Emerald Isle #905

    $156 - $671 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 2 Full
    • Sleeps: 6
    • Distance To Beach: Beachfront
  • Relax and unwind on the private balcony at Villas on the Gulf C7. Enjoy instant access to the Gulf of Mexico and a community pool at this Pensacola Beach condo rental. View Property

    Villas on the Gulf #C7

    $100 - $534 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 1 Full, 1 Half
    • Sleeps: 6
    • Distance To Beach: 166 yards
  • Almost too beautiful to leave. Emerald Isle has views of the Pensacola Beach you wouldn't want to miss, especially from the comfort of this tasteful vacation rental.Property will be undergoing roof replacement starting in October with estimated completion in February of 2023. View Property

    Emerald Isle #1007

    $156 - $671 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 2 Full
    • Sleeps: 6
    • Distance To Beach: Beachfront
  • Get away to Gulf Winds #302, a gorgeous Gulf front Pensacola Beach vacation rental with dazzling views and a convenient location to boot. View Property

    Gulf Winds #302

    $100 - $580 /Night
      Pensacola Beach, FL
    • Bedrooms: 1
    • Baths: 1 Full
    • Sleeps: 4
    • Distance To Beach: Beach Front
  • Come discover why this Pensacola Beach, Florida vacation condo is a popular getaway spot! Palm Beach Club #213 boasts high-end upgrades and a tremendous view of the pool and tranquil Bay. View Property

    Palm Beach Club #213

    $175 - $584 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 2 Full
    • Sleeps: 6
    • Distance To Beach: 100 Yards
  • Within steps of the sugar white beach of Pensacola Beach, our two bedroom, two bath Boardwalk Townhome #17A boasts a partial view. View Property

    Boardwalk Townhomes #17A

    $107 - $473 /Night
      Pensacola Beach, FL
    • Bedrooms: 2
    • Baths: 2 Full
    • Sleeps: 8
    • Distance To Beach: 130 yards, 1 minute walk