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Pensacola Beach Vacation Rentals with Private Pool

(38 rentals)
Pensacola Beach House
Sleeps 12, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

ATTENTION Winter Guests! Call us today for reduced monthly "snowbird" rates!Discover your dream getaway at "Sunny Daze" our stunning multi-story home that perfectly combines sophistication, relaxation, and coastal charm. Nestled just steps away from Avenida 17, a pristine public ...

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$335
avg per night
Pensacola Beach Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This Spacious 2-Level, 2-Bedroom, Condo is located in a 14-Acre PRIVATE RESORT on a Beautiful Island with direct access to both (2) Gulf Beaches, Great Water Views, Huge Olympic-Size Pool, 2 1/2 Baths, Sleeper Sofa, Private Fishing Pier, Parking directly in front of Townhome, Easy On/Off Island Access, ...

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Featured review

"Nice Stay"

We enjoyed our stay and the beautiful sunsets. The location is great with a view of the sound. Gulf is a short walk or drive away. Restaurants close by are fantastic. The pictures are a true indicator of ...

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$251
avg per night
Pensacola Beach House
Sleeps 18, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Incredible! Tuscan Sun is an ultra-luxury beach home that has raised the bar for vacation rentals. Located at 301 Ariola Drive, Pensacola Beach, this stunning new home debuted in the summer of 2023 and has already received nothing but 5-star reviews! Gulf Coast Getaways is proud to present this breathtaking ...

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$1,039
avg per night
Pensacola Beach House
Sleeps 12, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Signature Amenities of Sandcastle:* Direct Gulf-Front Location with 4 Private Balconies* 3,000+ Sq. Ft of Designer Living Space + 6-Car Garage* Viking Chef’s Kitchen with Double Ovens, Ice Maker, and Warming Drawer* Luxury Spa-Style Master Suite with Soaking Tub + Steam Room* ...

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Featured review

"Beautiful"

This townhouse was outstanding. Huge kitchen, double balconies. The layout was perfect, the garage leading out to the beach was so handy.

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$632
avg per night
Pensacola Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of @:* Gulf-View Balcony + Direct Beach Access* Newly Renovated with Coastal Décor + Vaulted Ceilings* Sonos Sound System + 65” Smart TV* Workstation with Desk + Monitor for Remote Work* Peloton Bike for At-Home Workouts* Fully Equipped Kitchen ...

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$278
avg per night

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Pensacola Beach House
Sleeps 30, 8 bedrooms, 10 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of This Luxe Gulf-View Estate:* Rooftop Deck with Gulf Views + Game Room* Private 36-Foot Pool + Optional Heat* Elevator Access to All Floors* Gourmet Kitchen with Double Refrigerators* Two Living Rooms + Two Laundry Rooms* Professionally Designed Interiors* ...

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$1,294
avg per night
Pensacola Beach House
Sleeps 16, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This family- and kid-friendly beach home is a fantastic choice for your next vacation! It features a beautiful pool with a spacious lounging area. The charm and character of this home are rarely found on Pensacola Beach. So much thought was put into the details that you would never guess it wasn't ...

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Featured review

"Great group vacation home"

This house was perfect! I came here for spring break. A minute walk to the beach, 5 minute drive to the boardwalk, and the house was so comfortable! Not cramped at all, even with 14 adults. If I plan on ...

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$688
avg per night
Pensacola Beach House
Sleeps 25, 7 bedrooms, 5.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located on the highly sought-after Ariola Drive, this fully renovated seven-bedroom beach house is the perfect retreat for families and large groups. Professionally designed to reflect the colors and textures of the Gulf Coast, the home blends modern updates with the charm of a classic beach bungalow. ...

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Featured review

"Beautiful and Spacious for our family!"

We love the decor! We have enough room for the whole family and we where right across the beach! The concierge text was always at our service! My favorite vacation home!

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$798
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of This Luxe Coastal Estate:* Gulf-View Luxury Home – Sleeps 25* Private Pool with Sundeck + Outdoor Shower* Elevator Access from Ground to 3rd Floor* Designer Interiors with Upscale Furnishings* Chef’s Kitchen + Indoor & Outdoor Dining* ...

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Featured review

"Family vacation"

This house was AWESOME! Debbie was great. We got lost in find the house and she came out and helped find it, helped us in and let me know to contact her if we needed anything else. The house had everything ...

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$952
avg per night
Pensacola Beach House
Sleeps 16, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Signature Amenities of this Private Gulf Retreat:* Gulf-View Luxury Home – Sleeps 20* One of the Largest Private Pools on Pensacola Beach* Rooftop Deck with 360° Views + Hot Tub Access* Chef’s Kitchen with Oversized Island + Double Refrigerators* Soaring Ceilings + ...

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$770
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 6.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Everything about this house is outstanding. Located on the coveted Ariola Drive in Pensacola Beach, "The Great Escape" is in one of the most sought-after areas.The Great Escape is perfectly situated across from the Gulf of Mexico. Guests can enjoy beautiful water views from the front deck ...

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Featured review

"Great Location"

This house was perfect for our multi-family beach vacation. We had plenty of room and privacy. The beach was just across the street and a decent size pool in the backyard. The kitchen had all the basics ...

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$1,126
avg per night
Pensacola Beach House
Sleeps 26, 7 bedrooms, 6.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of This Luxury Estate:* Direct Beach Access + Expansive Gulf-Facing Decks* Private Pool with Sand Play Area, Lounge Seating + Gas Grill* Gourmet Chef’s Kitchen with Viking Appliances + 8-Burner Gas Stove* 2 Spacious Living Areas + Upstairs Wet Bar + Bonus Lounge ...

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Featured review

"Great place to stay"

This house was clean and equipped with everything you need in the kitchen. The community was very friendly. It was a short walk to the beach. It has taken us longer to get to the beach staying in a condo ...

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$1,073
avg per night
Pensacola Beach House
Sleeps 30, 6 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Signature Amenities of Palm Palace:* Brand-New Ground Floor Game Room + Living Space (Added 2025)* Private Pool with Optional Heat + Polywood Lounge Seating* Chef’s Designer Kitchen + Spacious Open Living Area* Elevator Access to All Living Levels* Just a 3-Minute Walk to the ...

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$773
avg per night
New
Pensacola Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Special Offer for Extended Stays (Nov-Feb):Enjoy automatic discounts on stays of 28-30 days for the months of November through February! The longer you stay, the more you save—no need for extra codes or hassle. Book now to take advantage of our special extended-stay pricing and experience the ...

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$195
avg per night
Pensacola Beach House
Sleeps 24, 7 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This home is bright, airy, and spacious, making it perfect for large groups. Beautifully decorated in coastal colors, it includes everything you need for a fantastic beach vacation.The main floor's great room features an open-concept living, dining, and kitchen area that is both stylish and comfortable. ...

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$840
avg per night
Pensacola Beach House
Sleeps 14, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Signature Amenities of Surf and City:* Sleek Modern Design with Gulf and Island Views* Balcony Pool Overlooking Beach and Commercial District* Elevator Access to All Levels* Game Room with Pool Table and Built-In Bunks* High-End Kitchen with Stainless Steel Appliances* Walkable ...

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$732
avg per night
Pensacola Beach House
Sleeps 20, 6 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Signature Amenities of this Luxury Home:* Gulf + Sound Views from Rooftop Deck* Private Heated Pool with Lounge Deck* Chef’s Kitchen + Butler’s Pantry with Beverage Station* Screened Outdoor Living Room with Fireplace* Game Room with Ping Pong, Foosball + Cornhole* ...

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$907
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of This Spacious Gulf Retreat:* Ariola Drive Location with Unrestricted Gulf Views* Steps to Beach Access – Just Across the Driveway* Private Pool with Optional Heat ($80/day)* Expansive Gulf-Side Deck with Dining + Lounge Space* Two Living Areas – Perfect ...

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Featured review

"Turkey Trip 2021"

This whole process was easy and stress free, the house was beautiful and spacious a short walk to the beach me and my family took advantage of every inch the property and the area we will definitely be ...

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$842
avg per night
Pensacola Beach House
Sleeps 22, 7 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Signature Amenities of This Spacious Coastal Home:* Prime Location on Ariola Drive - Steps to the Gulf* Private Pool + Expansive Deck with Outdoor Dining + Loungers* 7 Bedrooms + Bunk Room - Sleeps Large Families and Groups* Gulf Views from Oversized Covered Porch + Deck* Cowley Park ...

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Featured review

"911 Ariola on Pensacola Beach"

This 7br was prefect for our family of 14 over Thanksgiving. The 2 refrigerators and 2 dishwashers in the kitchen helped me feed our group. The kitchen is well stocked with ample pots, pans, dishes, cups, ...

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$897
avg per night
Pensacola Beach House
Sleeps 26, 7 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

** New Addition! The owners have added an awesome new ground floor living space, bathroom, game area, and sleeping area as of March 2025. Please take a look at the pictures. This common space has 2 couch sitting areas, 2 large smart flat screen TV's, ping pong table, foosball table, kitchenette, ...

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$703
avg per night
Pensacola Beach House
Sleeps 23, 6 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

New photos in! The complete renovation, upgrades, and professional decor are done! Such a gorgeous house, with so many great entertainment features!Any events (including weddings, parties, reunions, etc.) must be authorized by Gulf Coast Getaways as well as the Island Authority. Please message us ...

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$776
avg per night
Pensacola Beach House
Sleeps 22, 6 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Signature Amenities of This Resort-Style Home:* Unobstructed Gulf Views - Steps to County Beach Access* Private Lagoon-Style Pool + Tiki Bar + Lounge Seating* Game Room with Pool Table, Ping Pong, Foosball and Basketball Game* 6 Bedrooms + Bonus Loft Area - Sleeps Large Groups Comfortably* ...

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Featured review

"Anne's Island Girl"

The location was great. Beach right across the street. The house was beautiful and had everything you needed. We loved hanging out in the pool. We enjoyed the house. we'll visit again. Thank you for a ...

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$913
avg per night
Pensacola Beach House
Sleeps 30, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

Signature Amenities of this Beachfront Stunner:* Direct Beachfront with Private Walkway* Oversized Gulf-Front Decks + Panoramic Gulf & Sound Views* Private Swim Spa Overlooking the Water* Luxury Chef’s Kitchen + Executive Design Throughout* Game Room with Pool Table, ...

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$1,432
avg per night
Pensacola Beach Condo
Sleeps 8, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Signature Amenities of This Premier Condo:* Gulf-Front Condo with Stunning 180° Views* Fully Renovated Kitchen + Professionally Designed Coastal Interiors* Closest Access to the Beach + Trolley to Resort Amenities* Private Balcony with Seating for Gulf Sunrises and Sunsets* 2 ...

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$420
avg per night
Pensacola Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

Signature Amenities of This Updated Beach Retreat:* Direct Gulf-Front Condo with Panoramic Water Views* Includes Beach Chair Service (2 Chairs + Umbrella, Mar-Oct)* 4 Additional Beach Chairs + 2 Umbrellas in Unit for Guest Use* Fully Renovated with Stylish Coastal Décor (Updated ...

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Featured review

"Dunes"

The condo and location were beautiful. We chose Sabine Bay as opposed to the gulf and were pleased with our selection. Several items could have been better: Outside lock information was poorly explained ...

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$294
avg per night
Pensacola Beach House
Sleeps 15, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

New Updates for 2025: New pool loungers, new balcony furniture off primary bedroom, outdoor dining table off kitchen, top floor balcony sectional, and rooftop area with new chairs!!Welcome to your dream beach getaway at Paradise Palms! Nestled in the heart of Pensacola Beach, our stunning 5 BD | 6 ...

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$605
avg per night
Pensacola Beach House
Sleeps 29, 7 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the ...

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$2,157
avg per night
Pensacola Beach House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach HomesPlease note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the ...

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$590
avg per night
Pensacola Beach House
Sleeps 18, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach HomesPlease note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the ...

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$970
avg per night
Pensacola Beach House
Sleeps 12, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the ...

View all property information

$483
avg per night
Pensacola Beach House
Sleeps 21, 5 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the ...

View all property information

$731
avg per night
Pensacola Beach House
Sleeps 18, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you ...

View all property information

$1,291
avg per night
Pensacola Beach House
Sleeps 17, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you ...

View all property information

$828
avg per night
Pensacola Beach House
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach HomesPlease note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the ...

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Featured review

"Perfect!"

This condo has it all! Absolutely beautiful place and perfect location. The condo was well stocked with everything we needed. We will definitely stay here again.

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$479
avg per night
Pensacola Beach House
Sleeps 25, 6 bedrooms, 6 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach HomesPlease note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the ...

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Featured review

"Family Reunion"

This home was an excellent place for us to gather together for a week. We met up with most of our kids and grandkids. The home was very well stocked for our group of nineteen. Each family had their own ...

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$1,311
avg per night
Pensacola Beach House
Sleeps 17, 6 bedrooms, 4.5 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

WOW !!! NEW CONSTRUCTION and what a view of the Gulf. 703 Ariola Dr is a 6 BR, 4.5 BA beach house with private courtyard, pool (extra fee for heated), grill located on Pensacola Beach - a 40 mile barrier island on the Gulf Coast, known for its pristine white sand and also home to famed U.S Blue Angels. ...

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Featured review

"Very pretty house"

It was a little longer of a walk to the beach than I expected, but the house was spacious and pretty. Everyone had a great time. The elevator was a game changer. Highly recommend

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$1,002
avg per night
Pensacola Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 40 yards to Pensacola Beach - Gulf of Mexico

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our PENSACOLA BEACH FRONT 'Home Away From Home'. Come enjoy a week at the beach, in our BEAUTIFUL PROFESSIONALLY DECORATED Home. 3 BR's, 2 BA's (sleeps 8 comfortably). Private and gated parking lot. Master BR(King), 2nd BR (Queen), 3rd BR(Queen, 1 Bunk),ON THE BEACH, END ...

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Featured review

"Excellent"

We rented this beautiful condo for 3 weeks. It was very clean and spacious. Kim communicated promptly with us. Enjoyed the stay and would rent again.

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$439
avg per night
Pensacola Beach House
Sleeps 20, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Calendars will not update. Please visit our website for accurate calendar dates. Google Paradise Beach Homes.Please note that rates and minimum stay requirements change often and may be lower than what is displayed. For the most accurate pricing, please contact us directly. We want to offer you the ...

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$1,772
avg per night
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