Holiday houses in Fort Pickens

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Top-rated holiday rentals in Fort Pickens

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Top Guest favourite
A spacious outdoor deck is set with a long table, accommodating multiple guests. Chairs and glassware are arranged neatly for dining. Lush green trees surround the area, offering a relaxed atmosphere, while a glimpse of water can be seen in the distance.
Home in Pensacola
4.88 out of 5 average rating, 256 reviews

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

Top Guest favourite
A charming cottage exterior is framed by a mixture of brick and stucco, featuring a covered front porch with seating options. Colorful flower pots are positioned beside the entrance, which is adorned with an arched doorway, large windows, and a prominent chimney.
Home in Pensacola
4.98 out of 5 average rating, 284 reviews

Pensacola Lighthouse Retreat

The Pensacola Lighthouse Retreat is our second Airbnb in Pensacola. We enjoyed hosting so much that we bought a 1927 Tudor cottage in the East Hill area of Pensacola, renovated and decorated it with lighthouses from around the US featuring the Pensacola Lighthouse. The cottage is 1000 square feet with a modern floor plan in the living space with enough room for larger families or two families. Two bedrooms, one bath, and lots of outdoor space, including a shower will accommodate larger groups.

Guest favourite
A light-filled living area is showcased, featuring a pair of white sofas adorned with colorful throw pillows. A glass coffee table is positioned in the center, holding a stack of books and decorative items. A tall green plant stands near a stylish lamp, enhancing the space's ambiance.
Home in Pensacola
4.83 out of 5 average rating, 129 reviews

Navypoint Beauty 2/2 Whole House Great area

Kick back and relax in this calm, stylish bungalow. Very close to NAS Pensacola 2 blocks to beautiful bayou (many times full of dolphins) anda park with walking trails. Bring your kayak! You may very well get to see the Blue Angels practice in this clean and stylish home filled with lots of little amenities! Beds are super comfy Neighborhood is peaceful and safe Perdido Key Beach is only 15/20 minutes away! White sugar sand beaches. Fully stocked and supplied kitchen, lovely sunroom, large deck

Top Guest favourite
A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.
Home in Navarre
4.97 out of 5 average rating, 181 reviews

East Bay Hideaway — A Private Waterfront Escape

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

Guest favourite
A spacious sleeping area features a large, upholstered headboard and comfortable bedding. Two bedside lamps provide soft lighting alongside a small circular table. Decorative accents include a teal throw blanket and a modern wall art piece, enhancing the room's welcoming atmosphere.
Loft in Pensacola
4.91 out of 5 average rating, 221 reviews

Perfect Secret Downtown Suite | Multiday Discounts

You're going to love the style and convenience of this studio suite apartment with kitchenette and full bath located in the heart of downtown just off Palafox St and Garden St. This is the perfect spot for staying downtown after a show at Vinyl Music Hall or a night of dancing at Seville Quarter. Comfortable and well-appointed for longer stays! Walk to all downtown destinations. Parking $12 daily at the Jefferson St Garage. 1 King/1 Queen Sleeps 4. **No Palafox Balcony access from this unit.**

Top Guest favourite
Condo in Pensacola
4.97 out of 5 average rating, 236 reviews

Cozy Bayou Bungalow - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach and let this location serve as your hub while enjoying all Pensacola has to offer!

Guest favourite
A spacious living area showcases comfortable leather seating arranged around a light coffee table. An open kitchen features stainless steel appliances and a dining area with bright decor. Natural light enhances the inviting atmosphere through large windows.
Home in Pensacola
4.94 out of 5 average rating, 363 reviews

Best 3BR Retreat for 6 in Florida!

Experience the perfect blend of luxury and comfort at your stunning Pensacola BnB! Recently renovated, your space boasts state-of-the-art stainless steel appliances, beautiful vintage oak flooring, and gorgeous granite countertops at an unbeatable value. Step outside and immerse yourself in the breathtaking beauty of the area's beaches, entertainment options, cuisine, and shopping. Your spacious 3 bedroom home accommodates up to 6 guests comfortably, perfect for an unforgettable getaway.

Top Guest favourite
A serene waterfront view showcases a peaceful canal lined with trees and residential properties. Wooden docks are visible along the bank, providing access to the water. The sky appears bright with scattered clouds, reflecting a calm atmosphere suitable for relaxation.
Bungalow in Pensacola
4.92 out of 5 average rating, 133 reviews

Waterfront Cottage-Perdido Key-peaceful-boats OK

Waterfront canal property. See the sunrise sitting by the canal enjoying a fresh brewed coffee, and watch the sun set out front over the water of Perdido Bay. Bring your boat and dock out back. Ramp is 1/2 mile. This cozy cottage, sleeps up to 4. But 2 adults and 2 children most comfortable. Kitchen area has microwave, air fryer, coffee pot,sink and a frige/freezer. There is a full bathroom, and a closet and bureaus. ABNB new pricing shows totals with their fee & cleaning included.

Superhost
A balcony with a circular table surrounded by four plastic chairs features a view of the bay. The scene includes grassy areas and nearby buildings, with palm trees visible in the background under a partly cloudy sky.
Condo in Pensacola Beach
4.79 out of 5 average rating, 136 reviews

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7

Relax with family or friends at our cozy condo with amazing views of the bay and the Gulf of Mexico. You are mere steps from the gulf's famous sugar white sandy beaches. Enjoy the complex's amenities- sun at the private beach, swim in the pool (unheated), grill on the BBQ and chill at the fire pit. Rent bikes and explore the miles of beach paths and the Fort at Pickens. You're a short drive to the core of the beach where there's shopping, restaurants, bars and family activities.

Superhost
A wooden pier extends over calm waters, reflecting soft pastel hues of a sunset sky. A medium-sized dog stands on the pier, looking toward the camera. In the distance, a small boat is moored near a covered dock.
Guest suite in Pensacola
4.9 out of 5 average rating, 222 reviews

Waterfront Escape to Gulf Beach Getaway!

Waterfront private guest suite with ensuite bedroom including an ultra comfortable king-sized bed. Walk out of your bedroom’s sliding door to a private deck steps away from our beach and pier where you can enjoy swimming, paddle boarding, kayaking or just enjoy the view! You will have your own private full kitchen. Book a massage with our massage therapist before your stay and enjoy your massage just steps away from your suite. Additional bed and bath available as well.

Guest favourite
A spacious bedroom features a king-size bed with light-colored bedding. A cozy sofa is positioned nearby, complemented by a small table and two windows allowing natural light. A gentle blue wall art piece enhances the airy atmosphere, and wooden floors add warmth to the space.
Guest suite in Pensacola
4.98 out of 5 average rating, 376 reviews

Romantic getaway w/ Jacuzzi tub!

Perfect romantic getaway with king size bed, large jacuzzi tub, and walk in double headed shower. Located just minutes from the airport, downtown and the beach! Walking distance to some of Pensacola’s most unique dining establishments. Private entrance with keyless access. We’ll provide everything you need for a day at the beach - chairs, umbrella, beach towels and cooler. Large screen tv and high speed internet. The suite does NOT have a kitchen. NO SMOKING!

Top Guest favourite
A modern exterior view of the white one-story building is presented, featuring large windows framed by minimalistic planters. A pathway leads from the road to the entrance, and a wooden fence provides privacy, complemented by surrounding green landscaping.
Home in Pensacola
4.99 out of 5 average rating, 231 reviews

✨Olivia Downtown✨ Industrial chic/ Sleeps 4

Welcome to Olivia Downtown, your new home away from home! This gem is an 860 sq ft one bedroom one bathroom home equipped with a full kitchen and laundry room. Whether you’re working from the designated office space, snuggled up on the comfiest couch watching some Netflix or cozied up around the fire pit on a chilly night Olivia will make you never want to leave! However, if you do decide to venture out we are minutes away from Pensacola’s best of the best!

Popular amenities for Fort Pickens holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Escambia County
  5. Fort Pickens