Holiday rentals in Fort Pickens

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Top-rated holiday rentals in Fort Pickens

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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, 283 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.

Top guest favourite
A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.
Home in Pensacola
4.96 out of 5 average rating, 181 reviews

Walk To Downtown, Fenced Yard, Games, Fire Pit

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

Top guest favourite
A cozy living area showcases a gray sectional sofa with accent pillows, situated on a colorful area rug. Natural light fills the space through multiple windows. An archway leads to a dining area featuring a round table, complementing the home's rustic ceiling design.
Home in Pensacola
4.96 out of 5 average rating, 164 reviews

Renovated Bungalow near Downtown with King Bed!

Completely renovated historic 1940s shotgun-style home with 2 bedrooms and 2 baths. Located just 1 mile from downtown Pensacola, this home is the perfect balance of original character and modern amenities. Walking distance to the Pensacola Yacht Club, several bars and restaurants, and the world-famous Joe Patti's fishmarket. 15 minute drive to Pensacola Beach. This home includes 2 smart TV, wifi, covered porches, firepit, fenced-in yard, and plenty of additional parking. Well-stocked kitchen.

Top guest favourite
The exterior of the coastal cottage is showcased, featuring a welcoming front porch with two chairs and potted plants. A paved pathway leads to the entrance, flanked by a natural landscape of trees and pine needles, creating a peaceful and inviting approach.
Guest house in Navarre
4.98 out of 5 average rating, 106 reviews

Never Navarre From Home Cottage

Escape to Florida's best-kept secret, Navarre Beach, just a 5-minute drive from this charming 330 sq. ft. coastal cottage. Perfect for solo travelers or couples, it features airy gabled ceilings, a King-size Murphy bed that converts into a dining/work table, and unforgettable shower experiences!! Conveniently located near restaurants and grocery stores within walking distance, this cozy retreat has everything you need for a relaxing getaway, all just minutes from stunning white sand beaches!!

Top guest favourite
Guest house in Pensacola
4.99 out of 5 average rating, 223 reviews

Cozy Traveller's Cottage Close to Downtown

This cozy guest cottage has shiplap walls and a warm and inviting interior. It's perfect for a quiet getaway for 1 or 2 people. Located in Pensacola's eclectic East Hill neighborhood and close to downtown, restaurants and shopping. The cottage is best suited for guests over the age of 18 and is not equipped for small children. Please note for your comfort the standard weight capacity for the bedframe is approx 500 lbs. I have two sweet pups (Lily, Hildey) and an outdoor cat (Skipper-Doo).

Top guest favourite
A serene pool area is framed by lush tropical plants and flowering hibiscus. A lounge chair is positioned by the inviting blue water, surrounded by vibrant greenery and palm trees, offering a tranquil outdoor space for relaxation.
Home in Pensacola Beach
4.93 out of 5 average rating, 136 reviews

Backyard Oasis Family friendly Pensacola Beach, FL

Welcome to Paradise w/ POOL. Kid friendly. Now that we have rented out our home there are two main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! Gulf of Mexico is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

Top guest favourite
Home in Pensacola
5 out of 5 average rating, 128 reviews

Pensacola Gem! Airbnb's Favorite Home! TOP 10%!

Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, and longer winter stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

Top guest favourite
Cottage in Elberta
4.98 out of 5 average rating, 111 reviews

Hammock Hideaway - waterfront cabin

Backyard oasis on a deep water creek. If you are coming for travel ball, love kayaking and/or just hanging out right on the water, you will appreciate this special hideaway. A fisherman’s/nature lovers dream and truly unique rental experience at this creekside cottage with water frontage on deepwater Hammock Creek. Close to the beach but out of the congestion. We have a multi level backyard with gazebo with swing, fire pit and huge deck. Fully enjoy the wildlife and outdoor activities.

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.

Guest favourite
A cozy living space is defined by triangular wooden beams and natural light from multiple windows. A plush leather sofa and elegant upholstered armchair are centered around a coffee table on a soft area rug, while a dining table sits in the corner.
Home in Pensacola
4.93 out of 5 average rating, 116 reviews

Minutes from the Beach! A-Frame at The Point

Unwind at this modern home just minutes from the beach. This home is located on Innerarity Point, a locals-only spot with restaurants and grocery stores within a short drive. This home was lovingly built with exposed beams for a luxurious yet charming feel. Take an early morning stroll to Innerarity Point Park with beautiful oaks for shade, walking paths, playground equipment and pier. Enjoy the nightlife at FloraBama or The Jellyfish. A short drive to historic downtown Pensacola.

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.
Apartment in Pensacola Beach
4.79 out of 5 average rating, 135 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.

Top guest favourite
A screened-in balcony is presented with comfortable seating and a small table, surrounded by lush greenery and natural light. A ceiling fan provides a cooling breeze, while colorful cushions add a touch of vibrancy. Scenic views of the sand dunes and natural preserve are visible in the background.
Townhouse in Pensacola
4.97 out of 5 average rating, 266 reviews

Lost Key Paradise - Luxe Cottage with Gulf View

Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key barrier island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with a restaurant and pool and private beachfront access!

Popular amenities for Fort Pickens holiday rentals

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