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 natural scene features sandy dunes dotted with tall grasses, leading toward a tranquil body of water. The blue sky complements the shoreline in the distance, creating a serene coastal atmosphere.
Home in Pensacola
5 out of 5 average rating, 20 reviews

Osprey’s Nest at Perdido Key

Conveniently located within minutes of Florida and Alabama coastal beaches, this coastal cottage home welcomes you with newness, coziness, and charm. Unwind after your beach days in close proximity to many restaurants, bars, and nightlife in this quiet home with a privacy fenced yard. Please ask about active and retired police, fire and military discounts. Need more space or traveling with friends? Our Blue Heron home is located next door to this home and can accommodate additional guests.

Top guest favourite
A beachfront balcony view captures the sparkling emerald waters stretching towards the horizon. Blue outdoor chairs surround a round table, inviting relaxation. The sandy beach is visible below, with gentle waves lapping at the shore under a clear, sunny sky.
Apartment in Orange Beach
4.96 out of 5 average rating, 127 reviews

Beachfront Penthouse - Luxury & Stylish with Views

In the heart of Orange Beach is this luxury condo with breathing taking views of the sugar white beaches & emerald waters. From the balcony you can watch the majestic sunrise or marvel at the dolphins playing. When a break from the beach is needed you can enjoy the many amenities onsite. Orange Beach offers activities for the whole family including restaurants & shopping. After a fun day prepare to make dinner in the well appointed kitchen, relax with the cheerful decor & comfortable sitting.

Top guest favourite
A large outdoor pool is surrounded by palm trees and tropical landscaping, offering shaded seating areas under thatched roofs. The pool features a central island with rock formations, and the bright blue water reflects the clear sky above, creating a serene ambiance.
Apartment in Pensacola
4.96 out of 5 average rating, 218 reviews

This is the one! Perfect Getaway near the beach.

Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

Top guest favourite
Natural light fills the living area, where large windows overlook Bayou Grande. Two comfortable chairs are seated next to a decorative plant. A TV stands on the wall, while soft curtains frame the windows, creating a bright and airy atmosphere.
Guest house in Pensacola
5 out of 5 average rating, 28 reviews

Baby Grande Studio - bayou views & shoreline walks

Wake to shimmery sparkles on Bayou Grande at this adorable studio in the historic Navy Point neighborhood. Whether on holiday or in town for a work trip, you'll enjoy peace filled days of comfort. The 2nd floor studio, (called Baby Grande) is approximately 400 sq. feet. It is recently renovated and offers a full kitchen and spacious bath. The property owners live on site in the adjoining home so just "holler" if you need anything! Otherwise we'll give you privacy to enjoy your stay.

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, 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.

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!

Top guest favourite
French doors open to reveal a bright interior space with an open floor plan, featuring a cozy sleeping area and a kitchen. A dining table with chairs is visible, alongside warm wood accents, while natural light filters in through the doors.
Guest suite in Pensacola
4.98 out of 5 average rating, 552 reviews

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

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, 230 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!

Top guest favourite
Home in Pensacola
5 out of 5 average rating, 24 reviews

Blue Beak Bungalow

Peaceful coastal getaway just 10 minutes from the beach! Start your mornings with sunrise water views from the spacious porch, then cook in the fully equipped kitchen and gather in the dining room for family meals. The large, comfy living room is perfect for movie nights or relaxing after a beach day. Centrally located in a quiet neighborhood with beautiful views, this home blends convenience, comfort, and tranquility for your Pensacola/Perdido Key escape.

Popular amenities for Fort Pickens holiday rentals

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