Holiday rentals in Fort Pickens

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Top-rated holiday rentals in Fort Pickens

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious studio room includes a queen size bed adorned with ocean-inspired bedding. Natural light enters through two windows, highlighted by soft blue treatments. A comfortable seating area is nearby, along with a small desk featuring a coffee machine and decorative coastal artwork.
Apartment in Pensacola
4.95 out of 5 average rating, 396 reviews

Cozy Bayou Cottage - 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 Cozy Bayou Cottage 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
Home in Pensacola
5 out of 5 average rating, 14 reviews

Bay Breeze Bungalow Near NAS/Beach, EV Charger

Welcome to Bay Breeze Bungalow, a cozy, new construction 2 bed, 2 bath smart home made for comfort and relaxation. The open living area flows into a beautiful kitchen with a large island and coffee bar. Unwind with an endless hot shower and enjoy the 85” TV w/ gaming hookup and high-speed internet. Gather around the firepit, charge your EV with the Level 2 charger, and enjoy sidewalks and a kids park just a 5-minute walk away. Only 1 minute from NAS West Gate and 10 minutes to Perdido Key Beach.

Guest favourite
A serene waterfront view at sunset features a serene bay with multiple sailboats and yachts docked. The sky is painted in soft shades of pink and purple, reflecting on the calm water. A grassy area with kayaks and canoes is visible in the foreground.
Apartment in Pensacola
4.93 out of 5 average rating, 141 reviews

Sunset on the Bayou near NAS/Downtown Pensacola

If you’re looking for a quiet get-away on the water, you will find it here. Our cozy 2 bed/2 bath condo is like a cottage by the sea in a condo setting. Relaxing coastal decor and a beautiful view from the balcony make our home enjoyable inside and out. Enjoy all the amenities of home, sunbathe by the pool, fish from the dock, relax on the balcony, grill out on the lawn. Its all here. Just a short drive from Pensacola NAS, Pensacola Beach and historic Downtown Pensacola. (No pets allowed)

Top guest favourite
A modern kitchen and living area is described, featuring a spacious granite island with a gas stove and stylish bar stools. A large smart TV is mounted above a decorative fireplace, while cozy seating is arranged around the living space. Soft lighting adds to the welcoming ambiance.
Cottage in Pensacola
4.99 out of 5 average rating, 127 reviews

Cozy Bayou Home & game room near NAS Dtown Beaches

*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

Top guest favourite
The exterior entrance of the cottage is shown, featuring a set of wooden steps leading up to a blue door with a screen and decorative light above. Potted plants are positioned on either side of the steps, enhancing the welcoming appeal.
Cottage in Orange Beach
5 out of 5 average rating, 91 reviews

Spanish Moss House on Wolf Bay w/Pier + Boat Slip

This historic, century-old cottage sits directly on the sandy southern shores of Wolf Bay, beneath live oaks festooned with Spanish moss. Private pier and boat slip, just minutes from the Gulf beaches and nature trails, and next door to the community park, playground, cultural arts center, library, and popular dining spots. Enjoy relaxing on the back deck or down at the water. Delight in daily dolphin sightings, fishing off the pier, and taking in the gorgeous spring and summer sunsets.

Top guest favourite
An outdoor patio area features four adirondack chairs arranged around a small table, set on a stone pathway. The modern exterior of the tiny house is visible, with large windows allowing natural light. A grassy area surrounds the patio, enhancing the tranquil environment.
Tiny home in Pensacola
4.96 out of 5 average rating, 431 reviews

🌟Luxurious new build minutes from beach+downtown

Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

Top guest favourite
Boat in Pensacola
4.98 out of 5 average rating, 91 reviews

Classic Boatel Yacht

This memorable place is anything but ordinary. Experience a unique getaway aboard our charming 1977 Boatel Yacht, a 47-foot classic docked on a private dock on the Bayou. Perfectly positioned for a serene retreat, the boat offers rustic elegance and craftsmanship, blending modern comfort with timeless style. Enjoy breathtaking views, bird watching and the excitement of watching the Blue Angels practice from the nearby base. Only 15 minute drive to downtown Pensacola.

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, 392 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 vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.
Cottage in Pensacola
4.98 out of 5 average rating, 544 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Top guest favourite
The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.
Home in Milton
4.95 out of 5 average rating, 245 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Top guest favourite
Home in Pensacola
5 out of 5 average rating, 35 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.

Top guest favourite
The image captures a view from underneath a pier, showcasing tall, weathered concrete pillars supporting the structure. Gentle waves lap against the soft, sandy beach, while the turquoise water reflects the clear blue sky. A person is seen swimming nearby, enjoying the serene surroundings.
Guest suite in Gulf Breeze
4.96 out of 5 average rating, 194 reviews

Sweet Suite 3mi-Pcola Beach

This suite is just minutes from Pensacola Beach & just 2 lots from the water. You'll catch a glimpse of Pensacola Bay from your private entrance on the end of the house. Queen memory foam bed, fast wifi, patio, kitchenette, micro, fridge, Keurig, desk. Note: There is no kitchen sink, the bathroom has a tall faucet. Bedroom w/Roku TV, closet, beach gear, mini-split. This suite is sealed off with double locked doors.

Popular amenities for Fort Pickens holiday rentals

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