Vacation rentals in Fort Pickens

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Top-rated vacation rentals in Fort Pickens

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Top guest favorite
A charming blue cottage is nestled in a leafy setting, featuring an inviting yellow door as a focal point. Flanking windows are framed by dark shutters. The well-kept front yard is bordered by a wooden fence, while a driveway provides ample parking space.
Cottage in Pensacola
5.0 out of 5 average rating, 54 reviews

Navy Blues Cottage

All adult guests must be 21 years old. This cozy, aviation-themed cottage in the quaint Navy Point community is convenient to local beaches, downtown shopping/restaurants, and is minutes from NAS Pensacola – home of the Blue Angels. The two bedrooms and renovated bathrooms are perfect for a relaxing getaway or an extended vacation. Enjoy a 2.25-mile waterfront walking trail, launch your boat or kayak at the nearby boat launch, and relax at night around the fire pit in the large private backyard.

Top guest favorite
Home in Pensacola
4.98 out of 5 average rating, 328 reviews

COCO RO Downtown! Outdoor Shower, Hammock+Parking!

Welcome to good vibes at Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s pristine, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

Top guest favorite
Home in Pensacola
5.0 out of 5 average rating, 7 reviews

Bayou Breeze - Pool, Views & 8 Min to Downtown

BAYOU BREEZE The Blue Angels are scheduled to fly overhead on September 9, 15, & 22 and Oct 14, 20, & 28! Bayou Breeze offers a private pool, waterfront views of Bayou Davenport, and a peaceful coastal setting just 8 minutes from downtown Pensacola. This 3-bedroom, 2.5-bath cottage sleeps up to 7 and sits directly across from a waterfront park with a fishing dock, kayak launch, playground, gazebo, and walking path. During Blue Angels practice season, guests may enjoy watching them overhead.

Top guest favorite
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, 136 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.

Guest favorite
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.
Condo in Pensacola
4.93 out of 5 average rating, 146 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 favorite
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.
Guesthouse in Pensacola
5.0 out of 5 average rating, 49 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 favorite
The quaint cottage features a white exterior complemented by blue shutters. A covered entry is adorned with climbing plants. Surrounding greenery includes a flowerbed and trees, providing a natural and inviting setting. The curved pathway leads to the entrance, enhancing accessibility.
Home in Pensacola
5.0 out of 5 average rating, 60 reviews

Shady Oaks Cottage

This charming home offers the ideal combination of comfort, convenience, and coastal charm, making it the perfect base for exploring everything this vibrant Gulf Coast city has to offer. Whether you’re here for a relaxing beach vacation or cultural escape, our centrally located home is just minutes from Pensacola’s best attractions. There is a breakfast nook and a large patio table, or relax under the sunshade and charming cafe lights while lounging on the sectional sofa.

Top guest favorite
Boat in Pensacola
4.98 out of 5 average rating, 105 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 favorite
Home in Pensacola
4.88 out of 5 average rating, 154 reviews

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more!

Guest favorite
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, 407 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 favorite
Home in Pensacola
5.0 out of 5 average rating, 44 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.

Guest favorite
A spacious bedroom features exposed brick walls and large windows allowing natural light. The king-sized bed is dressed in soft linens with decorative pillows. Nightstands with warm lamps flank each side, while a small vase holds flowers on the bed, enhancing the inviting atmosphere.
Loft in Downtown Pensacola
4.95 out of 5 average rating, 282 reviews

Palafox Balcony | Staycations/Events | Posh A 2BR

Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the action in the heart of our beautiful city. Our spacious 2/2 apartment sleeps up to 10 people comfortably and is the perfect destination for a weeknight concert crash pad, a downtown weekend staycation, wedding parties, family vacation, or an extended executive stay. Enjoy the luxury of a home away from home. Reserve today!

Popular amenities for Fort Pickens vacation rentals