Vacation rentals in Fort Pickens

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Top-rated vacation rentals in Fort Pickens

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Guest favorite

A bright bathroom features a white vanity with two sinks and storage drawers. A large mirror is illuminated by three overhead lights. A shower/tub combination is present, along with decorative towels hung nearby. The neutral walls provide a calm backdrop.

Guesthouse in Pensacola

4.93 out of 5 average rating, 108 reviews

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan) duplex/guest house, completely separate from main house, in a quiet neighborhood, with private entrance, patio, & your own double driveway. Walking distance, 4 blocks, from the water (Bayou Chico) and big park. And close to everything Pensacola and Perdido Key have to offer 😎 - Airport (PNS) - 8miles - Downtown Pensacola - 3mi - Beaches: - Bruce Beach: 3mi - Pensacola - 12mi - Perdido Keys - 12mi - Naval Air Station (NAS) - 4mi

Guest favorite

A spacious outdoor pool features gentle waterfalls cascading into the clear blue water. Surrounding the pool is a tiled wall, adding a modern touch, while comfortable loungers can be seen nearby. The building's balconies are visible in the background, providing views of the pool area.

Condo in Orange Beach

4.96 out of 5 average rating, 279 reviews

Phoenix X 1105- 1BR Florabama King Luxury Suite

This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Sip your morning coffee on your private balcony overlooking the beach and Gulf of Mexico. Situated directly on the beach! Parking available in Association lobby for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided)

Top guest favorite

A coffee station is set up with a coffee maker, various coffee pods, sugar, and snacks. A wicker basket holds treats, while a wooden tray displays additional coffee supplies. A decorative item and a green plant add a touch of charm to the area.

Condo in Pensacola

4.96 out of 5 average rating, 297 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 or let this location serve as your hub while enjoying all Pensacola has to offer!

Top guest favorite

A modern kitchen features stainless steel appliances and a spacious layout. White cabinetry contrasts with a decorative stone backsplash. A round black dining table is set for four, with a decorative bowl at the center. Large windows allow natural light to fill the space.

Guesthouse in Pensacola

5 out of 5 average rating, 140 reviews

Luxury East Hill Apt. Near Downtown Pensacola

Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

Guest favorite

The spacious balcony overlooks the beachfront, featuring a round table surrounded by turquoise chairs. The sea and shoreline are visible in the background, with clear blue skies and a hint of distant waves. Large sliding glass doors provide access from the living area.

Condo in Orange Beach

4.95 out of 5 average rating, 192 reviews

Beachfront Luxury Condo with Stunning Views

In the heart of Orange Beach is this luxury condo with gorgeous 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 favorite

A white, two-story house is displayed against a clear blue sky, surrounded by manicured lawns and neatly trimmed shrubs. The property's striking facade features large balconies and modern architectural details, providing an inviting presence on the quiet street.

Guesthouse in Pensacola

4.99 out of 5 average rating, 174 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block over from Bayview Park - you can enjoy walks, paddle boarding and kayaking. The carriage house has a private entrance at the back of the property. At 700sf, it has a full kitchen, dining room, living room, king bedroom with second TV, and a full bath with washer/dryer. 1 mile to Publix 10 min. to the airport 5-10 min. to downtown Pensacola 10-15 min. to the beach

Top guest favorite

A wooden pier extends into clear water, leading to a colorful amusement area featuring slides and play structures. The sandy beach is visible, with a thatched-roof building positioned at the center. Bright blue skies provide a clear backdrop to the vibrant scene.

Guest suite in Gulf Breeze

4.96 out of 5 average rating, 179 reviews

Sweet Suite 3 mi-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 bathrm has a tall faucet. Bedroom w/Roku TV, closet, beach gear for 2, central air + mini-split. This suite is sealed off with double locked doors & has a 3rd door between the bedroom & bathrm.

Top guest favorite

Two teal adirondack chairs are positioned on a concrete patio, complemented by colorful cushions. A small, square wire table sits between the chairs, surrounded by lush green foliage and a privacy fence, creating a tranquil outdoor space.

Guest suite in Pensacola

4.98 out of 5 average rating, 496 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 favorite

A modern kitchen is displayed featuring wooden countertops and dark green cabinetry. A sink is positioned beneath a window, allowing natural light to fill the space. A small dining area with a bar stool is visible adjacent to the kitchen. Warm tones of the brick backsplash enhance the aesthetic.

Apartment in Pensacola

4.99 out of 5 average rating, 122 reviews

Luxe Downtown Studio Apartment

Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

Top guest favorite

Fireworks illuminate the night sky above the OWA entertainment complex, showcasing vibrant colors in a celebratory display. The building's modern architecture features illuminated signage, with large glass doors framed by brick columns, creating a lively atmosphere.

Tiny home in Elberta

4.98 out of 5 average rating, 118 reviews

Tiny Home Near the Bay by Beach's/Pensacola/Foley

Discover the perfect retreat at Surfs UP! Our dog-friendly Tiny Home, nestled on a private half-acre in Elberta, offers a tranquil escape minutes from Lillian and conveniently located between Foley and Pensacola off US HWY 98. Stargaze in peace on our spacious property after a day of beach fun. Central to various attractions, this home is ideal for those who seek both proximity to local hotspots yet a serene place to relax after adventurous days. Book your getaway!

Guest favorite

A serene beach scene captures the vast ocean meeting the horizon, with gentle waves rolling onto a sandy shore. The sky is adorned with soft pinks and oranges, reflecting the tranquility of the seaside at dusk.

Home in Gulf Breeze

4.91 out of 5 average rating, 276 reviews

Beach Barn 5min to Pcola Beach

Relax and Enjoy our charming Beach Barn home in Gulf Breeze, Florida; the perfect vacation base for Pensacola area exploration! You'll have the entire home to yourselves, which can comfortably accommodate up to 4 adults. This is the perfect spot to access everything the area offers; near famous beaches, parks, shopping, & eating. It's sparkling clean and super cute! Perfect for families or friends who want all the amenities: where Life's a Breeze!

Top guest favorite

A tranquil pond is surrounded by natural stone landscaping, featuring a waterfall that gently cascades into the water below. Colorful koi fish swim beneath the surface, while lily pads float gracefully on the water, creating a serene outdoor environment.

Apartment in Pensacola

4.96 out of 5 average rating, 136 reviews

Entire studio space is private, clean & relaxing.

This is an attached apartment connected to the garage’s ours house with three exit/entrances. One is the main entry with your specific code. The second door is dead bolted from your side that leads to the garage you see in the picture. The third is dead bolted on your side and gives you access to the back yard. The security and privacy is much like a hotel room. Note we rarely meet or interact with our guests.

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Popular amenities for Fort Pickens vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Fort Pickens

Guest favorite

A sandy pathway leads down to the beach at Perdido Key, framed by wooden steps. Beach umbrellas are spaced across the shoreline, with gentle waves visible in the distance under a blue sky with fluffy white clouds.

Townhouse in Pensacola

4.98 out of 5 average rating, 58 reviews

2 BR Beach Getaway | Lost Key | NAS | Pensacola

AngelitaRating, 5 stars1 week ago

we really enjoyed staying here. had a great amount of space, quiet, peaceful, had everything we needed down to laundry pods. the biggest thing that stood out to us was how CLEAN it was! that’s always been the most important thing to me and the place was spotless! whoever cleans it does an amazing job. we had no issues at all, host was super responsive and even let us check out an hour late which we really appreciated! I will say, if you can’t sleep on super soft beds, sleep on the sofa bed or master because the guest room bed was extremely soft like to the point you sink in and your back will hurt, but my group ended up just switching rooms and we were ok. If we’re ever back in the area in the future, we’d book again, thank you!

Guest favorite

Cottage in Gulf Shores

4.94 out of 5 average rating, 47 reviews

Private Heated Pool | Spa Bath | Walk to Beach

CaitlinRating, 5 stars1 week ago

The cottage was so nice! The pool was great and felt amazing! Deedee was a great host and replied to my messages very timely! For being so close to everything it was peaceful and private. We will happily come stay again!

Guest favorite

A modern kitchen features white cabinetry and sleek stainless steel appliances. A large island with a white countertop provides ample workspace. Natural light streams through the window, and a cozy seating area is present in the corner.

Home in Pensacola

4.86 out of 5 average rating, 44 reviews

The Yin & Yang

TylerRating, 5 stars3 weeks ago

My husband and I absolutely loved the home and it was perfect for just the two of us. Small, simple, cozy and beautiful! Highly recommend and couldn't have had a better first time experience!

Guest favorite

Home in Pensacola Beach

4.92 out of 5 average rating, 26 reviews

New heated Pool | Beach Gear | Direct Beach Access

CeceRating, 5 stars1 week ago

The perfect beach house! We made it in town for my brother’s wedding and it was absolutely better than other stays or the PB Resort where most of the wedding guests and party stayed. Parking was great, we got our Wagoneer easily and could’ve fit several more vehicles. The proximity to the beach was perfect! The kids enjoyed the pool and were very comfortable with the temperature of the water. Oh, the decor and linens, mattresses were beautifully selected. We appreciated the detailed instructions and labels for everything. The multiple balconies allowed for incredible views of the ocean. You could hear the waves from any balcony. Incredible and kind host!!! Any time I could reach out and it wasn’t an issue. Oh, and the amenities were the MOST we have ever had access to! To top of off, the welcome snacks and card were a beautiful touch. We will most certainly stay again! Thank you so much for the perfect stay!

Guest favorite

Home in Pensacola

5 out of 5 average rating, 26 reviews

New Navy Point Bungalow near NAS/Beaches/ Downtown

KennethRating, 5 stars1 week ago

5 Stars! I had a great stay! The place was exactly as described — clean, comfortable, and in a great location. The host was friendly, responsive, and made everything easy from check-in to checkout. I’d definitely stay here again and recommend it to anyone visiting the area.

Condo in Pensacola Beach

4.75 out of 5 average rating, 16 reviews

Stunning Gulf Views-Emerald Dolphin 1520

KenyaRating, 5 stars2 weeks ago

I highly recommend this place to any and everyone. The view is breathtaking, this was my husband’s and I 10th anniversary we really enjoyed ourselves to the fullest. We will be returning and next time we will stay longer. The rooms extra clean just wonderful all the way around 10/10 highly recommend.

Guest favorite