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Holiday houses 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 private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.
Condo in Pensacola Beach
4.98 out of 5 average rating, 218 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of America from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach, named America’s Best Beach by the Condé Nast Traveler Readers’ Choice Awards! This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

Guest favourite
A private balcony is furnished with sturdy chairs, overlooking a clear pool surrounded by sun loungers. Lush green plants are visible to the side, and a bright blue sky is seen above, enhancing the outdoor space's tranquil atmosphere.
Condo in Orange Beach
5 out of 5 average rating, 11 reviews

Back Bay Hideaway 108

Back Bay has been completely remodeled! Great first floor unit with a wonderful view. You can see the dolphins play right there steps away. The pool runs directly in front of the unit. Your balcony is just that much larger with the backyard of the condo your own. And it is so very private. The beds are all very comfortable. The guest room will sleep 4, master 2. There is also a sweet little reading nook. Condo renovated after Sally with new doors, windows, rails, fresh paint, pool refurbished!

Top Guest favourite
A living area is highlighted by large glass windows offering unobstructed views of the Gulf of Mexico. Comfortable seating arrangements include a dark floral patterned sofa and armchair, accompanied by a glass coffee table. A flat-screen TV is placed on a black console against the wall.
Condo in Pensacola Beach
4.97 out of 5 average rating, 75 reviews

Swept Away Portofino Penthouse with Spectacular Vi

Paradise awaits you at this luxury Gulf-front Penthouse condominium that sleeps 6. Enjoy spectacular and unobstructed SKY VIEWS of the Gulf of Mexico's sugar-white sands and emerald-green waters from this exclusive unit. Take in beautiful sunrises and sunsets and cookout on the grill while watching dolphins play in the waters below. Bring the Family- we are set up for all ages! Lifestyle center on-site includes a European spa, fitness center, and restaurants. The amenities are endless!

Top Guest favourite
An outdoor patio area features a wooden pergola overhead, complemented by two blue rocking chairs and a bench. Potted plants provide greenery, and soft lighting fixtures line the concrete flooring, creating a cozy space for relaxation.
Guest suite in Gulf Breeze
4.97 out of 5 average rating, 166 reviews

The Starlight-3mi to Beach

Unique & private suite for two, Pensacola Beach is 8 minutes away. Speedy wifi, fenced patio, grill, & garden. This suite includes a minisplit for air/heat & a tankless water heater. Attached to the brick house, & totally private with a privacy fence, hear the rain drops on the tin roof. Queen memory foam bed, 70" Samsung TV w/Roku, thermal blinds. Must be willing to stay regardless of rain drops on the tin roof, or lightning and torrential rain on a tin roof in a room of glass. Enjoy!

Guest favourite
Home in Orange Beach
5 out of 5 average rating, 10 reviews

Bear Point 3BR House Orange Beach Bring Your Boat!

Dream Fisher house - Orange Beach Escape to your perfect getaway in this professionally decorated 3-bedroom, 2-bathroom home located in the sought-after Bear Point area of Orange Beach, AL. Designed for relaxation and convenience, this property features a chef's kitchen adorned with stunning granite countertops and stainless steel appliances, making meal prep a delight. After a long day in the sun, retreat to the beautifully appointed bedrooms, each outfitted with comfortable Queen beds.

Top Guest favourite
Home in Pensacola
5 out of 5 average rating, 126 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.

Superhost
A wooden pier extends over calm waters, reflecting soft pastel hues of a sunset sky. A medium-sized dog stands on the pier, looking toward the camera. In the distance, a small boat is moored near a covered dock.
Guest suite in Pensacola
4.9 out of 5 average rating, 222 reviews

Waterfront Escape to Gulf Beach Getaway!

Waterfront private guest suite with ensuite bedroom including an ultra comfortable king-sized bed. Walk out of your bedroom’s sliding door to a private deck steps away from our beach and pier where you can enjoy swimming, paddle boarding, kayaking or just enjoy the view! You will have your own private full kitchen. Book a massage with our massage therapist before your stay and enjoy your massage just steps away from your suite. Additional bed and bath available as well.

Top 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, 367 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!

Superhost
A charming front porch features two white chairs adorned with geometric cushions, inviting relaxation. Lush greenery surrounds the entryway, complemented by a soft, manicured lawn. The house displays a pastel pink facade, with a welcoming entrance highlighted by a yellow door.
Cottage in Pensacola
4.79 out of 5 average rating, 182 reviews

Plum Orchid Cottage - New Floors!

Plum Orchid Cottage is a tiny hideaway, ideal for your visit to Pensacola! After a day at the beach (20 min to Perdido or Pensacola Beach) or visiting family at NAS Pensacola (5 min) you come home to a fully equipped kitchen, private back yard, washer/dryer, and luxury amenities. Head out to the fantastic restaurants and night life of downtown Pensacola just 10 minutes away. You will feel right at home during your vacation when staying with us!

Top Guest favourite
A wooden dock extends into calm waters, framed by lush greenery and sky. The scene above features jets flying in formation, signifying proximity to naval practices. The lower images highlight scenic views of water, a boat moored nearby, and a charming home with a welcoming deck.
Home in Pensacola
4.95 out of 5 average rating, 39 reviews

Bayou Breeze

Reconnect with loved ones in this family and pet friendly home. Coastal Comfort located within minutes to the best beaches in the area. Conveniently located near Perdido, Orange, Pensacola, and Navarre Beaches. We are across the bay from The Naval Air Station. Watch the Blue Angels practice from your private deck. Bring your fishing gear as Guests may access community boat doc for fishing.

Top Guest favourite
A charming cottage exterior is presented, featuring a light-colored facade and a gabled roof. A welcoming covered porch is visible, framed by tall trees. Two beach cruiser bicycles are parked on the concrete driveway, inviting exploration of the nearby downtown area.
Cottage in Pensacola
4.98 out of 5 average rating, 572 reviews

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

Guest favourite
The exterior of a spacious beach home is displayed, featuring multiple balconies with railings and large windows. Lush palm trees are positioned in the foreground, and a driveway leads to a garage. A welcoming entryway is visible, highlighting the home's accessibility.
Home in Pensacola Beach
5 out of 5 average rating, 11 reviews

Claire's Castle

Located just steps away from both the Gulf of Mexico & the Santa Rosa Sound. Enjoy this centrally located spacious beach home that accommodates up to 10 people. Features a large updated kitchen, several huge decks with views, 3 bedrooms 2.5 baths. We also have an elevator for those who have trouble with stairs, lifting, groceries, luggage.....etc

Popular amenities for Fort Pickens holiday rentals

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