Holiday rentals in Fort Pickens

Navypoint Beauty 2/2 Whole House

Kick back and relax in this calm, stylish bungalow. Very close to NAS Pensacola 2 blocks to beautiful bayou (many times full of dolphins) anda park with walking trails. Bring your kayak! You may very well get to see the Blue Angels practice in this clean and stylish home filled with lots of little amenities! Beds are super comfy Neighborhood is peaceful and safe Perdido Key Beach is only 15/20 minutes away! White sugar sand beaches. Fully stocked and supplied kitchen, lovely sunroom, large deck

The Beach Couldn't Be Any Closer!

*** Pool and deck area closed for maintenance September 15th 2025 through October 6th.** This condo is located directly on the Gulf of Mexico. This 10th floor unit has spectacular views of the beach and gulf, which you can view from the private balcony. The sugar white sands and emerald green water is a site to see. It accommodates 6 people. There's one King size bed in the bedroom, one Bunk bed in the hallway and a Sofa bed in the Living room. Address: 14511 Perdido Key Dr. Pensacola, FL 32507

Coastal King Ste 3.2 mi to Pcola Bch

Bask in the warm sun on soft, white-sandy beaches just minutes drive from your door! 🗺️ Located just off Hwy 98 — the scenic route between Pensacola Beach & downtown 🛏️ Cloud-like King Bed w/memory foam + cooling gel topper 📺 70” Samsung TV w/ Roku 🪑 Comfy Workstation + two recliners w/light massage 🍳 Kitchenette Vibes – full fridge, Keurig, microwave, toaster, & stove w/dishes, pans, & utensils. 🛁 Spa-sized Bathroom – double vanities, enclosed toilet room & Bluetooth fan

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.

North Hill Guesthouse

This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

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.

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

Bay View Condo on Pensacola Beach - Great Location

Lovely 1 bed/1 bath, water view condo located on Little Sabine Bay in Pensacola Beach, FL! Relax on the patio as you look out at the tranquil water with the salty breeze blowing in your hair. The white sandy beaches of the Gulf of Mexico are right across the street, the nearest public access less than a 5 minute walk away! You can also easily walk/drive to the bustling boardwalk with shopping and plenty of great restaurants.

Downtown Studio w/Free Parking

Beautiful, cozy studio apartment in downtown Pensacola; this little gem is the perfect place for a quiet weekend (or longer) getaway. Nestled at the back of a historic home in downtown Pensacola, this apartment is surrounded by a beautiful garden and shared patios and is within walking distance to downtown nightlife, shops, museums, and restaurants. The beautiful white sands of Pensacola Beach are just 10 miles away.