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Beautiful Historic Downtown Pensacola Charmer

Fully renovated, historic downtown Pensacola home that's less than 10 minutes to the Beach. All the quaint charm with modern features and finishes. Curated designer materials and furniture. This home is fully equipped for leisure or business travel. Features all new king-size, quality bedding, new bikes. Walk to downtown, the bay center, many dining and nightlife options or head to the beach. The home is equipped with full kitchenware and appliances and includes laundry room. Sit back and enjoy!

Historic 1944 Cottage | Hot Tub + Spa Bath | Beach

Step into a piece of Pensacola history. The Garden St Guest House has been in the Simmons family since 1944, restored to modern luxury while keeping its original majestic oaks, hardwood floors, and arched doorways. Two king suites, private hot tub, Jacuzzi soaking tub with rain shower, two outdoor fire pits, spacious deck with outdoor dining, and The Fun Room with Atari gaming and 58-inch TV put you 15 minutes from Pensacola Beach. Steps from downtown dining and nightlife. Sleeps up to 9 guests.

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.

East Bay Getaway - Studio with Pool & Hot Tub

Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

East Bay Hideaway — A Private Waterfront Escape

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

Gulf Breeze getaway w/hot tub, minutes to beach

Welcome to your Gulf Breeze getaway! Perfect for a family vacation, this newly furnished bright and cozy home is located in a peaceful neighborhood surrounded by shady trees. This location is a short 9 minute drive to Pensacola Beach! Local convenient stores and restaurants are also minutes from the home. Be sure to include the dreamy white sands and crystal clear waters of Pensacola Beach into your travel plans. You'll also want to soak in the back yard hot tub to relax at the end of the day!

Serenity on the Bay-Waterfront attached studio

If you're looking for a quiet, get-away directly on the water, and convenient to everything, this is your place! Enjoy beautiful sunrises and gorgeous evening colors in this lovely waterfront studio. You will have a private hot tub steps from your room looking out over the bay. Direct access to a private dock along with two fishing poles and paddle boards upon request. Minutes to historic downtown and 20 minutes to the Gulf of Mexico and Pensacola NAS. this is an adult only property, 21+

Remodeled Midcentury Home

This midcentury home has been completely remodeled. This home offers two bedrooms with queen size beds. The primary bedroom includes an en-suite bathroom with walk-in tiled shower. The hall bathroom is a full bathroom with tiled tub/shower combo. The kitchen is a large open space with all the basic cooking needs. There is also a private office space off of the living room. This home is located 7 miles to downtown, 10 miles to NAS, 13 miles to Johnsons Beach, 15 miles to Pensacola Beach.

The Gray Lady - A Beautiful Cottage in Pensacola!

The Gray Lady is a luxurious cottage in downtown Pensacola. It combines two pieces of paradise - named after Nantucket and located in Pensacola. This home sleeps 9. Relax in the backyard oasis, equipped with a private hot tub! A park, brewery, and restaurants are all within walking distance. Just a mile from downtown, be sure to checkout the restaurants, shops, and nightlife! Pensacola Beach, NAS, Fort Pickens, the mall and airport are all 15 mins away. We hope you enjoy your stay!!

Beachfront Condo • Pool & Resort Perks

Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.

Townhome A w/Private Hottub, mins to the beach

Pet Friendly! Property located in upscale East Hill historic area Restaurant’s/activities/entertainment minutes away in downtown Pcola. Fenced in backyard, deck/Private Hottub/outdoor shower, bikes/grill/firepit. Several parks in walking distance including the Bayfront. $125 (per) pet fee paid directly to the host after checkin. Less than 10 min drive to Pcola beach. 24ft boat/w Capt available for day inter coastal excursion, no fishing. Pack n play available upon request

Hot Tub! Game Room! Balconies Views! Steps 2 Beach

Welcome to Island SOS, by Stayawhilewithus! A newly renovated coastal escape, just steps from Pensacola’s Baby Beach and a short walk from the stunning Gulf beaches! Enjoy breathtaking views of the Santa Rosa Sound, catch the Blue Angels soaring overhead, and unwind in style with our hot tub, brand-new game room, and spacious outdoor seating areas. With plenty of parking space for your boat or RV, this home is perfect for families, snowbirds, and group getaways.