Fitness-friendly holiday rentals in Downtown Pensacola

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.

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

The Church St. Cottage - Iconic Downtown Location

Nestled on Historic Seville Square, Church St. Cottage is a lovingly restored haven from the 1880s. With exclusive access to the cottage, courtyard, and garden, guests find themselves in the ideal location, mere steps away from vibrant restaurants, shops, museums, galleries, and a swift journey to the beach. Perfectly tailored for discerning professionals seeking an inspiring workspace, it's also a warm welcome to all types of travelers. An effortless blend of authenticity, history and design.

Waterfront, sleeps 7, walk to everything!

Recently updated 2 bedroom, 2 bathroom 1200 sq ft. large open concept living and dining space and washer/dryer in the unit. Double sliders to the triple size balcony with amazing sunset views over The Little Sabine Bay and The Gulf of Mexico. Centrally located across the street from Casino Beach, The boardwalk, and great restaurants. This is truly one of the best spots on the island with the best of everything including the most amazing views with the convenience of walkability to everything.

VILLA ON THE BLUFFS

This 1400 sq ft home has plenty to offer 4+ guests. It is set up with a king bed in the Master Bedroom and second suite with a full bed. The 3rd bedroom has space to exercise, focus on a work project, or sit in the full sized lifeguard chair and do nothing. The kitchen and dining area look out on a screened porch which leads to a paver patio and firepit in this private backyard. The great room has L spaced couch, TV, poker table, bar, and reading nook. Laundry room is off the kitchen.

Walk to Everything-Best Sunset-Comfy King-Stocked

South Harbour Condo 11th Floor corner unit in the heart of Pensacola Beach! Walk to everything, park and relax. Beautiful waterfront condo directly across the street from casino Beach. The 11th floor has the best views, extra windows, larger layout boasting king in master, bunks & Queen in second room. Best view sunsets on the beach, walking distance to anything you need charter fishing, restaurants, rentals, pier, surfing. Lots of upgrades, everything needed for a week or two or longer!

Stay at Sunshine Daydream on Pensacola Beach

Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

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.

Enjoy Low Fall and Winter Special Rates !

Tranquility awaits in this fully equipped penthouse with views from the 21st floor of the beautiful Gulf of Mexico. Island views as well. The master is equipped with a king bed and flat screen TV and jacuzzi tub in the bathroom. 2nd master suite has private bath and entry to balcony! Spacious open living areas allow everyone to be together. Kitchen is equipped with everything you need. Short walk to beach access. Next to the Lifestyle Center activities & amenities!

Your House in Pensacola

Come kick back, relax and escape to our serene, chic oasis! Nestled in a prime location, our Airbnb offers the perfect blend of relaxation and convenience. Situated just off Highway I10, exit 5, ALT 90 (West Nine Mile Road), our home ensures easy access to both the beach and Downtown Pensacola. Indulge in nearby dining, shopping, and entertainment options, or venture outdoors to explore pristine beaches and scenic trails mere minutes away. Your ideal getaway awaits!

Modern East Hill Home, Premier Location!

This beautiful 1900 square foot 2-bedroom, 2-bathroom house located in East Hill is the premier location when visiting Pensacola! The property is close to several bars, breweries, and restaurants with a 10 minute walk to downtown, a 10 minute drive to the airport, and a 15 minute drive to the world renowned Pensacola Beach. This home is located in a safe and friendly neighborhood with plenty of parks, restaurants, bars, and local shops in the vicinity!

The family wants to spend the holidays here!

Welcome to Tower 5-1208 with gorgeous Gulf Front Views from every room! Light airy decor sets the mood for the perfect beach vacation. Open floor plans allow everyone to stay together. 2 master suites each with private bathrooms and entry to balcony. 100 yards to the Lifestyle Center.