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.

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.

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!

307 Beach Front Views ~ HOT Special ~ Book June 6

Come experience this Beautiful 5 Star Gulf Front Condo, Heated Gulf Side Pool & Hot tub, This Newly Renovated unit offers a Private, Gulf Front Balcony with Amazing Gulf Views, watch Dolphins, Swim in 2 Gulf Side pools, 1 heated, Hot tub on the Gulf. Sleeps 6, Gulf Front Balcony Master on Gulf, 2 BDRM, 2 BA, Master Suite has a luxurious King Size Cloud Lux Tempur-Pedic Bed. Guest Rm 2 has a Euro Top Plush Queen Mattress, LR has a Memory Foam Queen sleeper sofa.

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!

*Vitamin Sea* (Ocean View, w/ Beach Supplies)

Welcome to Vitamin Sea! Your vacation rental features a Beach Club with pool & restaurant/bar, 24-hour security gate, challenging 18-hole Arnold Palmer Championship Golf Course, fitness center, tennis courts, resort community pool and hot tub, and complimentary beach shuttle. Experience our sugary sand beaches and emerald green waters. Walking distance to the beach (1/2 mile) and close to 3 state parks and the National Seashore.

It's Five O'clock Somewhere

Beautifully renovated and located in the heart of Pensacola Beach. Glass railings on the balcony allows for a clear unobstructed view of the Gulf of Mexico from every room. Fully stocked kitchen, two king beds, two baths make this a perfect place to stay for families! Amenities include inground pool, tennis courts, rec room, laundry room, gym and sauna! So come stay with Grand Sand Properties and have the best vacation ever!

Resort Living! 2 BD Townhome Perdido Key

Enjoy your stay in Perdido Key's Exclusive Lost Key Golf and Beach Club Resort Community which is nestled between Lost Key Golf Course and the Gulf of Mexico. Take advantage of the free beach shuttle service to the white sandy beaches and the private beach club. Gone Coastal Perdido provides the picture-perfect beach vacation where you will create a lifetime of memories...