Fitness-friendly holiday rentals in Downtown, Pensacola

4.88 out of 5 average rating, 243 reviews

Home in Pensacola

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.

Cottage in Downtown Pensacola

5 out of 5 average rating, 49 reviews

Elegance & Charm: 27 Steps to Old Christ Church

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.

4.99 out of 5 average rating, 104 reviews

Prime Beachfront Condo w/ Pool & Resort Amenities

Welcome to Pensacola Perch, an 8th floor beachfront condo where you will enjoy expansive views of Pensacola Beach–– a perfect vantage point for dolphin sightings & the Blue Angels Air Show. This 2BR/2BA condo is in the sought after Emerald Isle gated resort where guests can enjoy resort amenities such as direct beach access, 2 swimming pools, a hot tub, sauna, & beachfront fitness center. There’s also complimentary use of 2 chairs & an umbrella from La Dolce Vita all through March to October.

4.97 out of 5 average rating, 63 reviews

Home in Pensacola

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.

5 out of 5 average rating, 138 reviews

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.

4.97 out of 5 average rating, 196 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. 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.

5 out of 5 average rating, 17 reviews

Home in Pensacola

Noir Villa / 2 bed 2 bath Modern Golf Oasis

Enjoy your stay with your family at this stylish home. Our beautiful 2-bedroom, 2 bath retreat is truly unique. Eloquently appointed with fun surprises in every room. You will find a fully equipped kitchen, living room, dining room, all in an open concept main space. And for outdoor enjoyment, we have a putting green, an outdoor living room, 2 fire pits, and grill in the back yard. We are walking distance to the Bay, and Pensacola Country Club. Minutes to downtown and the beach.

Superhost

4.97 out of 5 average rating, 110 reviews

307 Beach Front Hot Summer Special Book Aug 3rd

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.

4.93 out of 5 average rating, 123 reviews

Gulf front @ Emerald Isle! Comp beach chairs!

Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR SET UP MARCH - OCTOBER!~

5 out of 5 average rating, 59 reviews

Home in East Hill

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!

5 out of 5 average rating, 6 reviews

Home in Gulf Breeze

Luxury home 5 min from Pensacola Beach with VIEWS

Nestled in the most serene, exclusive neighborhoods of Gulf Breeze. Fully renovated, the attention to detail is unfounded. Enjoy complete privacy, luxury and serenity combined which make this home uniquely outstanding. Enjoy the massive array of bird watching varieties, from literal birds to a panoramic view of the Blue Angel's Air show. If you are a chef, you will enjoy the Viking stove and Napoleon Grill. Wake up with views of the stunning sunrise!