Fitness-friendly holiday rentals in Santa Rosa County

4.87 out of 5 average rating, 238 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.

4.97 out of 5 average rating, 174 reviews

Apartment in Navarre

Ocean/Pier Front 1BR w/ bunks, 3 pools hot tubs!

Welcome to "Salty Beach" Condo! A newly listed & freshly decorated Gulf Front 1 BR, sleeps 6! 1st building next to the Navarre Pier. Located on the 4th floor. There are 2 elevators. Walking distance to nearby restaurants. Amazing views of the Gulf, sunrise & sunset. HS internet with smart TVs. Check out my SuperHost reviews! Complimentary daily beach service: (SEASONAL)Mar1 -Oct 31 Includes two chairs, one umbrella, one folding table. Includes stand-up paddleboard or kayak for 1 hour daily.

5 out of 5 average rating, 24 reviews

Portofino Pensacola Paradise - 2BR Sky View Condo

Make memories with family and friends at this unique, spacious family-friendly 2 bedroom 2.5 bath Island condo. Spectacular unobstructed sky views of Santa Rosa Island bay beach from every room. The Resort includes 2 restaurants, pools, bar, gym, tennis courts, indoor pool, 3 hot tubs, 2 outdoor pools, spa, gift shop & store. Beach set ups, bikes, scooters, paddle boards, kayaks, floating adventure park, sailboats, jet skis and boat cruises where can sometimes catch the Blue Angels fly.

4.99 out of 5 average rating, 100 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, 60 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, 136 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, 190 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.

4.96 out of 5 average rating, 24 reviews

Villa in Pensacola Beach

Epics Views | Pools | Spa | Closest Tower to Beach

Welcome to our luxurious condo at Portofino Island Resort. Stunning water views & sunsets are a daily masterpiece here in the most coveted tower: Tower 3. This elite property offers exclusive amenities, including direct beach access, multiple pools, a rejuvenating spa, & fitness center. Indulge in the ultimate vacation experience. Voted one of the most family-friendly resorts in Florida, Portofino ensures a memorable getaway for everyone. It is the perfect blend of serenity & excitement!

5 out of 5 average rating, 28 reviews

Apartment in Gulf Breeze

A STEP ABOVE ! Stunning views on the 19th floor !

Beautifully decorated 2 bedroom 2.5 bathroom Gulf Facing unit in highly desirable Portofino Island Resort on Pensacola Beach. Floor to ceiling glass doors in the bedrooms and living room access a lovely covered porch complete with updated wicker furniture and built in grill. Portofino Island resort was recently recognized as one the premier gulf to bay resorts in the South. You never need to leave the property in search of activities....everything you need is right here !

Superhost

4.97 out of 5 average rating, 108 reviews

307 Hot Summer Deal ~Beach Front ~Book July 14th

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, 121 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!~