Fitness-friendly holiday rentals in Pensacola Bay

4.87 out of 5 average rating, 247 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.

4.99 out of 5 average rating, 147 reviews

Home in Pensacola

Come stay at Seas~the~Day!! 6th Floor magic!

Come stay at Seas the Day and relax on your private balcony while taking in breathtaking, 6th floor views of the beautiful Gulf of Mexico. We are located minutes from Pensacola NAS along with lots of other restaurants and shopping venues. We fell in love with this 6th floor, cozy condo with views that connect you to the sugar-white sand beaches and sparkling blue gulf waters. The condo is very quiet and easily accessible to the elevator, pool, ocean, grilling area and parking. HAPPY BEACHING!!

4.91 out of 5 average rating, 263 reviews

The Beach Couldn't Be Any Closer!

*** Pool and deck area closed for maintenance September 15th 2025 through October 6th.** This condo is located directly on the Gulf of Mexico. This 10th floor unit has spectacular views of the beach and gulf, which you can view from the private balcony. The sugar white sands and emerald green water is a site to see. It accommodates 6 people. There's one King size bed in the bedroom, one Bunk bed in the hallway and a Sofa bed in the Living room. Address: 14511 Perdido Key Dr. Pensacola, FL 32507

4.97 out of 5 average rating, 130 reviews

Cottage in Pensacola

Seas the Day, Perdido Key, Florida, Purple Parrot

Kick back and relax in Paradise. Seas the Day is located in the gated Purple Parrot Resort. Totally updated villa is less than 1/4 mile to the white sands of the Gulf. It's perfect for couples, solo adventurers, small families and active military. The tropical pool and hot tub feature a rock waterfall. A new king bed in master and queen sofa sleeper in living area waits your arrival. New and updated kitchen is magazine worthy! If your dates are booked? Check out our sister villa, Sea La Vie!

4.96 out of 5 average rating, 194 reviews

This is the one! Perfect Getaway near the beach.

Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

5 out of 5 average rating, 143 reviews

Condo in Pensacola Beach

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.

Superhost

Home in Pensacola

4.84 out of 5 average rating, 105 reviews

Island Time: Peaceful Waterfront Unit with Kayaks!

Welcome to Island Time! This waterfront home sits on a calm, shallow cove of Perdido Bay, providing AMAZING balcony views AND the perfect place for families to relax, play, swim and paddle safely, all from right behind the house. This 2 bed/2.5 bath sleeps 4-6 and includes a full kitchen, laundry, & 2 Kayaks! Spend all day enjoying the onsite beach, heated community pool, kayaking, swimming, etc, or take a quick drive to Perdido Key Beaches, restaurants, and more! Continue for more Details

4.98 out of 5 average rating, 204 reviews

Condo in Pensacola Beach

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.

4.95 out of 5 average rating, 230 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

Relax and enjoy your stay in this newly renovated 1BR/1BA condo, furnished with vibrant coastal decor. Situated in the exclusive Purple Parrot gated resort, this tropical paradise offers a carefree island lifestyle. Just minutes from beautiful beaches, marinas, and top restaurants, you'll find everything you need for a perfect getaway! Our unit is just steps from the expansive outdoor pool area, featuring a grotto waterfall, a relaxing island hot tub, and plenty of sunbathing space.

4.97 out of 5 average rating, 235 reviews

Townhouse in Pensacola

Lost Key Paradise - Luxe Cottage with Gulf View

Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with complimentary beach chairs and private beachfront access!

4.97 out of 5 average rating, 117 reviews

Condo in Pensacola Beach

307 Beach Front ~ Super Special ~ Book Nov 1st

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.