Vacation rentals with a pool in Escambia County

4.96 out of 5 average rating, 296 reviews

A rooftop pool is depicted, featuring a serene blue water surface. Four elegant water jets create a gentle cascading effect from a tiled wall. The surrounding area includes smooth stone decking and a clear view of the horizon, suggesting a tranquil space for relaxation.

Condo in Orange Beach

Phoenix X 1105- 1BR Florabama Beach Luxury Suite

This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Sip your morning coffee on your private balcony overlooking the beach and Gulf of Mexico. Situated directly on the beach! Parking available in Association lobby for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided)

4.99 out of 5 average rating, 120 reviews

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

You have found a home that is loved by so many who come to Pensacola! This home offers so much for families: arcade games, board games, foosball coffee table, cards, the pool, it's full of fun! Guests rave about how clean it is, that pics are accurate & how quiet the neighborhood is yet a simple drive to restaurants, attractions and the beaches. Great for visiting military at NAS/Corry station or fall events as The Fair/FooFooFest/ArtsFest/Blue Angels Homecoming/Haunted Tours/Songwriters Fest.

4.94 out of 5 average rating, 205 reviews

A spacious living area features a warm-toned sofa and accent chairs arranged around a circular coffee table. Large windows invite natural light and offer views of the surrounding pines. A decorative area rug is positioned on the polished floor, enhancing the room's modern aesthetic.

Home in Pace

THE PINE HOUSE *September Specials*

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

4.91 out of 5 average rating, 207 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

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

4.99 out of 5 average rating, 123 reviews

Aerial view of a shared pool area surrounded by palm trees and lounge chairs. The pool features a central fountain and is enclosed by a wrought iron fence, offering a peaceful environment. Nearby, the layout of the townhome community is visible, with pathways connecting the units.

Townhouse in Pensacola

Turn & Slip Inn w/pool to this luxe 3BR townhouse

Your family will be close to everything in this modern and roomy home. Visit downtown attractions just a 5 min drive away or lounge at the pool after coming back from the beach, just 15 min away. Head out to the nearby farmers’ market and craft a meal in the fully stocked kitchen. Enjoy a drink, away from any bugs, in the screened in patio while grilling up some fish from Joe Patti’s seafood market. No matter what you choose you’ll enjoy your relaxing stay at the “Turn and Slip Inn”!

5 out of 5 average rating, 169 reviews

A private pool area is surrounded by a wooden fence, featuring clear blue water and colorful floats. A shaded seating area with vibrant umbrellas and lounge chairs is visible nearby, offering options for relaxation. The atmosphere is bright and inviting, with a glimpse of the bungalow in the background.

Guesthouse in Pensacola

Funky Flamingo~ Guest House~ Pool & Kitchenette

This charming East Hill bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & patio. Luxury comforts and amenities, with the highest speed Wi-Fi/streaming services. Casper mattress and pillows with (700 thread count Egyptian Cotton sheets), for an amazing nights rest, Beach chairs, cooler, umbrella and towels provided. Enjoy the new walk-in shower w/ tankless hot water heater. LBGTQIA2S+ friendly!

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!

4.86 out of 5 average rating, 576 reviews

A clear view of the inviting pool area is presented, with a spacious swimming pool featuring a smooth stone patio. Two adjoining units are visible in the background, each with an entry door, while bright sunlight casts reflections on the water's surface.

Apartment in Pensacola

Hermosa Flor apartment( Duplex).

A beautiful water front privet apartment, DUPLEX(studio, open concept ) with a nine feet deep pool available and the beach ( only 3 min away). This apartment is across the canal from a sandy beach which is a great relaxing time for a family or singles to have fun and enjoy activities like fishing, boating, and other fun things on the water. the apartment itself is located in a calm and peaceful area. Pool it is complementary!!!!! Sharebel backyard and pool.

4.98 out of 5 average rating, 166 reviews

A spacious outdoor area is enclosed with a framed structure, featuring soft blue and white lighting along the floor. Potted plants add a touch of greenery, while lounge chairs are neatly arranged within the space, providing a relaxing ambiance for outdoor gatherings.

Tiny home in Pensacola

Tiny Home Pool View 25 Mins to Beacha

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

4.99 out of 5 average rating, 196 reviews

A comfortable living area is shown with a large sectional sofa and a patterned chair. A round coffee table is centered in the space, complemented by a potted plant. Natural light enters through a window, while a wall-mounted TV displays a scenic beach image.

Townhouse in Pensacola

Stylish Modern Retreat in Downtown + Pool

It's all about the location! This comfortable, spacious townhome is the perfect home base for all your Pensacola adventures. Enjoy the many activities close by: Pensacola Beach (10 miles), Perdido Beach & Johnson's Beach (15 miles), boat charters and fishing, fine dining and pubs, museums, Blue Angel air shows, festivals, Wahoo baseball etc. Or spend the day relaxing at the beautiful pool. Book now to enjoy all the amenities and comforts this home offers.