Vacation rentals with a pool in Pensacola

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

4.98 out of 5 average rating, 222 reviews

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.

4.99 out of 5 average rating, 129 reviews

Private Pool-Near NAS-Grills-Game Room FamilySetUp

You have found a home that is loved by so many who come to Pensacola! This home offers so much for families: arcade room, 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 events as kite fest, wahoo games, bands on the beach, theater, Friday art nights and parades! BookNow

Guest suite in Gulf Breeze

A hammock is suspended under a shaded structure, positioned in view of a swimming pool. The pool's clear blue water reflects sunlight, surrounded by a privacy fence and lush greenery. Tall trees create a natural backdrop, enhancing the serene outdoor space.

4.9 out of 5 average rating, 236 reviews

East Bay Getaway - Studio with Pool & Hot Tub

Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

4.97 out of 5 average rating, 181 reviews

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

A bright waterfront scene is captured, featuring Little Sabine Bay with reflections shimmering on the water's surface. The view includes marinas with sailboats and yachts, framed by palm trees and gardens, with a pool visible in the foreground.

5 out of 5 average rating, 150 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.

5 out of 5 average rating, 131 reviews

Airbnb's Favorite Home! Guest Favorite! TOP 5%!

Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, quick visits or longer stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

4.93 out of 5 average rating, 136 reviews

A serene pool area is framed by lush tropical plants and flowering hibiscus. A lounge chair is positioned by the inviting blue water, surrounded by vibrant greenery and palm trees, offering a tranquil outdoor space for relaxation.

Home in Pensacola Beach

Backyard Oasis Family friendly Pensacola Beach, FL

Welcome to Paradise w/ POOL. Kid friendly. Now that we have rented out our home there are two main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! Gulf of Mexico is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

4.97 out of 5 average rating, 270 reviews

A screened-in balcony is presented with comfortable seating and a small table, surrounded by lush greenery and natural light. A ceiling fan provides a cooling breeze, while colorful cushions add a touch of vibrancy. Scenic views of the sand dunes and natural preserve are visible in the background.

Townhouse in Perdido Key

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 barrier 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 a restaurant and pool and private beachfront access!

5 out of 5 average rating, 212 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.

4.99 out of 5 average rating, 166 reviews

A vibrant, layered drink is served in a tall glass on a woven tray. The background features a sandy beach and tranquil turquoise waters under a clear blue sky, creating a relaxing coastal setting from the balcony.

Condo in Perdido Key

Beach Front, Low Density Condo in Perdido Key!

DON'T FIGHT THE CROWDS for space on the beach! Unwind in our comfortable 4th floor Beach Front "Slice of Paradise" with private beach. The balcony offers unobstructed, gorgeous views of the Gulf and the beautiful white sands of Perdido Key. Soak up the sun as you kick back on the balcony and count the dolphins while being lulled by the sound of the waves and the salt air breeze.

Superhost

A community pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are arranged neatly along the edge, and two pavilions with covered seating are visible. Lush greenery and a clear blue sky create a serene setting.

4.88 out of 5 average rating, 130 reviews

Beautiful Paradise Home - 1 Mile From Beach - POOL

This two story home in Redfish Harbor provides a beach getaway in Perdido Key, Florida. Enjoy the many neighborhood amenities including a dock onto Bayou Garcon, a pool, pickle ball courts and a bocci ball court. This place is perfect for family vacations, a couples getaway or just some fun in the sun with friends. Let the spacious luxury of this home lull you into relaxation.

A corner of the living area is presented with large windows offering expansive views of the water. A wooden desk and a light-colored chair provide a workspace, while a soft armchair and small table create a cozy seating arrangement. Natural light floods the space.

4.94 out of 5 average rating, 118 reviews

Relax Waterfront, Sunset VIEWS, Secluded Beach

Stunning 2-story unit, fully renovated, with plenty of space to accommodate up to 8 people. • Excellent LOCATION on the quite West end of Pensacola Beach. Last complex before National Park at Ft. Pickens • Gorgeous SUNSET views from both balconies • Just a few steps from the GULF OF MEXICO BEACH – perfect for couples and families! • QUIET AND SECLUDED Beach on Santa Rosa Sound

Popular amenities for Pensacola rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 13 reviews

Home in Pineglades

Great Location with Relaxing Pool

5 out of 5 average rating, 15 reviews

Home in Navarre

The Palm Oasis | Heated Pool • Hot Tub • Beach

A serene swimming pool is enclosed within a screened structure, capturing the reflection of a colorful sunset on its surface. Lush green fields are visible in the background, providing a tranquil view beyond the pool area.

4.87 out of 5 average rating, 23 reviews

Cozy Ranch House/Screened in Pool/ 3BD

4.97 out of 5 average rating, 30 reviews

Cozy Coastal Downtown Home

Superhost

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

4.94 out of 5 average rating, 210 reviews

Flamingo On Fisher In The Heart Of Pensacola

5 out of 5 average rating, 6 reviews

Home in Navarre

The Witch & Pirate | Pool | Pub | BBQ | Unwind!

A serene pool area is surrounded by lush greenery and a red wooden fence. The clear water reflects the sky, showcasing a blend of blue and white clouds. A comfortable seating area with blue-striped chairs is placed by the poolside, enhancing relaxation.

4.95 out of 5 average rating, 55 reviews

Backyard Oasis Pensacola

4.87 out of 5 average rating, 30 reviews

The exterior of the home is captured from above, showcasing a manicured lawn surrounded by trees displaying various autumn colors. Notable features include a curved driveway leading to a front entryway and palm trees flanking the entrance, emphasizing a welcoming atmosphere.

Home in Gulf Breeze

Kelsey's Cove

Condo rentals with a pool

4.98 out of 5 average rating, 107 reviews

Two wooden lounge chairs are positioned on the sandy beach, facing the serene Gulf waters. Light fluffy clouds scatter across the clear blue sky, while gentle waves lap at the shore, creating a peaceful coastal scene.

Condo in Perdido Key

Marisol del Cielo/Sea Sun Of The Sky-On The Beach

4.93 out of 5 average rating, 137 reviews

A serene waterfront view at sunset features a serene bay with multiple sailboats and yachts docked. The sky is painted in soft shades of pink and purple, reflecting on the calm water. A grassy area with kayaks and canoes is visible in the foreground.

Condo in Pensacola

Sunset on the Bayou near NAS/Downtown Pensacola

A wrap-around balcony offers a panoramic view of the Gulf of Mexico and nearby homes with varied roof designs. A gently sloping shoreline leads to the water, while the sky displays soft hues, suggesting evening light. The surrounding area is characterized by green spaces and pathways.

4.89 out of 5 average rating, 103 reviews

Pensacola Beach, Florida 1BR Amazing View

4.99 out of 5 average rating, 145 reviews

A living area features a large sectional sofa in a neutral tone, accompanied by accent chairs in deep blue. A circular coffee table sits in the center, with a television mounted on the wall. Floor-to-ceiling glass doors provide access to the outdoor balcony with sea views.

Condo in Orange Beach

Bluewater 306 Direct Gulf Front Corner Condo

A cozy bedroom features a spacious bed covered in a light blue quilt. Two matching pillows are positioned at the head of the bed. A large window offers views of the surrounding landscape, with a picture of a coastal scene displayed above the bed.

4.95 out of 5 average rating, 179 reviews

La Playa Esmeralda - Panoramic Sunset Views

A dining area features a round table surrounded by six white, wooden chairs. The kitchen, equipped with updated stainless steel appliances, is visible in the background. Natural light enters through large windows, illuminating the space and enhancing the clean, modern design.

4.98 out of 5 average rating, 102 reviews

Book now for spring/summer! Beautiful sound views!

4.91 out of 5 average rating, 108 reviews

A living area is displayed, featuring a comfortable gray sofa with decorative yellow pillows. A set of nested coffee tables sits in front, with a simplistic design. A wall-mounted television and a decorative fireplace are visible, while natural light filters through a window adorned with light curtains.

Condo in Pensacola

Stylish 1 bdrm condo. May sleep 4. Just off I10

4.96 out of 5 average rating, 237 reviews

A panoramic view of the beach and ocean is presented from the balcony. The water reflects light under a clear sky, while sandy beach stretches along the shoreline. Two bright blue Adirondack chairs are visible by a round table, offering a comfortable seating area for enjoying the surroundings.

Condo in Orange Beach

Beachfront Luxury Condo with Stunning Views

Other vacation rentals with a pool

5 out of 5 average rating, 13 reviews

A modern three-story home is situated among lush greenery, visible under a vibrant sunset sky. Multiple balconies offer opportunities for outdoor enjoyment, while a driveway leads to a two-car garage. Palm trees and landscaped areas enhance the home’s welcoming appearance.

Home in Perdido Key

Walk/Bike/Golf Cart to Beach | Luxury Home w/Pool

5 out of 5 average rating, 18 reviews

Home in Gulf Breeze

Coastal Comfort~3BR~Pool~Sleeps 9~Pensacola Beach

4.88 out of 5 average rating, 56 reviews

A screened pool area features a curved swimming pool and a separate hot tub with blue tile accents. Surrounding spaces include lounge chairs and a barrel sauna. Lush greenery and a wooden fence are visible in the background, creating a secluded atmosphere.

Home in Gulf Breeze

Casa Tranquilo Heated Pool and Sauna!

4.97 out of 5 average rating, 75 reviews

A private pool is surrounded by a spacious deck, featuring several lounge chairs. Lush greenery provides privacy around the yard, while the pool reflects the clear blue sky. The brick patio complements the inviting atmosphere of the outdoor space.

Home in Scenic Heights

Relax and enjoy this charming vintage bungalow

Superhost

A luxurious spa master bath is featured, showcasing a freestanding white tub set against elegant marble walls. Natural light illuminates the space, highlighting the modern black faucet and sleek design elements of the bathroom.

4.88 out of 5 average rating, 81 reviews

Pensacola Serenity Hot tub mini Golf arcade games

An open-plan kitchen and dining area is featured, designed with white cabinetry and modern stainless-steel appliances. A large dining table with wooden chairs provides seating, while a cozy sitting area with a sofa is to one side. Natural light brightens the space through multiple windows.

4.94 out of 5 average rating, 88 reviews

• “Bayou Grande View – Peaceful Pensacola Getaway”

5 out of 5 average rating, 23 reviews

Adventures at Gypsy Mermaid

A spacious balcony features a glass-top table surrounded by four high-back chairs, offering panoramic views of the Santa Rosa Sound. The ceiling fan enhances comfort while the inviting blue sky and gentle waves create a serene coastal setting.