Vacation rentals with a pool in Pensacola Beach

4.96 out of 5 average rating, 303 reviews

A modern dining area features a round table with light-colored tableware, surrounded by four white upholstered chairs. Behind the table, a stylish shelving unit displays decorative items against a marbled wall. Expansive glass doors provide a view of the ocean and allow natural light to flood the space.

Condo in Perdido Key

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)

4.97 out of 5 average rating, 133 reviews

A large outdoor tropical pool is surrounded by palm trees and thatched-roof cabanas. Lounge chairs are arranged around the pool, with clear turquoise water reflecting the blue sky and clouds.

Cottage in Perdido Key

Seas the Day, Perdido Key, Florida, Purple Parrot

SNOWBIRD SPECIAL! 50% off 30 days or more Dec, Jan, Feb ,Mar! Kick back and relax in Paradise. Seas the Day is located in the gated Purple Parrot Resort. Totally updated , upscale, immaculate villa is less than 1/4 mile to the white sands of the Gulf. It's perfect for couples, solo adventurers 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!

4.99 out of 5 average rating, 154 reviews

A bright living area features a spacious white sectional sofa adjacent to a light wood coffee table. Floor-to-ceiling glass doors offer expansive views of the ocean and sky, enhancing the openness of the space. A dining set is visible on the balcony.

Condo in Perdido Key

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

4.99 out of 5 average rating, 119 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.

The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.

4.96 out of 5 average rating, 191 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

4.86 out of 5 average rating, 161 reviews

Home in Perdido Key

Blue Heaven: Wonderful Waterfront Unit with Kayaks

Welcome to Blue Heaven! This lovely waterfront home sits on a calm, shallow cove of Perdido Bay, providing GORGEOUS views & the perfect place for families to relax, swim & paddle safely, all directly behind the house. This 2 bed/2.5 bath sleeps up to 6 & includes a full kitchen, laundry, 2 kayaks, a paddle board & more! Spend all day enjoying the onsite beach, heated community pool, kayaking, swimming or take a quick drive to Perdido Key Beaches, dining, and more! Continue for more Details

Condo in Fort Walton Beach

A large, mickey-shaped pool is surrounded by lounge chairs and tropical landscaping. In the background, the waterway can be seen, framed by palm trees and extending toward the horizon under a clear blue sky.

4.9 out of 5 average rating, 429 reviews

Relaxing Soundside Condo - WataView!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

A private balcony overlooking calm blue waters and a sandy beach. A circular white table with two accompanying chairs is positioned at the edge, creating a space to enjoy the panoramic views of Pensacola Bay.

4.95 out of 5 average rating, 257 reviews

Newly renovated condo with amazing water views!

Experience the clear blue water and white sand of Pensacola Beach. Enjoy spectacular views of Pensacola Bay from a private 3rd floor balcony. This newly renovated condo offers a fully stocked kitchen, luxury linens, and calming beach decor. The master has a queen size bed, flat screen TV, and ensuite bathroom. The 2nd bedroom offers 2 full size bunk beds. The main living room has another flat screen TV, comfortable couch and is a perfect place for your group to gather.

This aerial view showcases the resort's dual swimming pools surrounded by lounge chairs. The heated pool is visibly larger and features curved edges. Beyond the pools, the white sandy beach and emerald waters of the Gulf are in view, with beach umbrellas lining the shore.

4.97 out of 5 average rating, 119 reviews

307 Beach Front Views ~ Hot Savings ~ Book Nov 9th

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.

4.97 out of 5 average rating, 136 reviews

A stylish living area is presented, featuring a green sectional sofa and two plush armchairs. Decorative wall art and a coffee table create an inviting setting. Large windows offer a view of the beach, with natural light illuminating the space.

Condo in Gulf Shores

Sea Glass 202 Gulf Front- Nov Discounts!

Enjoy a stylish stay at this coastal condo. This newly built getaway is front & center on the white sugar sand beach. Featuring a master bedroom w/ plush king bed & a bunk room w/ comfy queen over queen bunk beds. Retro furnishings & modern decor give a vacation vibe while the location can't be beat. Walk to the Hangout, Pier 33, shopping & many other favorite local spots. This low density building means less people on the beach out front & more space for you!

4.97 out of 5 average rating, 153 reviews

The image captures the nighttime view of a screened-in pool area, illuminated by blue lights. The architectural structure showcases a modern design, with clear visibility of the surrounding landscape featuring trees and grassy grounds. Soft lighting enhances the atmosphere, suggesting a serene outdoor space.

Tiny home in Pensacola

Tiny Home Pool View 25 Mins to Beachb

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 located in the backyard 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.

4.98 out of 5 average rating, 129 reviews

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Navarre Beach

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Popular amenities for Pensacola Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 151 reviews

A bright living area features a comfortable couch and a chair facing large sliding glass doors, which open to stunning views of the Gulf of Mexico. A circular dining table and four chairs are positioned near a wall-mounted television, creating a welcoming and open space.

Home in Perdido Key

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

4.93 out of 5 average rating, 109 reviews

Home in Pensacola

Poolside Family Retreat w/ Hot Tub & Game Room

Home in East Pensacola Heights

A spacious bedroom features a comfortable bed dressed in white linens, flanked by large windows with sheer curtains. An inviting lounge area is seen nearby, offering plush seating. The well-equipped kitchen showcases modern appliances and ample counter space. The outdoor pool area is visible, providing a relaxing retreat.

4.98 out of 5 average rating, 113 reviews

Perry Cottage * POOL*Historic Charm*Dog Friendly

4.93 out of 5 average rating, 108 reviews

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

Home in Pensacola Beach

Fun, sun, sand, and rest. Enjoy your stay with us.

4.97 out of 5 average rating, 143 reviews

The exterior of the home showcases a three-story building with warm lighting illuminating the covered balconies. A heated gas pool is visible in the private backyard, surrounded by lounge chairs. The inviting atmosphere highlights easy access to the outdoor area.

Home in Gulf Shores

88° Heated Pool, 85" TV, Arcade, Steps to Beach

4.94 out of 5 average rating, 206 reviews

Home in Pace

THE PINE HOUSE *October Specials*

Home in Downtown Pensacola

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, 211 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

4.99 out of 5 average rating, 119 reviews

A two-story house is positioned on raised stilts, featuring a wraparound porch with white railings. Lush green landscaping surrounds the gravel driveway, leading up to the entrance. Palm trees are visible, with the lagoon seen in the background on the left side.

Home in Gulf Shores

Casa Verde: Heated Pool +JET SKI & Pontoon rental

Condo rentals with a pool

4.84 out of 5 average rating, 123 reviews

A wooden boardwalk extends toward the beach, framed by tall grasses on either side. The sun shines brightly in the clear blue sky, reflecting on the ocean in the distance. The path leads to sandy shores, inviting exploration.

Condo in Orange Beach

Sugar Beach Studio 208 Condo - Beachfront Property

A wide view of the calm ocean is captured, showcasing gentle waves lapping at the sugar white sands. The horizon displays a gradient of warm colors from oranges to pinks, signaling dawn or dusk. The serene atmosphere offers a sense of tranquility.

4.9 out of 5 average rating, 52 reviews

Heron Nest

4.9 out of 5 average rating, 227 reviews

The private balcony offers serene views of the lagoon, framed by the gentle presence of clouds. Two teal chairs and a small table invite relaxation, while the peaceful water reflects light, creating an atmosphere of tranquility. A fishing pier is visible in the distance.

Condo in Gulf Shores

Sunset Paradise - Direct Water Views

Superhost

A panoramic view of the Gulf of Mexico stretches across the horizon, showcasing clear blue waters meeting a sandy shoreline. Sunlight glistens on the water, creating a serene atmosphere. A few figures can be seen enjoying the beach, enhancing the tranquil coastal scene.

Condo in Navarre Beach

4.77 out of 5 average rating, 204 reviews

Welcome To Florida's Hidden Gem!

4.99 out of 5 average rating, 156 reviews

The lagoon pool is visible with clear, shimmering water reflecting the sky. Tiki huts and lounge chairs can be seen along the pool's edge, surrounded by palm trees. The scene depicts a relaxed outdoor atmosphere perfect for leisure.

Condo in Perdido Key

Upstairs Terrace near beach @ Purple Parrot Resort

4.89 out of 5 average rating, 206 reviews

A comfortable living space features a white sofa adorned with decorative pillows. A wooden coffee table occupies the center, while light streams in through sliding glass doors leading to a balcony with outdoor seating. A coastal-themed artwork adds a touch of personality to the serene blue walls.

Condo in Gulf Shores

Special! 10/20-10/31 Discounted!

Condo in Fort Walton Beach

A serene view of the beach features soft white sand leading to the emerald waters of the Gulf of Mexico. Beach chairs are arranged in a neat line along the shore, enhancing the tranquil atmosphere. The sky is clear, adding to the inviting coastal scene.

4.74 out of 5 average rating, 518 reviews

Emerald Waters & Sugar White Sand!

4.97 out of 5 average rating, 113 reviews

A wooden dining set occupies a spacious circular balcony overlooking the beach, featuring four matching chairs and a table. The ocean sparkles in the background, and beach chairs are visible along the shore, creating a serene seaside setting.

Condo in Navarre Beach

Poole Paradise: 3 BR beachfront Condo

Other vacation rentals with a pool

4.96 out of 5 average rating, 73 reviews

A private swimming pool is surrounded by a well-manicured lawn and garden. Two lounge chairs are positioned beside the pool, providing space for sunbathing. The house is elevated, featuring a deck with stairs leading down to the pool area, enhancing the outdoor retreat.

Cottage in Gulf Shores

Private Heated Pool | Spa Bath | Walk to Beach

5 out of 5 average rating, 71 reviews

An electric golf cart with seating for six is parked in front of the townhouse alongside four adult bicycles in various colors. The grassy area provides a friendly outdoor space, complementing the inviting entrance of the property.

Townhouse in Perdido Key

*Eagle's Landing* | Self-Managed | Private Beach

5 out of 5 average rating, 11 reviews

The exterior view of a coastal-style home is presented, featuring a light-colored facade with a peaked roof. A white picket fence encloses the front yard, which is landscaped with gravel and small shrubs. Clear blue skies provide a bright backdrop.

Home in Orange Beach

3BR Beach Retreat*Bikes*Trails+Walk to Sand*Pool

5 out of 5 average rating, 35 reviews

A wooden deck is featured at the front of a small cabin, outlined by a sturdy railing. Comfortable seating is seen on the deck, shaded by a canopy. A circular firepit made of stone is located on the ground nearby, surrounded by gravel.

Guesthouse in Pensacola

The Rosales serenity suite

5 out of 5 average rating, 15 reviews

A private balcony is featured with two woven chairs and a wooden table, overlooking expansive views of the Gulf waters. The open glass doors allow natural light to fill the space, highlighting the coastal ambiance and serene colors of the sea and sky.

Condo in Navarre Beach

Tide Together on the Gulf at Beach Colony East

Guesthouse in Pensacola Beach

5 out of 5 average rating, 8 reviews

Gulf Breeze Bungalow

4.95 out of 5 average rating, 93 reviews

An enclosed outdoor space features a heated saltwater pool surrounded by a safety fence. Metal chairs are positioned nearby on concrete flooring, providing comfortable seating. Soft sunlight illuminates the area, enhancing the tranquil setting.

Home in Pensacola Beach

Heated saltwater pool | Pet Friendly | Family home