Vacation rentals with a pool in Pensacola Beach

A bright living area offers views of the Gulf through expansive glass doors. The space features comfortable seating, including wicker chairs and a cozy sofa. A telescope stands nearby for observing the shoreline, while a balcony with seating is visible beyond.

4.99 out of 5 average rating, 136 reviews

Cozy Coastal Days & Sunset Views | Heated Pool

TWO Gulf-View Balconies | Heated Pool | Direct Beach Access | King Primary Suite • Unobstructed Gulf Views from two private balconies • Heated Pool for year-round swimming • Direct Beach Access – just steps to sugar-white sand • Primary King Suite with spa-like ensuite • Beach Gear Included – chairs, wagon & umbrella • Jacuzzi Tub for ultimate relaxation • Fully Equipped Chef’s Kitchen + Wet Bar with Ice Maker • 65" Smart TV with Sonos Surround Sound • Gated Community with Covered Parking • Pro

An aerial view showcases the townhome situated along the coastline, with the Gulf's waves gently breaking in the background. The neatly arranged buildings reflect a clean layout, while palm trees and a parking area are visible below, highlighting the nearby beach setting.

4.99 out of 5 average rating, 112 reviews

Spacious Townhome for Families w/ Beach+Bay Access

Come enjoy the very best of beach life! This Boardwalk townhome is steps from the famous white sand of the Gulf while also offering community pool access & a private, sandy beach on the calmer waters of the bay that is perfect for children to enjoy. This spacious 2 bed/2.5 bath unit (King in master!) has an open layout with beautiful furnishings & outdoor living space on all 3 levels. Plenty of natural light & some Gulf views from each of the balconies you can access from every room in the home.

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)

4.99 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!

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!!

4.97 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!

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

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 balcony features a dining table set with two glasses and a bottle, overlooking the beach. Lounge chairs and umbrellas are visible on the sandy shore, with the Gulf of Mexico's turquoise waters in the background, highlighting direct beach access.

4.95 out of 5 average rating, 134 reviews

Lovely beach-front condo with free beach setup.

As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

4.97 out of 5 average rating, 241 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 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!

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, 118 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.

A spacious living room is illuminated by natural light streaming through large windows, offering a view of the Gulf of Mexico. Comfortable sofas are arranged around a central coffee table, while a ceiling fan provides a cooling breeze. A flat-screen television rests on a wooden console.

4.93 out of 5 average rating, 133 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

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!~

Popular amenities for Pensacola Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in East Pensacola Heights

A serene backyard is illuminated at night, featuring a sparkling pool surrounded by a deck and lush greenery. A hot tub, positioned under a wooden pergola, adds to the relaxation area, with soft lighting creating a calm atmosphere. Lounge seating and a dining table are visible nearby.

4.92 out of 5 average rating, 105 reviews

Relaxing Getaway with Pool/Hot Tub Near Downtown

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, 109 reviews

Home in Pensacola

Poolside Family Retreat w/ Hot Tub & Game Room

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.

4.94 out of 5 average rating, 206 reviews

Home in Pace

THE PINE HOUSE *October Specials*

Home in Fort Walton Beach

A serene outdoor space features a private pool enclosed by a safety fence. Colorful seating options are arranged on a decorative mosaic patio, complemented by an umbrella providing shade. Lush trees provide greenery in the background, enhancing the peaceful atmosphere.

4.92 out of 5 average rating, 184 reviews

#2 4BR HUGE PET Friendly Home w/ your own pool!

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, 210 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

4.99 out of 5 average rating, 118 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

4.9 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

A view of the Gulf can be seen through vibrant blooming flowers and palm trees. A wooden pergola is present in the background, with sun loungers visible at the pool area, creating a serene coastal atmosphere.

4.93 out of 5 average rating, 182 reviews

Sea Shell at Sunset Cottages - Beach Service Inc

5 out of 5 average rating, 14 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

4.99 out of 5 average rating, 135 reviews

A sandy beach stretches along the coastline, meeting gentle waves lapping at the shore. Sunbathers are scattered along the beach, with colorful umbrellas providing shade. In the distance, a pier extends into the water beneath a bright blue sky dotted with fluffy white clouds.

Condo in Gulf Shores

*Beach Condo | Gulf Views | Family Favorite

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, 517 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

4.97 out of 5 average rating, 92 reviews

An aerial view displays the coastline of Navarre Beach, showcasing the vibrant turquoise waters and sandy shores. The location of the townhome is highlighted, surrounded by lush greenery and neighboring properties, with the shoreline and a distant fishing pier visible in the background.

Condo in Navarre Beach

Cheerful Island 1BR - Walk to the Beach & Bay

4.99 out of 5 average rating, 162 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!

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

4.96 out of 5 average rating, 78 reviews

A solar-powered swimming pool is enclosed within a netted structure, ensuring a bug-free environment. Colorful lounge chairs surround the pool, complemented by a shaded umbrella and a coffee table adorned with fresh flowers. Lush greenery is visible beyond the enclosure, enhancing the serene setting.

Home in Navarre

Solar Heated Pool/Covered Lanai 5miles to Beach

5 out of 5 average rating, 34 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

4.97 out of 5 average rating, 31 reviews

An aerial view captures a beach home surrounded by other residences, with a sandy area in the foreground. The distant shoreline meets the blue ocean, offering a sense of proximity to the water. The house features a red-tiled roof and is positioned within a tranquil, coastal neighborhood.

Home in Pensacola Beach

Del Sol-Outdoor Oasis with Pool and Hot Tub

Superhost

An expansive terrace is shown, featuring a round dining table surrounded by black metal chairs. Scenic views of the Gulf of Mexico and sandy beach extend into the horizon under a clear blue sky.

5 out of 5 average rating, 13 reviews

P3-0509 Sunrise Views @ Portofino

4.93 out of 5 average rating, 69 reviews

A panoramic view of the waterfront showcases soft white sands bordered by the calm waters of the Santa Rosa Sound. A palm tree is visibly planted in the foreground, while distant structures hint at the local community. Clear blue skies create a serene backdrop.

Home in Navarre Beach

Beachfront - “Weekend At Benny’s”