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

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.

4.96 out of 5 average rating, 303 reviews

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)

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, 100 reviews

Pensacola Beach, Florida 1BR Amazing View

The one-bedroom condo is located on Pensacola Beach in Tristan Towers. (The second bedroom is not accessible due to storage use.) Has an incredible view of the Gulf of Mexico and Pensacola Bay (wrap-around balcony). Located on the bay side, a short walk across the street allows easy access to white sand beaches and Gulf waters. The property has tennis courts, a swimming pool, and a pier. Shops, restaurants, and activities are nearby. Free trolley service runs from Memorial Day to Labor Day.

4.97 out of 5 average rating, 134 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!

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.

4.99 out of 5 average rating, 154 reviews

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

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, 430 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.

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!

Condo in Fort Walton Beach

The image captures an expansive view of the tranquil Gulf of Mexico. Gentle waves roll onto a sandy beach, while a clear blue sky stretches above, dotted with soft clouds. The horizon blends seamlessly with the serene water, creating a calming seaside atmosphere.

4.94 out of 5 average rating, 183 reviews

Sunshine and beach time /Okaloosa Island

CHRISTMAS at the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, ( USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand, wifi in the unit, 2 beach chairs, cooler, beach towels, and beach umbrella. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court

Condo in Fort Walton Beach

A serene pool area is surrounded by palm trees and lounge chairs, with an inviting pool at its center. The beach is visible in the background, alongside several beach umbrellas. A three-story building stands on the right, displaying a classic coastal architecture.

4.93 out of 5 average rating, 109 reviews

Mermaid Hideaway at El Matador 621!

This is a wonderful Studio apartment at the El Matador complex on Okaloosa Island with a beautiful balcony view, close walk to the beautiful private beach, close to tennis courts, seasonally heated pool, gym, and hot tub. The unit is well equipped and cozy, kitchen fully furnished, with one King bed and a queen sofa sleeper. This is a unique and tranquil hideaway at the El Matador!!

A captivating seascape is displayed at sunset, featuring vibrant orange and pink clouds reflected on the calm water. The sandy beach is framed by dunes and palm trees, with a glimpse of the resort's pool area and wooden walkway leading to the shore.

4.96 out of 5 average rating, 129 reviews

Private beachfront condo, sleeps 8, Perdido Key

Shabby chic & modern, coastal and cozy. Luxurious condo on the 6th floor in Tower 3. BEACH FRONT, AMAZING VIEW, OVERSIZED BALCONY! *2 bedroom/2 bathroom condo ~sleeps 8 * Memory foam beds in Master/2nd BR. Queen sofa sleeper *Private beach *Fully stocked Chef’s kitchen *Smart TV’s *High chair, pack/play, games & more. *Beach closet/equipment access

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!

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

4.91 out of 5 average rating, 116 reviews

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.

Home in Perdido Key

Beautiful Paradise Home - 1 Mile From Beach - POOL

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.

4.94 out of 5 average rating, 206 reviews

Home in Pace

THE PINE HOUSE *October Specials*

4.99 out of 5 average rating, 129 reviews

The living room is furnished with a leather couch, a stylish love seat, and oversized chairs. A wooden coffee table sits in the center, complemented by a large wall-mounted TV. Natural light floods in through the sliding doors, revealing views of the outdoor deck.

Home in Gulf Shores

5 Stars! Gulf View - Sleeps 12, 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, 211 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

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 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.

4.77 out of 5 average rating, 204 reviews

Welcome To Florida's Hidden Gem!

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

The open living area features a dining table with four white chairs, a comfortable gray sofa, and a television mounted on the wall. Light enters through a window overlooking the sleeping area with a bed, enhancing the space’s relaxed atmosphere.

4.88 out of 5 average rating, 145 reviews

Footsteps away from beautiful beaches 🏖🏝⛱

A panoramic view of the Gulf of Mexico is captured from the balcony, showcasing a sandy beach leading to a long fishing pier. The water shimmers in shades of blue, with gentle waves meeting the shoreline under a clear blue sky.

4.96 out of 5 average rating, 262 reviews

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

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.

4.99 out of 5 average rating, 156 reviews

Upstairs Terrace near beach @ Purple Parrot Resort

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.

4.97 out of 5 average rating, 113 reviews

Poole Paradise: 3 BR beachfront Condo

4.86 out of 5 average rating, 118 reviews

A living area features a comfortable gray sofa and a blue accent chair, positioned around a rustic wooden coffee table. Light wooden paneling adorns the walls, complemented by a coastal-themed artwork. A modern kitchen with a breakfast bar is visible in the background.

Condo in Orange Beach

Gorgeous Luxury Beachfront Gulf View

Other vacation rentals with a pool

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

4.95 out of 5 average rating, 43 reviews

A private heated pool is surrounded by a spacious stone deck, featuring several lounge chairs for relaxation. The pool is positioned under an elevated structure, allowing for shade and easy access. Tall palm trees frame the area, enhancing the tropical ambiance.

Home in Pensacola Beach

New heated Pool | Beach Gear | Direct Beach Access

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

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

A bright living area features large glass doors that provide seamless access to panoramic ocean views. Comfortable seating is arranged around a light-toned sofa and stylish furniture. Natural light fills the space, highlighting the coastal decor and soothing color palette.

5 out of 5 average rating, 7 reviews

Sleeps 6-Stunning Ocean Front Views-Luxury Resort

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.

5 out of 5 average rating, 15 reviews

Tide Together on the Gulf at Beach Colony East

Guesthouse in Pensacola Beach

5 out of 5 average rating, 8 reviews

Gulf Breeze Bungalow

A Gulf front balcony features comfortable seating arranged for ocean views. A glass railing allows unobstructed sightlines of the tranquil waters, while soft natural light enhances the airy atmosphere. The serene blue sky meets the calm sea in the distance.