Vacation rentals with a pool in Gulf Breeze

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, 140 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.

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.

4.93 out of 5 average rating, 123 reviews

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

When you stay at this centrally located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimal stairs if you walk down to the canal. Take advantage of the local golf course, which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin), then come home to relax in your home away from home. We DO NOT host parties or special events. NON-SMOKING HOME.

Vacation home in Gulf Breeze

A private pool is showcased in the backyard, surrounded by a safety fence. Sunlight reflects off the clear blue water. Lush greenery and palm trees provide a tropical ambiance, while elegant seating is visible in the background, inviting relaxation and enjoyment.

Beautiful and Spacious Home w/Private Heated Pool!

Relax and recharge at this spacious and stylish family friendly vacation home. Great for large families to share as we have TWO primary bedrooms with ensuites. We comfortably sleep 12 in this 5 bed/3 full bath home, with 7 beds. Situated in a quaint and quiet neighborhood less than 10 minutes from Pensacola beach, one mile from public boat dock, and plenty of nearby activities including cinema, mini golf, and the zoo. Enjoy the private pool and bring along fido too! (pending approval/pet fee)

4.93 out of 5 average rating, 103 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.

4.97 out of 5 average rating, 196 reviews

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.

4.94 out of 5 average rating, 125 reviews

A well-furnished living area is depicted, featuring two patterned armchairs and a sectional sofa. A coffee table is centered on a vibrant area rug, while a large flat-screen television is mounted on the wall. Natural light fills the space through a glass door leading to the outside.

Home in Pensacola

Downtown Oasis - Pool & Parking

Centrally located in Pensacola's thriving downtown, our poolside oasis is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

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, 291 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 solid surface floors throughout, a fully stocked kitchen 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.

A balcony view overlooks a tranquil sound with soft waves and clouds dotting the sky. Below, a private pool is nestled within a landscaped area, complete with lounge chairs. The beach extends gently along the shoreline, enhancing the relaxed coastal atmosphere.

4.96 out of 5 average rating, 246 reviews

Gulf Getaway+ Waterfront Views *Fully Updated*

Our newly updated condo is the perfect sport your family beach vacation! This tri-level 3 bed, 3 bath condo Pensacola Beach. 2022 renovation with all new flooring, bathrooms and kitchen. *Sleep up to 8 guests *Fully equipped kitchen *Steps from gulf beaches *DIRECT access to sound side beach *private pool +lounge area *2 covered parking sports *Minutes from beach restaurants **Stairs are required to navigate every part of our unit and will be necessary to use multiple times per day**

A custom upright piano converted into a bar is displayed, featuring blue lighting and an array of glassware. A colorful art piece hangs above the piano, alongside a unique lamp atop a wine barrel. The modern decor enhances the inviting atmosphere.

5.0 out of 5 average rating, 135 reviews

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

*** Garage will be not available 10/11 - 11/3 *** Joey’s place is a beautiful home in Navarre, Florida, less than 1.5 miles to the beach with a newly added pool (not heated) in June 2024! You'll have the home to yourselves (office & master closet locked). Close to restaurants and shopping, modern décor, smart home, garage parking. Pool added in June 2024. Extended Patio added in September 2024, 8 ft privacy fence added in December 2024. Mural painting on fence surrounding pool Fall 2026

4.91 out of 5 average rating, 148 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. A few 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. 3) we have 60lb friendly female golden retriever Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! The Gulf 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.

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, 157 reviews

Beachfront Condo • Pool & Resort Perks

Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.

A balcony with a circular table surrounded by four plastic chairs features a view of the bay. The scene includes grassy areas and nearby buildings, with palm trees visible in the background under a partly cloudy sky.

4.82 out of 5 average rating, 160 reviews

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7

Relax with family or friends at our cozy condo with amazing views of the bay and the Gulf of Mexico. You are mere steps from the gulf's famous sugar white sandy beaches. Enjoy the complex's amenities- sun at the private beach, swim in the pool (unheated), grill on the BBQ and chill at the fire pit. Rent bikes and explore the miles of beach paths and the Fort at Pickens. You're a short drive to the core of the beach where there's shopping, restaurants, bars and family activities.

A private balcony overlooks the Gulf, featuring a pair of wicker chairs with blue cushions. The railing provides safety while maximizing views of the beach and ocean waves under a clear blue sky.

4.98 out of 5 average rating, 101 reviews

Island Oasis, 3Bed/2Bath, Pool, & Beach Gear

Emerald Dolphin is a three bedroom, two bath, 9th floor condo across the street from the beach with stunning panoramic views! The condo is filled with beachy furnishings and hand-crafted artistry. Offering breathtaking floor to ceiling Gulf front views from all main living areas. In addition to 3 bedrooms (1 King, 1 Queen & 1 Twin over Full Bunk) and 2 bathrooms, there is a pull-out couch bed and a laundry room with full-sized washer and dryer and closet full of beach gear.

Popular amenities for Gulf Breeze rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 120 reviews

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.

Home in Pensacola

Hot tub/ Pool Relaxing Getaway

An inviting screened area features a heated saltwater pool surrounded by comfortable loungers and a dining set. A large umbrella provides shade for relaxation, while lush greenery offers a tranquil backdrop. Clear blue skies enhance the bright and airy environment.

4.96 out of 5 average rating, 108 reviews

Heated Salt Pool, 3 Kings, Near Beach.

5.0 out of 5 average rating, 154 reviews

Home in Pensacola

Quiet Family Pool Home! Airbnb's Favorite! TOP 1%

4.92 out of 5 average rating, 123 reviews

Heated saltwater pool | Pet Friendly | Family home

4.91 out of 5 average rating, 135 reviews

Private Heated Pool, 10 Min to Navarre Beach

A private backyard features a heated pool surrounded by landscaped areas with palm trees and flowers. A covered porch provides shaded seating options, while lounge chairs invite relaxation by the water. A securely fenced area enhances safety and privacy.

4.93 out of 5 average rating, 241 reviews

Good times & tan lines! Only 5 miles to the beach!

4.88 out of 5 average rating, 111 reviews

A spacious living room is furnished with a large sectional sofa and a matching ottoman, set atop a decorative area rug. Natural light is provided by windows, with ceiling fans enhancing the comfortable atmosphere.

Home in Sanders Beach

Private Pool / Two living rooms /Downtown

4.94 out of 5 average rating, 129 reviews

A wooden dock extends over calm waters, leading to a series of residential buildings along the bay. The structures feature multiple floors and pitched roofs, reflecting the soft colors of a sunset in the background.

Home in Pensacola Beach

New perfect beach getaway with stunning views (C9)

Condo rentals with a pool

A spacious living area is shown, featuring two gray sofas and a sleek television mounted on the wall. Sunlight filters through sliding glass doors, revealing a view of the balcony. A light blue accent chair and a decorative side table complement the setting.

4.98 out of 5 average rating, 121 reviews

Waterfront, sleeps 7, walk to everything!

Superhost

A scenic view is presented, featuring a vibrant blue sky above a calm waterfront. A pool area is visible, surrounded by sun loungers. Lush palm trees and well-maintained lawns enhance the outdoor space, offering a relaxing atmosphere. Nearby buildings line the waterfront, adding to the picturesque setting.

4.84 out of 5 average rating, 244 reviews

Gorgeous Beach Condo

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.

4.95 out of 5 average rating, 139 reviews

Relax Waterfront, Sunset VIEWS, Secluded Beach

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, 255 reviews

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

A light-filled living space features a comfortable couch adorned with soft cushions. A coffee table rests on a textured area rug, complemented by a small plant. The adjacent dining area and kitchen can be seen in the background, adding to the open and inviting layout.

4.95 out of 5 average rating, 185 reviews

Pelican's Perch @ Villas on the Gulf

A serene view of the bay is captured from the balcony, showcasing the calm water and sandy beach lined with outdoor furniture. In the distance, a pier extends into the water, while boats can be seen sailing peacefully, framed by the clear blue sky.

4.97 out of 5 average rating, 140 reviews

Pensacola Beach Condo w/ Great Views (F12)

A spacious living area features a blue accent chair and a patterned loveseat. A round coffee table with a colorful tray sits in the center. Ceiling fans provide circulation, while a dining area with colorful chairs is visible in the background. A laundry area is discreetly located in the corner.

4.9 out of 5 average rating, 111 reviews

Enjoy Sunsets at Fully Equipped 2BR Condo on 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.

4.98 out of 5 average rating, 160 reviews

Coastal Haven by Gulf and Sound

Other vacation rentals with a pool

Guest suite in Gulf Breeze

A private pool area features a crystal clear swimming pool surrounded by lounge chairs and a shaded umbrella. A colorful pool float and games are visible, alongside a seating area with a fire pit, all enclosed in a spacious backyard with green landscaping.

Cozy Suite w/ Private Pool near Navarre Beach!

4.92 out of 5 average rating, 186 reviews

4.96 out of 5 average rating, 167 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 Bellview

The Rosales serenity suite

Apartment in Pensacola Beach

Ocean Tranquility label by guest“Heaven on Earth”.

4.95 out of 5 average rating, 132 reviews

Superhost

4.89 out of 5 average rating, 57 reviews

Gulf Breeze Oasis-Pool, Hot tub, BBQ, nearby beach

An outdoor patio area features a large wooden table surrounded by several chairs. A private pool is visible nearby, with a fenced enclosure providing safety. Sunlight filters through the surrounding trees, creating a bright and inviting space for gatherings.

5.0 out of 5 average rating, 44 reviews

Casanana Beach Retreat- Beach Only 3 Miles Away!

Guesthouse in Gulf Breeze

Gulf Breeze Bungalow

5.0 out of 5 average rating, 36 reviews

Townhouse in Pensacola Beach

Sunset Social @ The Boardwalk Condo

5.0 out of 5 average rating, 30 reviews

Superhost

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.