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, 137 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.

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, 101 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, 193 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.

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, 120 reviews

Waterfront, sleeps 7, walk to everything!

Recently updated 2 bedroom, 2 bathroom 1200 sq ft. large open concept living and dining space and washer/dryer in the unit. Double sliders to the triple size balcony with amazing sunset views over The Little Sabine Bay and The Gulf of Mexico. Centrally located across the street from Casino Beach, The boardwalk, and great restaurants. This is truly one of the best spots on the island with the best of everything including the most amazing views with the convenience of walkability to everything.

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, 121 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. Minimum 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.

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, 288 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.

5.0 out of 5 average rating, 151 reviews

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

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.

4.9 out of 5 average rating, 146 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.

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!

Welcome to Bella Blue! Our beautiful and newly renovated Pool Oasis. Quiet private 2 BR / 1 BA apartment with a private crystal clear pool/ inviting firepit and more. Private fenced spacious backyard for pets. Only 6 Miles from beautiful Navarre beach. Hang out in our family friendly play pool or head to the emerald waters of Navarre beach. Located one mile from the Gulf Breeze Zoo, 15 miles from Pensacola Beach. Conveniently located for shopping /restaurants. We hope you enjoy! Sonya

4.92 out of 5 average rating, 184 reviews

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, 178 reviews

Pelican's Perch @ Villas on the Gulf

This renovated 2 bed/1.5 bathroom condo is stocked and ready to go--Just bring your groceries and swimsuits! This quaint little beach condo is the perfect, affordable getaway you are looking for. In less than a two-minute walk from the front door, you can have your toes in the sand, soaking up the sun on the Gulf. It features a carport for private parking, two bedrooms, w/ a King bed in one room, two full beds in the other, a couch in the living area, and a queen air mattress

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, 153 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.

4.98 out of 5 average rating, 167 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 Pensacola 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 Gulf Breeze rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 108 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

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.

4.93 out of 5 average rating, 119 reviews

Hot tub/ Pool Relaxing Getaway

A bright dining area is furnished with a glass-top table and stylish black metal chairs, accented by greenery in a vase. The space features large windows that provide ample natural light, with wooden beams enhancing the ceiling's height. A modern kitchen area is visible in the background.

4.88 out of 5 average rating, 257 reviews

Vintage Charmer with Tiny Pool Close to Downtown

4.94 out of 5 average rating, 203 reviews

Whispering Getaway, Heated Pool, Premier Game Room

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.

4.87 out of 5 average rating, 148 reviews

Beautiful Paradise Home - 1 Mile From Beach - POOL

4.96 out of 5 average rating, 140 reviews

Heated Pool-Fire Pit-Sun room -Near the Beach

4.92 out of 5 average rating, 120 reviews

Heated saltwater pool | Pet Friendly | Family home

4.91 out of 5 average rating, 134 reviews

Private Heated Pool, 10 Min to Navarre Beach

Condo rentals with a pool

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, 139 reviews

Pensacola Beach Condo w/ Great Views (F12)

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, 158 reviews

Coastal Haven by Gulf and Sound

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, 158 reviews

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

A bright living room is featured with expansive sliding glass doors offering unobstructed views of the Gulf. Soft furnishings in soothing colors complement the beautiful blue backdrop, while a large area rug adds comfort to the space. Natural light fills the room, creating a serene atmosphere.

4.94 out of 5 average rating, 136 reviews

Welcome to Pura Vida: Top-Floor View & Beach Bliss

A serene view of the Gulf of Mexico showcases clear blue waters meeting a white sandy beach. The horizon extends across the image, with a few distant figures visible along the shore, highlighting the tranquil atmosphere of this beach setting.

4.96 out of 5 average rating, 101 reviews

Penthouse @ Sabine Yacht & Racquet Club

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, 243 reviews

Gulf Getaway+ Waterfront Views *Fully Updated*

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, 249 reviews

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

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, 108 reviews

Enjoy Sunsets at Fully Equipped 2BR Condo on Beach

Other vacation rentals with a pool

4.97 out of 5 average rating, 39 reviews

Townhouse in Gulf Breeze

Gulf Breeze Getaway by the Sea, by community pool

Townhouse in Pensacola Beach

Sunset Social @ The Boardwalk Condo

5.0 out of 5 average rating, 26 reviews

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, 40 reviews

Casanana Beach Retreat- Beach Only 3 Miles Away!

A well-lit bedroom features a spacious bed dressed in neutral linens, complemented by warm-toned throw pillows. Two bedside tables with lamps flank the bed, and a piece of artwork depicting a coastal scene hangs above. Natural light filters through the window adorned with sheer curtains.

4.89 out of 5 average rating, 101 reviews

Modern Dream Home | Heated Pool and a Fire Pit!

4.9 out of 5 average rating, 63 reviews

New~4BDR Home~15 Minutes Navarre Beach, Pool

4.81 out of 5 average rating, 21 reviews

Charming Pool Home

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.

4.71 out of 5 average rating, 42 reviews

Kelsey's Cove