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, 116 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 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, 324 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 for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

5 out of 5 average rating, 175 reviews

A private pool area is surrounded by a wooden fence, featuring clear blue water and colorful floats. A shaded seating area with vibrant umbrellas and lounge chairs is visible nearby, offering options for relaxation. The atmosphere is bright and inviting, with a glimpse of the bungalow in the background.

Guesthouse in East Hill

Funky Flamingo~ Guest House~ Pool & Kitchenette

This charming East Hill pool bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & entire back yard. Luxury comforts and amenities, with the highest speed Wi-Fi/streaming services. Casper mattress and pillows with (700 thread count Egyptian Cotton sheets), for an amazing nights rest. Beach chairs, cooler, umbrella and towels provided. Enjoy the new walk-in shower w/ tankless hot water heater. LBGTQIA2S+ friendly!

4.99 out of 5 average rating, 127 reviews

Home in Pensacola

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

You have found a home that is loved by so many who come to Pensacola! This home offers so much for families: arcade games, board games, foosball coffee table, cards, the pool, it's full of fun! Guests rave about how clean it is, that pics are accurate & how quiet the neighborhood is yet a simple drive to restaurants, attractions and the beaches. Great for visiting military at NAS/Corry station or fall events as The Fair/FooFooFest/ArtsFest/Blue Angels Homecoming/Haunted Tours/Songwriters Fest.

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.

4.97 out of 5 average rating, 210 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!

4.94 out of 5 average rating, 102 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!

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, 129 reviews

307 Beach Front Views ~ Book Mar 11 Super Special

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 bright living area features a comfortable seating arrangement and a wooden dining table for four. Large windows provide views of the beach, allowing natural light to fill the space. A flat-screen TV is mounted on the wall, complemented by beach-themed decor and soft furnishings.

4.94 out of 5 average rating, 185 reviews

Serving Vitamin SEA! Ground floor BEACHFRONT views

Welcome to Perdido Skye!! Our property location is 13785 Perdido Key Dr. Pensacola, FL, 32507. Unit G1. We fell in love with this ground floor, cozy condo with views that connect you to the sugar-white sand beaches and sparkling blue gulf waters. Our corner unit fills the rooms with sunshine and lots of Vitamin SEA and is very accessible to the pool, ocean, grilling area and parking. No hassle or waiting for elevators. HAPPY BEACHING!! Sincerely, Steven and Rebekah

The living area features a leather sofa adorned with colorful cushions, complemented by a glass coffee table. A ceiling fan with leaf-shaped blades hangs above, while large windows are framed by bright yellow curtains. A potted plant adds a touch of greenery to the space.

4.92 out of 5 average rating, 207 reviews

Fun Mid-Century Modern Beachside Condo on the Gulf

Experience the most beautiful beaches just steps away from your newly remodeled mid-century modern beach condo. The kids (big ones too) will enjoy the Arcade1up PAC-Mania and 70" Flat Screen TV. Our fun condo sleeps 6 comfortably with a King in the master bedroom and two queens in the second bedroom. All beds have brand new 5 star Zinus 12" mattresses, so you'll sleep like a baby:) You'll find the kitchen is fully stocked and ready to support all your cooking needs.

4.89 out of 5 average rating, 125 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

This two story home in Redfish Harbor provides a beach getaway in Perdido Key, Florida. Enjoy the many neighborhood amenities including a dock onto Bayou Garcon, a pool, pickle ball courts and a bocci ball court. This place is perfect for family vacations, a couples getaway or just some fun in the sun with friends. Let the spacious luxury of this home lull you into relaxation.

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.

4.94 out of 5 average rating, 110 reviews

Relax Waterfront, Sunset VIEWS, Secluded Beach

Stunning 2-story unit, fully renovated, with plenty of space to accommodate up to 8 people. • Excellent LOCATION on the quite West end of Pensacola Beach. Last complex before National Park at Ft. Pickens • Gorgeous SUNSET views from both balconies • Just a few steps from the GULF OF MEXICO BEACH – perfect for couples and families! • QUIET AND SECLUDED Beach on Santa Rosa Sound

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, 117 reviews

Historic Pool Cottage! Dog Friendly

Escape to your private castle! This remodeled 2BR cottage comfortably fits 4, featuring a private pool, fenced yard, and modern-rustic charm. Perfect for families or couples, it's dog-friendly and just 2 miles from Downtown and 10 miles from Pensacola Beach. Enjoy a fully equipped kitchen, cozy fireplace, and dedicated workspace. Your ultimate Pensacola retreat awaits!

Popular amenities for Gulf Breeze 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.

4.93 out of 5 average rating, 107 reviews

Hot tub/ Pool Relaxing Getaway

4.97 out of 5 average rating, 126 reviews

A bright outdoor pool area is complemented by striped sun sails, providing shade over loungers and bright umbrellas. The heated saltwater pool is surrounded by a stone patio, with a green lawn in the background, creating a serene space for relaxation and enjoyment.

Home in Navarre

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

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, 111 reviews

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

4.96 out of 5 average rating, 45 reviews

Heated Pool, Direct Beach Access, Beach Gear

A screened pool area features a curved swimming pool and a separate hot tub with blue tile accents. Surrounding spaces include lounge chairs and a barrel sauna. Lush greenery and a wooden fence are visible in the background, creating a secluded atmosphere.

4.87 out of 5 average rating, 53 reviews

Casa Tranquilo Heated Pool and Sauna!

5 out of 5 average rating, 16 reviews

Easy Breezy Private Heated Pool Home

4.97 out of 5 average rating, 177 reviews

A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

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, 218 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

Condo rentals with a pool

A well-maintained lawn extends towards a white picket fence bordering a sandy beach. Beyond the fence, the tranquil ocean sparkles under a clear blue sky. A lamp post stands near the edge of the lawn, providing illumination.

4.74 out of 5 average rating, 129 reviews

Beautiful beach views on ground floor

An aerial view captures the Sabine Yacht and Raquet Club, a multi-story building situated near the sandy beach. The Gulf of Mexico's blue waters stretch out beyond the shore. Surrounding areas include a tennis court, a swimming pool, and a boat dock along the coastline.

4.89 out of 5 average rating, 76 reviews

Beautiful Gulf View Waterfront Condo

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, 102 reviews

Pensacola Beach, Florida 1BR Amazing View

A bright living area is captured, featuring a large television, a cozy sectional sofa, and a coffee table. Natural light floods in through the sliding glass doors, which open to a balcony with outdoor seating, offering expansive views of the ocean.

4.98 out of 5 average rating, 54 reviews

Breathtaking Beachfront View from the 9th Floor

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.

4.99 out of 5 average rating, 109 reviews

Pensacola Beach Condo w/ Great Views (F12)

A view of the resort-style pool is presented, with lounge chairs and umbrellas arranged around the water. Palm trees frame the scene, and the bright yellow exterior of a neighboring building adds vibrant color.

4.96 out of 5 average rating, 166 reviews

Salt Shack at Purple Parrot, Perdido Key

A large outdoor pool is surrounded by palm trees and tropical landscaping, offering shaded seating areas under thatched roofs. The pool features a central island with rock formations, and the bright blue water reflects the clear sky above, creating a serene ambiance.

4.96 out of 5 average rating, 212 reviews

This is the one! Perfect Getaway near the beach.

A balcony overlooks the Gulf of Mexico, featuring two red chairs positioned for seaside relaxation. The horizon reflects sunlight, and sandy beach chairs are visible below along the shoreline, creating a serene oceanfront view.

4.93 out of 5 average rating, 152 reviews

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool

Other vacation rentals with a pool

A spacious backyard features a heated pool surrounded by lounge chairs. Lush greenery, including palm trees and bamboo, frames the area, offering shade and privacy. The pool's clear water reflects the blue sky, while a well-maintained lawn provides a serene outdoor setting.

4.98 out of 5 average rating, 57 reviews

Modern 3 Bed/2 Bath Cottage

A waterfront view captures a pool surrounded by a wooden deck, illuminated by soft lights. The scene features a sunset casting vibrant hues across the sky, while the tranquil waters reflect the colors. Beach and distant windsurfers create a relaxing ambiance.

4.92 out of 5 average rating, 85 reviews

Palm Beach Oasis - Waterfront and Quiet

The exterior of a midcentury home is displayed, featuring a lush green lawn and a covered porch area with a wooden bench. Large windows allow natural light to fill the space, and a tree provides shade. An inviting ambiance is created by subtle evening lighting.

4.93 out of 5 average rating, 43 reviews

Heated Pool, 7 Mins to the Beach, Game Room

5 out of 5 average rating, 12 reviews

A private saltwater pool is surrounded by a spacious deck with lounge chairs and an umbrella. Tall palm trees and lush greenery provide a serene backdrop, creating a relaxing outdoor space. Clear blue skies reflect on the water, enhancing the inviting atmosphere.

Home in Navarre

Special Snowbird Rates | Private Beachy Bungalow

Superhost

Condo in Navarre

5 out of 5 average rating, 4 reviews

A Peace of Paradise | 2 Primary Suites + Wet Bar

5 out of 5 average rating, 11 reviews

The exterior of the three-story beach home is showcased, featuring a large, inviting pool surrounded by lounge chairs. A spacious deck is visible, with the front of the house displaying double gables and multiple balconies. Lush landscaping is present around the pool area.

Home in Navarre Beach

Private Pool, Steps to the beach, Golf cart

The image showcases a private swimming pool, partially enclosed by a mesh screen, with steps leading into the water. Vibrant green foliage and colorful flowers frame the pool area, while a calm, natural setting can be seen in the background.

5 out of 5 average rating, 9 reviews

Beach Home/with heated pool! Welcome!