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.

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

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.

Townhouse in Navarre Beach

A spacious deck overlooks the calm waters of the Sound, framed by a clear blue sky. Two round, textured outdoor poufs are positioned near the railing, inviting relaxation while enjoying scenic views of the shoreline and distant piers.

4.97 out of 5 average rating, 122 reviews

Waterfront, beach, dock - your Salty Air Retreat!

Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

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, 211 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!

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.

4.94 out of 5 average rating, 102 reviews

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!

An enclosed outdoor space features a heated saltwater pool surrounded by a safety fence. Metal chairs are positioned nearby on concrete flooring, providing comfortable seating. Soft sunlight illuminates the area, enhancing the tranquil setting.

4.93 out of 5 average rating, 106 reviews

Heated saltwater pool | Pet Friendly | Family home

Welcome to Whispering Sands, your ideal retreat for family relaxation. This centrally located Gulf Breeze oasis offers proximity to shopping, dining, the Gulf Islands National Seashore, and Pensacola Beach's pristine shores, all within a 10-minute drive. Step into a rejuvenated space adorned with new furnishings, flooring, and a fresh paint scheme. Bask in the serenity of the enclosed outdoor seating area or take a refreshing dip in the heated saltwater pool. Your tranquil escape awaits!

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

Stunning oceanfront condo located directly on Pensacola Beach. Free Beach Chairs and Umbrella. Free WiFi Master bedroom w king bed and Guest bedroom w two double beds. Full bath in the master and beautiful full walk in shower in guest room. Updated fully equipped kitchen w granite countertops and new stainless steel appliances. Start your day watching the sun rises from your balcony over the Gulf of Mexico and end it watching the sun set over another day in Paradise!

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.

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.

4.94 out of 5 average rating, 105 reviews

New perfect beach getaway with stunning views (C9)

Perfectly situated on the quieter west end of Pensacola Beach this 3rd floor walk-up sits on the Pensacola Bay and is a 5 minute walk to the Gulf of Mexico. It’s our first season of hosting vacationers and we would love to have you and your family. Our condo is less than 1/2 mile to Peg Leg Pete’s - a Pensacola Beach favorite restaurant. If you want a night-out, the Casino Beach and Boardwalk area has more than 10 restaurants and bars and is less than 2 miles away.

4.97 out of 5 average rating, 180 reviews

The image captures the nighttime view of a screened-in pool area, illuminated by blue lights. The architectural structure showcases a modern design, with clear visibility of the surrounding landscape featuring trees and grassy grounds. Soft lighting enhances the atmosphere, suggesting a serene outdoor space.

Tiny homes in Pensacola

Tiny Home Pool View 25 Mins to Beachb

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking located in the backyard just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

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, 111 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

Popular amenities for Gulf Breeze rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 31 reviews

Two blue kayaks are positioned on a grassy area near calm waters, reflecting the soft colors of the sky. The dock is visible in the background, surrounded by trees, creating a peaceful waterfront scene.

Home in Gulf Breeze

Cozy Bay Front | Fire Pit, Kayaks, Sunsets

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, 112 reviews

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

Superhost

A private pool is surrounded by a spacious patio, featuring palm trees and lush landscaping. The pool's clear water reflects the sky, while a nearby canal offers a serene view with docked boats in the distance.

Home in Navarre Beach

4.88 out of 5 average rating, 106 reviews

Beachie-Private Pool!

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

Superhost

Home in Perdido Key

4.8 out of 5 average rating, 155 reviews

Paradise Point: Waterfront Unit with 2 Kayaks!

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

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

4.95 out of 5 average rating, 209 reviews

Flamingo On Fisher In The Heart Of Pensacola

A sandy path leads through tall grass dunes toward the shimmering turquoise water of the Gulf. The bright sky overhead is dotted with light clouds, and a wooden sign stands at the entrance, indicating the path to the beach.

4.95 out of 5 average rating, 337 reviews

Quiet With views and a Gulf breeze

Condo rentals with a pool

Superhost

A private balcony features a round table surrounded by four wicker chairs, offering sweeping views of the Gulf of Mexico. The tranquil blue waters and clear sky create a serene backdrop for outdoor relaxation.

4.7 out of 5 average rating, 47 reviews

EI 303 2B Gulf Front w/ Spectacular Views!

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, 142 reviews

Beachfront Gulf View Oasis

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 bright waterfront scene is captured, featuring Little Sabine Bay with reflections shimmering on the water's surface. The view includes marinas with sailboats and yachts, framed by palm trees and gardens, with a pool visible in the foreground.

5 out of 5 average rating, 144 reviews

Stay at Sunshine Daydream on Pensacola Beach

5 out of 5 average rating, 13 reviews

South Harbour 8B - 𝑲𝒂𝒊 𝑴𝒂𝒌𝒂𝒏𝒊

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

Condo in Fort Walton Beach

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, 145 reviews

Lovely beach-front condo with free beach setup.

5 out of 5 average rating, 14 reviews

A light-filled living area features a cream sofa with decorative cushions and a dark armchair. A wooden coffee table sits in front of the sofa, while large glass doors provide ocean views and access to the balcony. Decorative lamps offer soft lighting.

Condo in Orange Beach

2142 - Nice Beachfront One Bedroom Sleeps 6

Other vacation rentals with a pool

A serene backyard features a refreshing pool surrounded by lush greenery. Comfortable lounge chairs are positioned under an umbrella, while potted plants add a touch of nature. A patterned outdoor rug connects the seating area to the pool, creating an inviting space for relaxation.

4.88 out of 5 average rating, 97 reviews

Pool House at Indigo Cove, Close to NAS!

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!

An expansive Olympic-sized swimming pool is surrounded by landscaped greenery and lounge chairs. The vibrant blue water reflects the sunlight, while a red-roofed building provides shaded seating. The Gulf of Mexico can be seen in the background, enhancing the inviting outdoor atmosphere.

5 out of 5 average rating, 41 reviews

Waterfront Balcony, Large Pool, Tennis &Pier

4.95 out of 5 average rating, 65 reviews

An expansive view of the beach is presented, featuring soft white sands and gentle waves lapping at the shore. The turquoise water stretches under a clear blue sky, while a few palm trees are visible along the edge of the property, adding to the serene coastal atmosphere.

Apartment in Perdido Key

Saltwater Soul

4.95 out of 5 average rating, 43 reviews

An aerial view showcases a private home with a black metal roof, surrounding a tranquil pool and landscaped yard. A dock extends over the canal, providing easy water access. Two kayaks sit beside the pool area, offering recreational options for guests.

Home in Gulf Breeze

Close to Beach Pool with Canal View

5 out of 5 average rating, 37 reviews

An inground pool is surrounded by a beige patio, with landscaped greenery providing a natural backdrop. The water is clear, reflecting the blue sky above. A pool cover is visible on the deck, and ample space allows for relaxation and sunbathing.

Home in East Hill

The Carriage House: relaxing stay with pool

An aerial view of a coastal beach house in a vibrant blue, featuring a private saltwater pool with a tanning ledge. The surrounding area includes palm trees and a view of the ocean, with nearby sandy pathways leading to the beach.

4.97 out of 5 average rating, 34 reviews

Turtle Spa House III