Holiday 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.

4.96 out of 5 average rating, 319 reviews

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.

Condo in Perdido Key

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)

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, 206 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 heated private pool is surrounded by a screened enclosure, providing a safe and comfortable space. Potted plants are positioned around the pool area, while sunlight reflects off the water's surface. The surrounding backyard is fully fenced, ensuring privacy.

4.9 out of 5 average rating, 106 reviews

Pool House, Short Drive to Beach, Grill, Smart TV

HIGHLIGHTS: - Heated Private Pool (from Mar 1 to Nov 30) - 9 min to Navarre Beach - Quiet residential area - Fully furnished, comfortable house - Close to grocery stores, pharmacies, restaurants This is a spacious 3 bedroom/2 full bathrooms house in a quiet area. Fully updated, has everything to make you feel at home: king and queen beds, bunk bed, fully equipped kitchen, outdoor grill (with propane tank), high speed WiFi, TV, washer/dryer, 2 car garage (additional free parking on driveway)

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

4.98 out of 5 average rating, 214 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

Superhost

A dining area features a large wooden table set with white plates and blue napkins, surrounded by gray chairs. The kitchen, with gray cabinetry and stainless steel appliances, is visible in the background, while beach-themed decor accents the walls.

Townhouse in Pensacola

4.91 out of 5 average rating, 137 reviews

Turn & Slip Inn w/pool to this luxe 3BR townhouse

Your family will be close to everything in this modern and roomy home. Visit downtown attractions just a 5 min drive away or lounge at the pool after coming back from the beach, just 15 min away. Head out to the nearby farmers’ market and craft a meal in the fully stocked kitchen. Enjoy a drink, away from any bugs, in the screened in patio while grilling up some fish from Joe Patti’s seafood market. No matter what you choose you’ll enjoy your relaxing stay at the “Turn and Slip Inn”!

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, 151 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!

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, 126 reviews

307 Beach Front View ~ Special Rate ~ Book Jan 20

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.

4.98 out of 5 average rating, 188 reviews

A spacious outdoor area is enclosed with a framed structure, featuring soft blue and white lighting along the floor. Potted plants add a touch of greenery, while lounge chairs are neatly arranged within the space, providing a relaxing ambiance for outdoor gatherings.

Tiny home in Pensacola

Tiny Home Pool View 25 Mins to Beacha

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 in the backyard located 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.

Apartment in Navarre Beach

A community pool is surrounded by palm trees and lounge chairs, creating a relaxed atmosphere. The clear blue water reflects sunlight, while a railing offers views of the surrounding landscape. A staircase leads into the pool area, ensuring easy access for guests.

4.81 out of 5 average rating, 272 reviews

Casa Blue Jay

Walking distance from the beach facing the Gulf of Mexico or Santa Rosa Sound. The beach by the bay is great for small children. Come and enjoy our Beach Home, mins away from major shopping & tourist attractions but most importantly not all the hustle/traffic of neighboring cities; Destin & Pensacola. All essential amenities are provided. HOA does not allow any RV, ATV, golf cart, jet skis and trailer hitches in the parking lot.

A dining area features a round table surrounded by six white, wooden chairs. The kitchen, equipped with updated stainless steel appliances, is visible in the background. Natural light enters through large windows, illuminating the space and enhancing the clean, modern design.

4.98 out of 5 average rating, 100 reviews

Book now for spring/summer! Beautiful sound views!

Turquoise Turtle is a recently updated town home in Santa Rosa Dunes. It is the perfect place for relaxation and family time. End unit with lots of windows and natural light. Beach chairs, beach cart, beach tote, beach toys and more included for guests to use! TVs with Roku devices located in bedrooms & living room. Living Room also has a DVD player. We offer upgraded, high-speed, secure WIFI. We hope to see you soon!

Popular amenities for Gulf Breeze rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 123 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

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.

4.97 out of 5 average rating, 126 reviews

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

5 out of 5 average rating, 12 reviews

Home in Pensacola Beach

Coastal Comfort~3BR~Pool~Sleeps 9~Pensacola Beach

A spacious screened pool area is showcased, featuring a sparkling blue pool with a shallow entry. Surrounding the pool are lush green trees and a view of the bay, creating a serene backdrop that invites relaxation.

4.97 out of 5 average rating, 175 reviews

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

Superhost

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.

Home in Pensacola Beach

5 out of 5 average rating, 8 reviews

Beach Home/with heated pool! Welcome!

4.95 out of 5 average rating, 209 reviews

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.

Home in Pensacola

Flamingo On Fisher In The Heart Of Pensacola

4.97 out of 5 average rating, 132 reviews

An outdoor pool area is enclosed by a screened patio, featuring a rectangular pool and a hammock for relaxation. Comfortable seating is arranged around a coffee table, with greenery adding a touch of nature. A bar with stools is visible, enhancing the outdoor experience.

Home in Pensacola

Poolside Retreat, Hot Tub, 5 min to 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, 219 reviews

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

Condo rentals with a pool

The cozy living area displays a comfortable sofa and two armchairs, set around a wooden coffee table. Natural light fills the space through sliding glass doors that lead to a balcony. A large TV is mounted on the wall, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 141 reviews

Salt Air No Care! Gulf Front Condo-Gated-Pool-Spa

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, 139 reviews

Luxury Family Beach Retreat

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.

4.87 out of 5 average rating, 62 reviews

Herons Nest

4.99 out of 5 average rating, 226 reviews

The open living and dining area features a rustic wooden table surrounded by black chairs, complemented by a comfortable sectional sofa. Large windows provide unobstructed views of the Gulf, while a ceiling fan and chandelier enhance the space's functionality.

Condo in Navarre Beach

Navarre Beach Gulf front luxury

4.91 out of 5 average rating, 224 reviews

The image captures a view from the third floor, showcasing a community pool with clear blue water surrounded by palm trees. The beach access is directly visible across the road, leading to white sandy shores and emerald waters. A well-maintained condo complex can be seen in the background.

Condo in Navarre Beach

Ocean, Sound & Pool views! Book now for summer!

Superhost

A spacious outdoor deck is furnished with a white dining table and six matching chairs, offering a relaxed seating area. The view extends over the tranquil Pensacola Bay, with soft grass and sandy beaches visible in the distance. The sky is bright, complementing the serene atmosphere.

5 out of 5 average rating, 7 reviews

Spacious condo with sleeping loft on Pensacola Bay

A comfortable living area features two sofas, one in dark leather and the other upholstered with a nautical print. Natural light enters through sliding doors, complemented by flowing curtains. A large mirror reflects the space while a flat-screen TV is mounted on the wall.

4.77 out of 5 average rating, 70 reviews

Get to the beach quickly and easily.

4.95 out of 5 average rating, 168 reviews

A cozy bedroom features a spacious bed covered in a light blue quilt. Two matching pillows are positioned at the head of the bed. A large window offers views of the surrounding landscape, with a picture of a coastal scene displayed above the bed.

Condo in Navarre Beach

La Playa Esmeralda-Panoramic Sunset Views

Other holiday rentals with a pool

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.

4.99 out of 5 average rating, 88 reviews

Penthouse @ Sabine Yacht & Racquet Club

4.93 out of 5 average rating, 29 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

5 out of 5 average rating, 25 reviews

An outdoor pool is featured, surrounded by a spacious deck with lounge chairs positioned for sunbathing. Bright light reflects off the water's surface, and a clear blue sky complements the scene. A railing provides a barrier, offering views of the beach beyond.

Condo in Perdido Key

Ocean Breeze East 802

Guesthouse in Pensacola Beach

5 out of 5 average rating, 10 reviews

Gulf Breeze Bungalow

Guesthouse in Pensacola Beach

A private balcony features two turquoise lounge chairs positioned to offer unobstructed views of the bay. Lush greenery frames the scene, which includes a fishing pier extending into the water. A clear sky and distant land contribute to the peaceful atmosphere.

5 out of 5 average rating, 59 reviews

Pensacola Beach Waterfront Condo

4.84 out of 5 average rating, 50 reviews

A two-story blue building features a white deck with seating, elevated above a grassy area. Access stairs lead to multiple entrances. Surrounding palm trees provide a coastal vibe, while nearby structures can be seen in the background.

Home in Pensacola Beach

Pool Private Beach Perfect!

5 out of 5 average rating, 11 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

An aerial view of Gulf Breeze shows a blend of residential buildings and green landscapes. The expansive blue bay stretches into the distance, with bridges connecting the land on both sides. Parking areas and lush trees can be seen throughout the community.