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Holiday rentals with a pool in Santa Rosa County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Santa Rosa County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious hot tub is positioned on a stone patio, surrounded by a neatly maintained grassy area. The wooden fence offers privacy, while greenery adds a natural touch to the outdoor setting.
Guest suite in Gulf Breeze
4.9 out of 5 average rating, 225 reviews

East Bay Getaway - Studio with Pool & Hot Tub

Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

Top guest favourite
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.
Apartment in Gulf Breeze
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.

Top guest favourite
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.
Home in Navarre
4.97 out of 5 average rating, 176 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.

Guest favourite
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.
Apartment in Navarre Beach
4.95 out of 5 average rating, 169 reviews

La Playa Esmeralda - Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

Top guest favourite
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.
Home in Gulf Breeze
4.93 out of 5 average rating, 110 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.

Top guest favourite
A modern retreat is showcased with a striking dark exterior and large glass windows. The wooden deck is complemented by outdoor seating, while lush greenery surrounds the home, creating a serene setting within the pine forest.
Home in Pace
4.94 out of 5 average rating, 212 reviews

The Pine House Pace, FL

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Top guest favourite
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.
Apartment in Pensacola Beach
4.97 out of 5 average rating, 209 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!

Top guest favourite
Home in Navarre
4.9 out of 5 average rating, 107 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)

Top guest favourite
A bright living area features large sliding glass doors that offer ocean views. Two dark sofas, a light coffee table, and a cozy recliner are positioned around a soft area rug. Artwork and lamps add subtle decor, complemented by natural light filtering in through the windows.
Apartment in Navarre
4.96 out of 5 average rating, 101 reviews

Regency end unit, discounted fall/winter rates!

We've gone to great lengths with extensive recent renovations to make our condo feel like a full 5-star experience - just read the reviews! There are several things that set our unit apart from others, most notably the incredible views in two directions! Add in beach chair service (March through October), along with new appliances and other renovations that are too numerous to list fully, and you have one of the best beach vacation experiences imaginable without spending a small fortune!

Guest favourite
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.
Guest suite in Gulf Breeze
4.93 out of 5 average rating, 158 reviews

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

Guest favourite
Flat in Navarre
4.95 out of 5 average rating, 211 reviews

Private entrance /hotel Vacation unit

Block off between 2 sides . You have your own entrance. Perfectly placed for you to visit our Navarre Beach within a few minutes, also within an an hour or less you can visit Fort Walton Beach, Destin to the East and Orange Beach, Gulf Shores to the west. Don't forget Pensacola Beach is about 25 mins to the west! This room is setup just like a hotel room with a bedrooms a queen beds, microwave, toaster oven coffee maker refrigerator weber grill is available in the back porch a WiFi tv.

Guest favourite
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.
Apartment in Pensacola Beach
4.97 out of 5 average rating, 127 reviews

307 Beach Front Views ~ Book Mar 11th Spring Break

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.

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