Holiday rentals with a pool in Santa Rosa County

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.

4.89 out of 5 average rating, 102 reviews

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

HIGHLIGHTS: - Heated Private Pool (from Mar 1 to Dec 31) - 10-15 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 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.

4.97 out of 5 average rating, 167 reviews

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

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!

Apartment in Navarre Beach

A vibrant sitting area features two yellow armchairs facing a colorful floral rug. A wooden accent table sits between them, adorned with decorative elements. Framed artwork hangs on green walls, while a bookshelf and television are visible in the background, complemented by sheer curtains allowing natural light.

4.91 out of 5 average rating, 135 reviews

Direct Gulf Front Escape

Come enjoy this cozy, colorful and cheerful direct gulf front 2 bedroom 2 bath condominium located on undiscovered Navarre Beach. Decorated by the nationally acclaimed interior design firm, Susan Sargent Interiors, this fully furnished and turn-key unit features tumbled marble floors, high speed internet access, three televisions, Jacuzzi tub and a complex pool. This corner unit with south - west exposure offers full width direct gulf front balcony with the most magnificent water and sunsets.

4.93 out of 5 average rating, 108 reviews

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

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.

4.94 out of 5 average rating, 206 reviews

Home in Pace

THE PINE HOUSE *October Specials*

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!

4.97 out of 5 average rating, 119 reviews

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.

Townhouse in Navarre

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"!

Apartment in Pensacola Beach

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, 191 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 custom upright piano converted into a bar is displayed, featuring blue lighting and an array of glassware. A colorful art piece hangs above the piano, alongside a unique lamp atop a wine barrel. The modern decor enhances the inviting atmosphere.

5 out of 5 average rating, 114 reviews

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Joey’s place is a beautiful home in Navarre, Florida, less than 1.5 miles to the beach with a newly added pool in June 2024!. You'll have the home to yourselves (office & master closet locked). Close to restaurants and shopping, modern décor, smart home, garage parking. Pool added in June in 2024. Extended Patio added in September 2024, 8 ft privacy fence added in December 2024. Landscaping being added Spring into Summer 2025. Mural painting on fence surrounding pool Summer - Fall 2025

4.92 out of 5 average rating, 102 reviews

A living area is displayed, featuring a comfortable gray sofa with decorative yellow pillows. A set of nested coffee tables sits in front, with a simplistic design. A wall-mounted television and a decorative fireplace are visible, while natural light filters through a window adorned with light curtains.

Apartment in Pensacola

Stylish 1 bdrm condo. May sleep 4. Just off I10

Enjoy easy access to everything from this perfectly located home base. Totally refurbished. All new appliances and furniture, microwave, dishwasher, washer and dryer, and various utensils. Toiletries initially supplied. Close to shopping malls, restaurants and fast food outlets. Beautiful Pensacola Bch just 20 mins away. Downtown 15 mins NAS 15 mins Airport 10 mins Hospitals 5 mins Check in after 2 p.m. Check out 11 a.m. Pool key provided but must be returned Perfect for work or leisure

4.97 out of 5 average rating, 159 reviews

The image captures a vibrant sunset over the ocean, with hues of orange and pink reflecting on the water's surface. Gentle waves wash over the sandy shoreline, while a wide expanse of colorful clouds stretches across the sky, framing the sun as it descends on the horizon.

Townhouse in Navarre

Surf Shack Island Retreat

SNOWBIRD SPECIALS! Welcome to the Surf Shack Island Retreat. This home offers Santa Rosa Island Living, Sound views, short walking distance to pier, beach & sound. Completely remodeled and well equipped three story town home with multiple sleeping arrangements to accommodate groups up to 8. Ideal spot to getaway or space to work remotely, Plenty of space at 2,425 sqft. Private Master, en-suite and sitting balcony. PLEASE DO NOT BOOK IF YOUR GROUP IS LARGER THAN EIGHT

4.98 out of 5 average rating, 170 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.

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.