
Holiday rentals with a pool in Santa Rosa County
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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.

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!

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)

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!

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.

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!

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

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, lighted, private fishing pier, where no fishing license is required.

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

Best view on the beach! Beach gear included!
Beautiful 1 bedroom, 1.5 bath condo sleeps 6. Bring your swimsuits and get ready to relax! Condo is on 12th floor, tower closest to the pier. - 1 bedroom with king size bed, cozy bunk area for kids, and gel foam mattress on fold-out sofa. (ALL MATRESSES NEW IN SEPTEMBER 2025). - All linens and towels provided, including beach towels! - 2 beach chairs, 2 boogie boards and a beach umbrella included - Washer & dryer - Fully equipped kitchen to enjoy dinner with a view - Wi-Fi & cable

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 nightâs 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, youâll 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.

Soundside Paradise
Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

The Emerald Cove at the Beach
Our recently renovated condo on the first floor has everything you could need. Access to the Gulf of Mexico is directly across the street to sugar-white beach sand and emerald green water. If the gulf doesnât suit you, enjoy the calm waters of the sound on the opposite side of the island, the beachfront can even be seen from the patio balcony. When youâve had enough salt for the day, take a dip in the amazing pool at the complex.
Popular amenities for Santa Rosa County rentals with a pool
House rentals with a pool

Navarre in Fall: Heated Pool, Hot Tub, Game room!

Poolside Family Retreat w/ Hot Tub & Game Room

Heated Pool-5 BR-Minutes to Beach-Fire Pit

Solar Heated Pool/Covered Lanai 5miles to Beach

Private Pool, Steps to the beach

Historic Downtown Bayfront Home Pool Mins to Beach

Flamingo On Fisher In The Heart Of Pensacola

Bungalow (w/ pool and access to bayfront property)
Apartment rentals with a pool

Beachfront Bliss: Walk to Dine & Play on Sands

Direct Gulf Front Escape

Navarre Beach Gulf front luxury

Prime Beachfront Condo w/ Pool & Resort Amenities

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Cozy Beachsde condo Snowbirds stay here 3 week min

Relaxing Beachfront Retreat

The Sandy Secret
Other holiday rentals with a pool

4 BR/2BA Relaxing Pool Home

Sandy Toes and Tiki Flows

*Fall Break Special* Boutique Style House w/ Pool

Amazing Views! 2 bedroom/2 bath - Regency Resort

Tide Together on the Gulf at Beach Colony East

Gulf Breeze Bungalow

Beachfront - âWeekend At Bennyâsâ

Sea Breeze-Private home w/dock, pool, tennis, 2
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- Destin Harbor Boardwalk
- Crab Island
- Romar Lakes
- Princess Beach
- OWA Parks & Resort
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Alabama Point Beach
- Steelwood Country Club
- Tiger Point Golf Club
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Wayside Park, Okaloosa Island
- The Track - Destin
- Gulf Breeze Zoo
- San Carlos Beach
- Eglin Matterhorn Beach Access Point