
Holiday rentals with a pool in Santa Rosa County
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Top-rated rentals with a pool in Santa Rosa County
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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!

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"!

$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!

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

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

307 Beach Front Views ~ Hot Savings ~ Book Nov 1st
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.

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.

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!

*Welcome to After Dune Delight Waterfront
*Welcome to After Dune Delight *Beautifully redecorated waterfront 1 bedroom studio ground floor unit * Smart Home Technology - Features voice command lighting and music *Private Community Pool w/seating *Private fishing pier, pool, sound front beach, grilling area and picnic tables *Fully Equipped Kitchen with cookware and dinnerware *Flat Screen TV w/Blue Ray *Keyless Entry *Queen Serta bed with plush bedding and ultra soft linens
Popular amenities for Santa Rosa County rentals with a pool
House rentals with a pool

Navarre Beach Townhouse

Relaxing Getaway with Pool/Hot Tub Near Downtown

Poolside Family Retreat w/ Hot Tub & Game Room

Historic Downtown Bayfront Home Pool Mins to Beach

Ranger | Pool, Arcades, Foosball, 5m to Beach!

Saltwater Pool! Cottage-Mins to Downtown & Beaches

Coastal Oasis "Snowbird Special 60% off 20+days"

Kokomo Key on Navarre Beach - Private Pool
Apartment rentals with a pool

Sunset on the Bayou near NAS/Downtown Pensacola

Navarre Beach Gulf front luxury

Amazing Views! 2 bedroom/2 bath - Regency Resort

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Tide Together on the Gulf at Beach Colony East

Footsteps away from beautiful beaches 🏖🏝⛱

Prime Beachfront Condo w/ Pool & Resort Amenities

Relaxing Beachfront Retreat
Other holiday rentals with a pool

Sandy Toes and Tiki Flows

Rainbow Land Carriage House

The Rosales serenity suite

*Fall Break Special* Boutique Style House w/ Pool

Private pool Navarre Beach Retreat w/ game room

Waterfront Studio 109 / Ground Floor / Renovated

Beachfront - “Weekend At Benny’s”

Comfy 1 Bedroom with Pool at Sunset Harbor Condos
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- Destin Harbor Boardwalk
- Crab Island
- OWA Parks & Resort
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Steelwood Country Club
- Tiger Point Golf Club
- Alabama Point Beach
- Eglin Beach Park
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Pensacola Dog Beach West
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Wayside Park, Okaloosa Island
- Romar Lakes
- Gulf Breeze Zoo
- San Carlos Beach
- Eglin Matterhorn Beach Access Point