
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.

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)

Ocean/Pier Front 1BR w/ bunks, 3 pools hot tubs!
Welcome to "Salty Beach" Condo! A newly listed & freshly decorated Gulf Front 1 BR, sleeps 6! 1st building next to the Navarre Pier. Located on the 4th floor. There are 2 elevators. Walking distance to nearby restaurants. Amazing views of the Gulf, sunrise & sunset. HS internet with smart TVs. Check out my SuperHost reviews! Complimentary daily beach service: (SEASONAL)Mar1 -Oct 31 Includes two chairs, one umbrella, one folding table. Includes stand-up paddleboard or kayak for 1 hour daily.

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!

$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!

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

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 Beachb
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 located in the backyard 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.

The Purple Sunset-200ft to Beach w Pool
Relax with the whole family at this peaceful beach house on Navarre Beach, FL. 200 feet from the Santa Rosa Sound and 500 feet from the beautiful Gulf of Mexico. A community pool is located literally in your backyard! This Airbnb is 1,320 square feet with 3 beds, 2 baths and a bonus room. Whether it's at the beach, pool, or with friends/family, you will absolutely love it here! We look forward to you creating memories at this heavenly escape. See you soon!

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!

Perry Cottage * POOL*Historic Charm*Dog Friendly
The Perry Pool Cottage is nestled in one of the most desirable neighborhoods in Pensacola, with quick access to downtown and Pensacola Beach just 7 miles away. This charming 2 bedroom 1 bathroom cottage is ready for your visit. This home has a new 12ft x 20ft pool with a 6 foot deep end and two outdoor patios/deck as well as a separate fenced area perfect for children and pets.
Popular amenities for Santa Rosa County rentals with a pool
House rentals with a pool

Relaxing Getaway with Pool/Hot Tub Near Downtown

Poolside Family Retreat w/ Hot Tub & Game Room

Fall/Winter Special Pricing-Heated Pool-5Bd/2Ba

Private Pool, Steps to the beach

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

Historic Downtown Bayfront Home Pool Mins to Beach

The Carriage House: relaxing stay with pool

Saltwater Pool! Cottage-Mins to Downtown & Beaches
Condo rentals with a pool

Beachfront Bliss: Walk to Dine & Play on Sands

Direct Gulf Front Escape

Navarre Beach Gulf front luxury

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Pensacola Beach, Florida 1BR Amazing View

Book now for fall/Snowbird! Beautiful sound views!

Poole Paradise: 3 BR beachfront Condo

Spacious Townhome for Families w/ Beach+Bay Access
Other holiday rentals with a pool

Newly Remodeled 1 BR/1BA with Private Entrance

Fall time Oasis! Heated Pool, Hot Tub & Game room!

Sandy Toes and Tiki Flows

Rainbow Land Carriage House

The Rosales serenity suite

Tide Together on the Gulf at Beach Colony East

Gulf Breeze Bungalow

Beachfront - “Weekend At Benny’s”
Destinations to explore
- Hotel rentals Santa Rosa County
- Family-friendly rentals Santa Rosa County
- Pet-friendly rentals Santa Rosa County
- Apartment rentals Santa Rosa County
- Townhouse rentals Santa Rosa County
- Rentals with lake access Santa Rosa County
- Rentals with outdoor seating Santa Rosa County
- Condo rentals Santa Rosa County
- Rentals with beach access Santa Rosa County
- Loft rentals Santa Rosa County
- Rentals with an EV charger Santa Rosa County
- Rentals with a fireplace Santa Rosa County
- House rentals Santa Rosa County
- Rentals with breakfast Santa Rosa County
- Rentals with a fire pit Santa Rosa County
- Private suite rentals Santa Rosa County
- Beachfront rentals Santa Rosa County
- Rentals with a patio Santa Rosa County
- Rentals with a sauna Santa Rosa County
- Tiny house rentals Santa Rosa County
- Rentals with a washing machine and dryer Santa Rosa County
- Waterfront rentals Santa Rosa County
- RV rentals Santa Rosa County
- Rentals with a hot tub Santa Rosa County
- Guesthouse rentals Santa Rosa County
- Rentals with an accessible height toilet Santa Rosa County
- Rentals with a kayak Santa Rosa County
- Fitness-friendly rentals Santa Rosa County
- Villa rentals Santa Rosa County
- Rentals with pools Florida
- Rentals with pools United States
- 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
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Raven Golf Club
- 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