
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.

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!

Whispering Getaway | Heated Pool, Premier Game Roo
WELCOME to the Whispering paradise in beautiful Navarre FL! This is a 4 bedroom 2 full bath vacation paradise with private HEATED POOL & GAME ROOM. Pets are welcomed! This house comes with self check-in, Free high-speed Wi-Fi, Free parking, stainless appliances, laundry onsite, and a fenced backyard ready for entertaining family and children. Conveniently located 5miles to Navarre beach, 13miles to Fort Walton Beach, 31miles to Destin, and 32miles to Pensacola airport. We'd love to host for you!

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.

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 (not heated) 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 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

Kokomo Key on Navarre Beach - Private Pool
If you've been searching for Kokomo Key... Here it is—your tropical escape to the islands 🌴. White sand, turquoise waters… it’s got all the vibes of a place where time slows down and the only agenda is relaxation. Relax with the whole family at this peaceful beach house with a private pool, hammocks, unobstructed views of Santa Rosa Sound, and a 2-minute walk to the stunning Gulf beaches! We are pet friendly, but please remember to let us know you are bringing your pets by checking the box!

Backyard Oasis Family friendly Pensacola Beach, FL
Welcome to Paradise w/ POOL. Kid friendly. Now that we have rented out our home there are two main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! Gulf of Mexico is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

Large Island Townhouse w/ View of Santa Rosa Sound
This 1500 sq. ft. townhouse is home away from home! On an island, it has access to Santa Rosa Sound & is across the street from Gulf of Mexico. Very comfortable w/ 2 bedrooms & 2.5 baths. It has a fully furnished kitchen & 3 balconies. Enjoy water views from main floor & master bedroom. An on-site swimming pool, pier w/ boat slips & beach frontage will meet water recreation needs. Has Direct TV. If you plan to be messy or not clean up after yourself, please don't rent my beach house.

Navarre Beachfront Condo
The VIEWS!! With no high-rises for 1/2 a mile to the west and none for miles to the east, Sundunes literally has the best views in Navarre. Our 5th floor east-corner unit offers unobstructed views of the Sound and the Gulf all from the private balcony. Enjoy all the benefits of a low-density condo with private pool, picnic tables, and barbecue grills. Best of all, relax on the snow-white sand and crystal-clear turquoise waters with NO crowds! Ask about SNOWBIRD discounts!!

The Sandy Secret
Welcome to "The Sandy Secret" one of Navarre's Best Kept Secrets. You will love this newly renovated waterfront beauty. Here you will find the best amenities including: gated pool, private beach, gazebo with grills, gated pier, wifi, cable, elevators, and sooooo much more. The Sandy Secret has everything you are looking for in a vacation spot. Comfort, Style, and Priceless Views. Experience Navarre Beach like never before. See why it was voted The Most Relaxing Beach.

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!

Private Heated Pool, 10 Min to Navarre Beach
Escape to Your Private Heated Pool Oasis – 10 Min to Navarre Beach Relax in this spacious 3-bedroom home featuring a private screened-in heated pool (Mar 1–Nov 30) and fully fenced backyard. Located just a 10-minute drive to Navarre Beach in a quiet residential neighborhood, this home is perfect for families and groups (sleeps up to 11). Walk 3–4 minutes to Santa Rosa Sound, or drive to the white sands of Navarre Beach for the full Gulf experience.
Popular amenities for Santa Rosa County rentals with a pool
House rentals with a pool

Hot tub/ Pool Relaxing Getaway

Poolside Family Retreat w/ Hot Tub & Game Room

Historic Pool Cottage! Dog Friendly

Sandy Toes and Tiki Flows

Bora Bora Beach House

SunKissed Cottage *Solar Heated Pool "

Beachy Bungalow & Private Pool Paradise

Salt & Serenity | Private Pool • Minutes to Beach
Condo rentals with a pool

Sunset on the Bayou near NAS/Downtown Pensacola

Stay at Sunshine Daydream on Pensacola Beach

Footsteps away from beautiful beaches 🏖🏝⛱

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

2min walk to the beach,2Bedroom/2Bath,Pool,Navarre

Bay View +Gulf Peek View + Pool+Chairs+ King Bed

La Playa Esmeralda - Panoramic Sunset Views

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

Super Cozy Townhome w/Pool-close to Navarre Beach

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

Gulf Breeze Getaway by the Sea, by community pool

Waterfront, large balcony. 3 suites king bed

Comfy 1 Bedroom with Pool at Sunset Harbor Condos

Ground Floor Sound Front 1BR Condo

Presidio Oasis/4brm/Pool/Game room/4 min to beach

Kelsey's Cove
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- OWA Parks & Resort
- Opal Beach
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Gulf Breeze Zoo
- Village of Baytowne Wharf
- Flora-Bama Lounge
- Alabama Point Beach
- Henderson Beach State Park
- Gulfarium Marine Adventure Park
- The Track - Destin
- HarborWalk Village
- The Boardwalk on Okaloosa Island
- Destiny East
- Jade East Towers
- Johnson Beach
- Pensacola Bay Center
- Pensacola Beach Boardwalk
- Lost Key Golf Club




