
Vacation 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 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.

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"!

Kokomo Key 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!

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p
Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR & UMBRELLA SET UP MARCH - OCTOBER!~

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.

Gulf & Bay View- King Bed - Beach Chairs+Wagon
Enjoy views of both the Gulf and Bay from your private balcony. Relax in this beachside condo with a distant gulf view, a view of the bay and easy access to Navarre’s white sand. Perfect for couples or small families, the space comfortably sleeps 4 and can accommodate up to 5 with a sleeper sofa. Enjoy a king bedroom, hallway bunks for kids, and a short walk to the beach—without paying beachfront prices. Clean, comfortable, and designed for a stress-free getaway.

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!

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. Mural painting on fence surrounding pool Summer-Fall 2026

Wake Up to Waves Crashing! ~Beachfront Condo~
Be our guest in our 2 Bed/2 Bath condo located in Emerald Surf on beautiful Navarre Beach. Enjoy a Gulfside pool and boardwalk for private beach access. Each bedroom has a 32" TV and the living room has a 65” TV although we are sure you'll be too busy enjoying the amazing ocean views from the living room and balcony! Our unit is located on the 3rd floor which can be accessed by elevator or stairs. .

NEW ~Sundancer~*Huge Pool *Hot Tub *Game Room*
Unwind in spacious luxury! Escape to your family-friendly 3,000 sq ft oasis boasting a massive pool and hot tub for endless fun, located 10 minutes from Navarre beach. Take a dip, challenge friends to ping pong, or battle it out on the Pac-Man machine & Nintendo Switch. Relax in our hammock, unwind with cornhole, or enjoy board games. This huge property offers everything for a memorable stay!

2nd FLOceanFrontFreeChairsUmbrellaHeatedPoolArcade
Complimentary Daily Beach Service: (SEASONAL) Includes two chairs, one umbrella. Available 7 days a week, March 1st–Oct 31st (244 days annually) 9: 00 am – 5: 00 pm; Peak Season (Weather Permitting). Heated Pool: Yes, this condo provides a heated pool! Summerwinds Condo Complex heat’s one of the 3 pools every winter beginning the first day of Thanksgiving and turns off the first day of April.
Popular amenities for Santa Rosa County rentals with a pool
House rentals with a pool

Historic Pool Cottage! Dog Friendly

Poolside Family Retreat w/ Hot Tub & Game Room

Huge Private Resort-Style Pool & Hot Tub Paradise

Bora Bora Beach House

Heated Pool | Minutes to Navarre Beach | 2 Kings

Gulf Breeze Oasis-Pool, Hot tub, BBQ, nearby beach

Beachfront - "Weekend At Benny's"

Heated Salt Pool, 3 Kings, Near Beach.
Condo rentals with a pool

Condo on Bay, Steps to Gulf

Navarre Beach Gulf front luxury

Bayside Retreat-Panoramic Sunset Views

Footsteps away from beautiful beaches 🏖🏝⛱

Pensacola Beach Condo w/ Great Views (F12)

Emerald Coast Penthouse

Spacious Townhome for Families w/ Beach+Bay Access

Gulf Views, 3BR 2BA, Sleeps 8, Pool
Other vacation rentals with a pool

Seaside Sunset

Luxury Gulf-Front Penthouse w/ Panoramic Views

Beach Gear Included - Walk to Beach - Sunset Views

Beachfront - Regency | Resort Pool | Sleeps 8

Comfy 1 Bedroom with Pool at Sunset Harbor Condos

Waterfront, large balcony. 3 suites king bed

New~4BDR Home~15 Minutes Navarre Beach, Pool

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





