
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 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"!

Heated saltwater pool | Pet Friendly | Family home
Welcome to Whispering Sands, your ideal retreat for family relaxation. This centrally located Gulf Breeze oasis offers proximity to shopping, dining, the Gulf Islands National Seashore, and Pensacola Beach's pristine shores, all within a 10-minute drive. Step into a rejuvenated space adorned with new furnishings, flooring, and a fresh paint scheme. Bask in the serenity of the enclosed outdoor seating area or take a refreshing dip in the heated saltwater pool. Your tranquil escape awaits!

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!

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

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!

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.

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

Bayside Retreat-Panoramic Sunset Views
Bayside Retreat is a renovated 2nd floor one bedroom. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 3 comfortable beds, King, Day Bed w/Trundle and Queen Sofa Bed, along with a large private balcony and fully equipped kitchen. NOW OFFERING 2 NIGHT DISCOUNTED STAYS MAY THROUGH AUGUST. COMPARE TO LOCAL HOTELS AND SAVE HUNDREDS!!!
Popular amenities for Santa Rosa County rentals with a pool
House rentals with a pool

Hot tub/ Pool Relaxing Getaway

Pensacola’s Paradise | Pool + Jacuzzi + Game Room

Poolside Family Retreat w/ Hot Tub & Game Room

Salt & Serenity | Private Pool • Minutes to Beach

Beachfront - "Weekend At Benny's"

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

Southern Hospitality

NEW ~Sundancer~*Huge Pool *Hot Tub *Game Room*
Apartment rentals with a pool

Sunset on the Bayou near NAS/Downtown Pensacola

Build a Sand Castle! Enjoy FALL Specials!

Sugar Sand Beach Retreat at Villas on the Gulf

Footsteps away from beautiful beaches 🏖🏝⛱

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

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

Pensacola Beach Condo w/ Great Views (F12)

Mermaid Manor
Other holiday rentals with a pool

Seaside Sunset

Huge Private Resort-Style Pool & Hot Tub Paradise

Rainbow Land Carriage House

Heated Pool | Minutes to Navarre Beach | 2 Kings

Sneaky Tiki

Waterfront, large balcony. 3 suites king bed

Comfy 1 Bedroom with Pool at Sunset Harbor Condos

Steps to Sand! Navarre Getaway
Destinations to explore
- Rentals with a sauna Santa Rosa County
- Rentals with a fireplace Santa Rosa County
- Hotel rooms Santa Rosa County
- Fitness-friendly rentals Santa Rosa County
- Villa rentals Santa Rosa County
- Rentals with a patio Santa Rosa County
- Family-friendly rentals Santa Rosa County
- Flat rentals Santa Rosa County
- Rentals with a hot tub Santa Rosa County
- Pet-friendly rentals Santa Rosa County
- Rentals with breakfast Santa Rosa County
- Rentals with an EV charger Santa Rosa County
- Townhouse rentals Santa Rosa County
- Rentals with a firepit Santa Rosa County
- Apartment rentals Santa Rosa County
- House rentals Santa Rosa County
- Rentals with lake access Santa Rosa County
- Rentals with outdoor seating Santa Rosa County
- Guest house rentals Santa Rosa County
- Rentals with an accessible-height toilet Santa Rosa County
- Tiny house rentals Santa Rosa County
- Loft rentals Santa Rosa County
- Private suite rentals Santa Rosa County
- Rentals with beach access Santa Rosa County
- Waterfront rentals Santa Rosa County
- Rentals with a washing machine and dryer Santa Rosa County
- Beachfront rentals Santa Rosa County
- Motorhome rentals Santa Rosa County
- Rentals with a kayak Santa Rosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- OWA Parks & Resort
- Opal Beach
- Henderson Beach State Park
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Johnson's Beach, Gulf Islands National Seashore
- Flora-Bama Lounge
- Alabama Point Beach
- HarborWalk Village
- Gulf Breeze Zoo
- Jade East Towers
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Gulfarium Marine Adventure Park
- Pensacola Bay Center
- Destiny East
- The Track - Destin
- Johnson Beach
- Lost Key Golf Club
- Okaloosa Island Fishing Pier





