
Holiday rentals with a pool in Santa Rosa Island, Florida
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Santa Rosa Island, Florida
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.
4.97 out of 5 average rating, 263 reviews
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.
4.97 out of 5 average rating, 196 reviews
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, private fishing pier, no fishing license required. Early check-in avail.
4.94 out of 5 average rating, 204 reviews
Blue Heron Retreat w/ Pool at Sunset Harbor Condos
Cozy 1 bedroom, 2 bath unit on the 1st floor offers a view of the Santa Rosa Sound from the balcony. Your vacation starts the moment you walk in the door The sugar white sands of the beach and emerald waters of the Gulf are a short walk or 1 minute drive away. The pool is just outside the building near the outdoor grills. The kitchen is well equipped for cooking. The bedroom features a king size bed and TV. The primary bath has a tub/shower combo. You will love this quiet private community.
4.93 out of 5 average rating, 116 reviews
Navarre Beach Condo Beach Balcony Bungalow
Airbnb Water Front Enjoy the View of Beach Balcony Bungalow *Beautifully waterfront sound 1 bedroom 2nd floor unit * Elevator just steps away for convenience * Free Parking *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 *Keyless Entry *New King Serta bed with plush bedding and ultra soft linens. Bring your family to this peaceful place to stay.
4.95 out of 5 average rating, 102 reviews
Twin Tides at Sunset
Navarre Beach is a picturesque coastal destination known for its pristine white sand beaches, clear turquoise waters, and tranquil atmosphere. Located on Santa Rosa Island, Navarre Beach offers a serene and laid-back setting that appeals to visitors seeking a relaxing beach vacation. Navarre Beach is cherished for its unspoiled and less crowded atmosphere compared to some of the more touristy destinations in Florida. It offers a peaceful retreat where visitors can enjoy a slower pace of life.
4.87 out of 5 average rating, 105 reviews
1.5 mi to Beach-New Pool! Smart home-Modern Decor!
*** Garage will be not available 10/11 - 11/3 *** 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 Fall 2026
5.0 out of 5 average rating, 135 reviews
Beachfront Condo • Pool & Resort Perks
Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.
4.99 out of 5 average rating, 156 reviews
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.
4.89 out of 5 average rating, 359 reviews
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!
4.98 out of 5 average rating, 168 reviews
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–Dec 31) 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.
4.91 out of 5 average rating, 135 reviews
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. .
4.95 out of 5 average rating, 110 reviewsPopular amenities for Santa Rosa Island, Florida rentals with a pool
House rentals with a pool

Kokomo Key - 2 minutes to Beach - Private Pool
4.97 out of 5 average rating, 138 reviews
Good times & tan lines! Only 5 miles to the beach!
4.93 out of 5 average rating, 241 reviews
The Purple Sunset-200ft to Beach w Pool
4.96 out of 5 average rating, 164 reviews
Huge Private Pool! Steps 2 Beach + Pet Friendly
4.89 out of 5 average rating, 114 reviews
Covered Lanai | Heated Pool | Minutes to Beach!
4.95 out of 5 average rating, 108 reviews
Modern Dream Home | Heated Pool and a Fire Pit!
4.89 out of 5 average rating, 103 reviews
Fun, sun, sand, and rest. Enjoy your stay with us.
4.93 out of 5 average rating, 123 reviews
NEW ~Sundancer~*Huge Pool *Hot Tub *Game Room*
4.87 out of 5 average rating, 126 reviewsApartment rentals with a pool

Best view on the beach! Beach gear included!
4.93 out of 5 average rating, 120 reviews
2min walk to the beach,2Bedroom/2Bath,Pool,Navarre
4.87 out of 5 average rating, 263 reviews
Emerald Coast Penthouse
4.89 out of 5 average rating, 118 reviews
Gulf Views, 3BR 2BA, Sleeps 8, Pool
4.85 out of 5 average rating, 201 reviews
Gulf & Bay View- King Bed - Beach Chairs+Wagon
4.95 out of 5 average rating, 158 reviews
Immaculate Regency end unit with incredible views!
4.96 out of 5 average rating, 108 reviews
Oceanfront/2nd Floor Balcony/Pool/Views/Walk2Pier
4.86 out of 5 average rating, 174 reviews
GULF FRONT TopFloor Amazing VIEW Directly On Beach
4.96 out of 5 average rating, 238 reviewsOther holiday rentals with a pool

Waterfront, beach, dock - your Salty Air Retreat!
4.97 out of 5 average rating, 134 reviews
Tide Together on the Gulf at Beach Colony East
5.0 out of 5 average rating, 40 reviews
Pier Bliss
5.0 out of 5 average rating, 9 reviews
Mermaid Manor
4.98 out of 5 average rating, 40 reviews
Spacious 4BR Coastal Home | Steps from Beach
4.92 out of 5 average rating, 38 reviews
Beachfront - Regency | Resort Pool | Sleeps 8
5.0 out of 5 average rating, 72 reviews
Just Another Beach Day • Private Pool • Golf Cart
4.98 out of 5 average rating, 59 reviews
Rare Waterfront Find! Stay 4/25-4/28 or 6/14-6/21
4.91 out of 5 average rating, 11 reviewsDestinations to explore
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Miramar Beach Holiday rentals
- Orange Beach Holiday rentals
- Birmingham Holiday rentals
- Clearwater Holiday rentals
- Pensacola Holiday rentals
- Tallahassee Holiday rentals
- Gainesville Holiday rentals
- Hotel rooms Santa Rosa Island, Florida
- Rentals with a sauna Santa Rosa Island, Florida
- Rentals with a hot tub Santa Rosa Island, Florida
- Waterfront rentals Santa Rosa Island, Florida
- Luxury rentals Santa Rosa Island, Florida
- Family-friendly rentals Santa Rosa Island, Florida
- Private suite rentals Santa Rosa Island, Florida
- Flat rentals Santa Rosa Island, Florida
- Rentals with beach access Santa Rosa Island, Florida
- Rentals with breakfast Santa Rosa Island, Florida
- Rentals with lake access Santa Rosa Island, Florida
- Rentals with a kayak Santa Rosa Island, Florida
- Rentals with an accessible-height bed Santa Rosa Island, Florida
- Townhouse rentals Santa Rosa Island, Florida
- Guest house rentals Santa Rosa Island, Florida
- Beachfront rentals Santa Rosa Island, Florida
- Beach house rentals Santa Rosa Island, Florida
- Rentals with an accessible-height toilet Santa Rosa Island, Florida
- Apartment rentals Santa Rosa Island, Florida
- Cottage rentals Santa Rosa Island, Florida
- Pet-friendly rentals Santa Rosa Island, Florida
- House rentals Santa Rosa Island, Florida
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- Village of Baytowne Wharf
- Henderson Beach State Park
- Flora-Bama Lounge
- Seacrest Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Alabama Point Beach
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Pensacola Bay Center
- Johnson Beach
- Lost Key Golf Club
- The Track - Destin





