
Holiday rentals with a pool in Santa Rosa County
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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!

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.

Comfy 1 Bedroom with 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.

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

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.

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

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!
Popular amenities for Santa Rosa County rentals with a pool
House rentals with a pool

Poolside Family Retreat w/ Hot Tub & Game Room

Beachie-Private Pool!

Private Pool, Steps to the beach, Golf cart

The Purple Sunset-200ft to Beach w Pool

Beachfront - "Weekend At Benny's"

Southern Hospitality

Navarre Beach Home Golf cart/Heated Pool/Elevator

Heated P00L|Game Room|Sleeps 14
Apartment rentals with a pool

Navarre Beach Gulf front luxury

Footsteps away from beautiful beaches 🏖🏝⛱

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

Pensacola Beach Condo w/ Great Views (F12)

Gulf & Bay View- King Bed - Beach Chairs+Wagon

Emerald Coast Penthouse

La Playa Esmeralda - Panoramic Sunset Views

The Emerald Cove at the Beach
Other holiday rentals with a pool

Pensacola’s Paradise | Pool + Jacuzzi + Game Room

SunKissed Cottage *Solar Heated Pool "

Amazing beach house, private heated pool and separ

Tide Together on the Gulf at Beach Colony East

Gulf Breeze Getaway by the Sea, by community pool

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





