
Vacation 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.

Beachfront Bliss: Walk to Dine & Play on Sands
**Recently Updated Interior!** Experience the stunning Gulf of America from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach, named America’s Best Beach by the Condé Nast Traveler Readers’ Choice Awards! This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

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.

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.

The Flamingo Flat @ Villas on the Gulf
🦩Flamingo Flat: This airy, Palm Beach style condo is the perfect place to relax on a quiet stretch of Pensacola Beach that was voted BEST BEACH IN THE US! For great shopping, dining & entertainment you can drive ( less than 3 miles West) to the main hub of P’Cola Beach. Trolley service available during summer months. The beautiful Portofino Island Resort is just 1 mile to the East. MUST BE 25 TO RENT. NO CHILDREN UNDER 12. NO PETS. EARLY CHECK IN MAY BE AVAILABLE FOR AN ADDITIONAL $50.

Heated Pool-Fire Pit-Sun room -Near the Beach
Experience the Navarre Retreat - a unique 5 bedroom oasis offering a range of amenities for your ultimate relaxation. Dive into the new heated saltwater pool, unwind on the expansive deck or in the sunroom, gather around the fire pit under the stars. Just a short 3 mi drive to Navarre beach. Plus easy access to Opal, and other pristine beaches. With a fully equipped kitchen, beach gear, cooking essentials, and entertainment options, this home ensures a seamless and unforgettable getaway

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.

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.

2/1.5 Seahorse Hideaway Condo
Only a seashell's throw away from the sugar white sands of Pensacola Beach, this is a newly renovated (post 2021 hurricane seasons) seaside getaway. Clean, cozy, and fully furnished we want you to make this your home away from home to get away from the bustle of the world. Unless you like that sort of thing, then the Pensacola Beach Trolley will happily whisk you into the surfing, shopping, and nightlife at the heart of the beach.

The Emerald Cove at the Beach
Our recently renovated condo on the first floor has everything you could need. Access to the Gulf of Mexico is directly across the street to sugar-white beach sand and emerald green water. If the gulf doesn’t suit you, enjoy the calm waters of the sound on the opposite side of the island, the beachfront can even be seen from the patio balcony. When you’ve had enough salt for the day, take a dip in the amazing pool at the complex.
Popular amenities for Santa Rosa County rentals with a pool
House rentals with a pool

Hot tub/ Pool Relaxing Getaway

Historic Pool Cottage! Dog Friendly

Endless Summer pool home and guesthouse, sleeps 13

Easy Breezy Private Heated Pool Home

Sea La Paix, private POOL,4 miles to Beach,

Family Oasis in Milton

Heated saltwater pool | Pet Friendly | Family home

Perfect for families - Private pool, updated home!
Condo rentals with a pool

Sunset on the Bayou near NAS/Downtown Pensacola

Soul Shine - a Water Front Condo

Welcome To Florida's Hidden Gem!

Sugar Sand Beach Retreat at Villas on the Gulf

Footsteps away from beautiful beaches 🏖🏝⛱

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

Pensacola Beach, Florida 1BR Amazing View

La Playa Esmeralda - Panoramic Sunset Views
Other vacation rentals with a pool

Seaside Sunset

Last Minute Spring Break Deal - 2bd / 2ba

The Rosales serenity suite

Twin Tides at Sunset

Sunsets Galore, Gulf and Sound Access!

OceanShell Retreat: 2 Chairs /Umbrella Set Free

Sound Front Ground Floor Studio-Snowbirds Welcome

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




