Holiday rentals with a pool in Mary Esther

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.

1004 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1004—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 10th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

The Hidden Gem

Welcome to our incredible Airbnb, The Hidden Gem. Waterfront Mary Esther condo with plane views by Hurlbet AFB perfect for military TDY in summer, snowbird winters, and right by our beautiful beaches for beach tourists year-round. A short stroll will lead you to Target and post office. Our world famous beautiful pristine beaches are near by Just a mere 4.7 miles away. Destin beaches are just 10.7 miles away. Navarre Beach is also nearby and the Intracostal water way is in our backyard.

Sugar Sand Cottage at Destin Pointe

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

B210 Pirates Plunder

Welcome to Pirates Plunder at Pirates Bay in Fort Walton Beach. This unique condo has a style all its own! The condo has been fully renovated with a full kitchen and spa like bathroom. The condo is an efficiency that sleeps 2 people with a queen size bed. You will have beautiful views of the pool and the intercoastal waterway from your balcony. Crab Island is only a few minutes away by boat! There is also a small private beach for your use as well. Book now before your dates are gone!

#1 4BR HUGE PET Friendly Home Away from Snow!

Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

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!!

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!

Coastal townhouse w/ patio & resort pool

Settle into easy coastal living at this relaxed Miramar Beach townhouse - perfect for beach days, pool afternoons, and cozy evenings by the fire table. - Sleeps 6 | 2 bedrooms | 3 beds | 2.5 baths - Pool access & private patio w/ fire table - 6-seater golf cart & beach essentials included - BBQ grill, outdoor dining area & balcony - Fully equipped kitchen, Wifi, TV & Washer/dryer - Self check-in, dedicated workspace & Pack 'n play/Travel crib

Huge Private Pool! Steps 2 Beach + Pet Friendly

Clean, coastal, and cute- this perfect beach house is ready for the whole family to enjoy! Swim laps in the largest private pool on Navarre Beach then enjoy dinner on the gigantic screened in porch. Walk a few steps across the street to the beautiful white sands of the beach and the waves of the Gulf or stroll right down the neighborhood street to catch the most gorgeous sunsets ever over the soundside.

Coastal Escape: Heated Pool, Hot Tub, Grill!

Your private sanctuary near the Emerald Coast! This spacious, pet-friendly beach getaway features a sparkling private pool, hot tub, and a fenced yard. Perfect for families, this 4-bedroom home offers a foosball table, dedicated workspace, and is just minutes from Okaloosa Island and Destin beaches. Enjoy a worry-free vacation with no cleaning fees!