
Holiday rentals with a pool in Santa Rosa Island, Florida
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Top-rated rentals with a pool in Santa Rosa Island, Florida
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The Merry Whale on The Emerald Coast
Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Mermaid Manor
Gulf-Front with Stunning Views Spacious 3BR/3BA corner condo on the 10th floor of the Caribbean Resort. Over 1,800 sq ft, floor-to-ceiling Gulf views, modern updates, and plenty of space for family or friends. • Sleeps up to 10 – 2 king bedrooms, bunk beds, 2 full beds • 3 full baths, updated kitchen, living area with ocean views • Master suite: spa-style shower, Smart TV, panoramic views • Guest suite: king + bunks, private bath, separate entrance. Now including Beach Service Mar 1 - Oct 30!

Tons of Family Amenities Included, Amazing Views,
Experience breathtaking Gulf views from this beautifully renovated 2-bedroom, 2-bathroom condo. Centrally located and less than 1 mile from The Hangout, it offers convenience and easy access to attractions. Unwind on the oversized balcony, where you can enjoy the soothing sound of waves while marveling at both the sunrise and sunset. Situated in one of Gulf Shores' most sought-after condo complexes, this home provides an exceptional beachfront experience. Notably, this condo is perfect for fami

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, 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"!

Stay at Sunshine Daydream on Pensacola Beach
Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

*Beach Condo | Gulf Views | Family Favorite
Experience the allure of Gulf Shores & breathtaking beach views from the 9th floor private balcony. Full amenities ensures an unforgettable stay. Ideal for families, work/sport events, romantic escapes, or solo adventures. Right on the Gulf of America’s sugar-sand beach, offers convenient proximity to the State Pier, the Hangout, and beachside restaurants. Reserve Now! *** Military discount available for active/retired military and veterans Royal Palms 902 is privately owned and managed

Renovated Beachfront Condo with Sensational Views!
RENOVATED! Our family vacation condo is at the 17th floor of Pelican Beach Resort, a sought after resort in Destin, FL with its central location and amenities. Pools, hot tub, gym, sauna, Tiki bar, tennis courts. You can enjoy the amazing views of emerald ocean and endless beaches of Destin while having your favorite drinks at its private balcony. Our condo is freshly painted and has upgraded furniture, new sleeper sofa, dining set, bar stools, all mattresses replaced.

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!!

Luxury 30A Cottage w/ Private Pool and Golf Cart
A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

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!
Popular amenities for Santa Rosa Island, Florida rentals with a pool
House rentals with a pool

Poolside Family Retreat w/ Hot Tub & Game Room

Sugar Sand Cottage at Destin Pointe

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Casa Verde: Heated Pool +JET SKI & Pontoon rental

Good times & tan lines! Only 5 miles to the beach!

Kokomo Key on Navarre Beach - Private Pool

NEW ~Sundancer~*Huge Pool *Hot Tub *Game Room*

The Charleston Experience-Free PoolHeat N GolfCart
Apartment rentals with a pool

Luxury Destin 1BR - Jetty East Beach Resort Condo

Condo on Bay, Steps to Gulf

Beachfront Bliss: Walk to Dine & Play on Sands

Navarre Beach Gulf front luxury

Footsteps away from beautiful beaches 🏖🏝⛱

Beachfront Condo • Pool & Resort Perks

Upgraded 7th Flr Pelican Beach Resort-on the beach

SurfSongA1 - remodeled,3mins to beach, New Kitchen
Other holiday rentals with a pool

Pensacola’s Paradise | Pool + Jacuzzi + Game Room

* Newly renovated Penthouse Condo with beach view

Sea-Sun's Greetings • Pensacola Beach • 2BR Condo

A STEP ABOVE ! Stunning views on the 19th floor !

BayviewPerch - 2BD Bay Views & Golf Cart Sandestin

Waterfront, large balcony. 3 suites king bed

Sound Front Ground Floor Studio-Snowbirds Welcome

Hart’s Landing-Canal Front Home
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- Destin Beach
- Perdido Key Beach
- Crab Island
- Destin Harbor Boardwalk
- Alabama Point Beach
- Seacrest Beach
- Opal Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Village of Baytowne Wharf
- Blue Mountain Beach
- Flora-Bama Lounge
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Fort Walton Beach Landing
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Jade East Towers
- The Track - Destin
- Destiny East





