Cottage holiday rentals in Santa Rosa Island, Florida

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Top-rated cottage rentals in Santa Rosa Island, Florida

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Top Guest favourite
An inviting beach scene captures gentle waves lapping at a sandy shore under a clear blue sky. The atmosphere conveys relaxation, with distant figures enjoying the water. A spacious cottage is visible beside a sparkling pool surrounded by palm trees, offering a vibrant and lively backdrop.
Cottage in Gulf Shores
4.97 out of 5 average rating, 152 reviews

NEW LUXE Beach House -Pool -Steps to Sand -Pets OK

UNITED WE SAND is a new construction luxury beach cottage with direct Gulf view and a 3 minute walk to THE GULF. Located in the Heart of Gulf Shores. 2 Bedroom, 3 Bath-sleeps 6 and PET FRIENDLY! This house offers a spacious open floor plan to insure all guest can visit together comfortably. The great thing about United We Sand is the location! It is walking distance to The Hangout, Sea and Suds, Picnic, The Diner, and the tourist shops. There is also fresh market all within walking distance.

Guest favourite
Cottage in Santa Rosa Beach
4.95 out of 5 average rating, 194 reviews

It’s Just Darling

Welcome to "Just Darling" beach cottage off HWY 30A in Blue Mountain Beach. Closest Beach access is a 10 minute walk via a short cut path or 2 minute drive. Enjoy restaurants, shops, bike trail etc... close to "Watercolor and Seaside” communities. Home is sun filled and cozy with everything you would need for your stay, including a community pool up the street. Best of all, relax on the charming wrap around front porch or barbeque off the private porch off main floor back bedroom. ENJOY!

Top Guest favourite
Cottage in Gulf Shores
4.89 out of 5 average rating, 405 reviews

Baywatch Cottage

Our Bay-front Cottage was built in the mid 1930s as part of a small fishing village. It is well appointed, quiet,rustic and relaxing, a welcomed days end retreat from the hustle and bustle of vacationing in the Gulf Shores area. Great place for couples. We now have an outdoor solar shower. Great in summer, helps to make up for the small shower. People were smaller back then. Coming soon... the bike trail connecting to Gulf Shores and the National Park will be done soon. Rated #1 bike trails.

Top Guest favourite
Cottage in Pensacola
4.98 out of 5 average rating, 188 reviews

East Hill Studio

Experience a clean, comfortable getaway minutes from downtown Pensacola and a short drive to the beach. We treat our guests like family and make sure you have everything you need to experience a fantastic stay. We are always updating to ensure our guests have the best experience. Perfect for a couple’s retreat, the space features a cozy living room opening to the bedroom with pocket doors, a small kitchen, and a full bath. Kitchen was totally remodeled with new appliances in March 2026.

Top Guest favourite
Cottage in Pensacola
4.99 out of 5 average rating, 125 reviews

Cozy Bayou Home & game room near NAS Dtown Beaches

*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

Top Guest favourite
Cottage in Elberta
4.98 out of 5 average rating, 116 reviews

Hammock Hideaway - waterfront cabin

Backyard oasis on a deep water creek. If you are coming for travel ball, love kayaking and/or just hanging out right on the water, you will appreciate this special hideaway. A fisherman’s/nature lovers dream and truly unique rental experience at this creekside cottage with water frontage on deepwater Hammock Creek. Close to the beach but out of the congestion. We have a multi level backyard with gazebo with swing, fire pit and huge deck. Fully enjoy the wildlife and outdoor activities.

Top Guest favourite
A charming exterior is presented, featuring a white picket fence and lush greenery. The house boasts a light-colored façade with a metal roof. Decorative elements include a trellis adorned with flowering vines and a small courtyard area. Palm trees provide a coastal touch.
Cottage in Destin
4.96 out of 5 average rating, 315 reviews

Two blocks to the beach! Bikes included!

Newly remodeled ⭐️Private beach bungalow in Crystal Beach! ⭐️This property is a private guest house two blocks from the beach! You will have your own entrance and parking for one car. Downstairs you will find living area, full kitchen, washer/dryer, and bathroom. The loft has 2 queen beds. Small courtyard for outdoor seating & outdoor shower. Wonderful neighborhood with sidewalks for biking or walking! I have a driver as well for airport pickup. Just send me a message!

Top Guest favourite
A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.
Cottage in Pensacola
4.98 out of 5 average rating, 538 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Guest favourite
The exterior of a historic cottage is displayed, featuring a green-bordered white façade and a metal roof. A wooden bench is positioned on the porch, alongside a green door. The walkway is paved with bricks and is surrounded by manicured grass.
Cottage in Pensacola
4.89 out of 5 average rating, 175 reviews

1br/1ba Cozy Cottage - Downtown/Museum of Commerce

An experience you do not want to miss and a location that is close to the action but still tucked away. Less than one block from iconic Seville Square, where you will be centrally located in the heart of downtown Pensacola's historic district and within walking distance to dining, shopping, museums and other attractions. Find yourself enjoying sunsets on the back porch or take a easy 15 minute drive to enjoy the sugar white sands of Pensacola Beach.

Top Guest favourite
A welcoming exterior view of a recently renovated home features a charming porch with two white chairs and a small table. A paved brick pathway leads to the front door, framed by well-maintained grass and surrounding greenery.
Cottage in Pensacola
4.99 out of 5 average rating, 164 reviews

Modernized 2BR Historic Home w/ King bed

Recently renovated - this is the perfect home base for whatever brings you to Pensacola. Located in a safe and convenient neighborhood, guests are walking distance to a local grocery store, coffee shop, restaurants, parks, and water access at Bayou Texar. It is only a short drive to the airport, shopping, downtown, and the beach. There is also ample parking for you and your guests in a large unfenced yard.

Top Guest favourite
A cozy backyard setting is displayed, featuring a brick patio illuminated by soft string lights. A dining table with chairs is positioned under the glow, surrounded by a small garden. A wooden privacy fence encloses the area, and a storage shed is visible in the background.
Cottage in Pensacola
4.98 out of 5 average rating, 590 reviews

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

Top Guest favourite
Cottage in Navarre
4.91 out of 5 average rating, 128 reviews

Navarre Hide-a-Way #4

The whole group will enjoy easy access to everything from this centrally located place. Private location, seperate from our house! This is a 2 queen bed private cabin. Enjoy the private back porch shower when returning from the beach! Enjoy the deer that visit our yard! You might even catch a glimpse of our secretive black bears! This listing is strictly Transient Occupant!

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