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
A charming cottage is displayed with a bright yellow front door, framed by two light blue windows. A small outdoor seating area with two blue chairs sits on the driveway, surrounded by manicured shrubs and a wooden fence offering privacy.
Cottage in Pensacola
4.95 out of 5 average rating, 111 reviews

Hibiscus Sunrise Cottage - Walk to local dining!

Enjoy our quaint cottage centrally located in East Pensacola Heights and within walking distance to local restaurants and Bayou Texar! In this family-friendly neighborhood you're sure to see folks out for a run, an evening stroll, a bike ride, or walking their dogs. You'll enjoy an amazing tree canopy on a short walk to the Bayou for fishing or boating! Popular downtown Pensacola is only 3 miles away, the airport is 4.5 miles, and our beautiful white sand beaches are a quick 15 minute drive!

Top guest favourite
The exterior of a two-story, light blue cottage is displayed, featuring a screened-in porch and a stone foundation. A row of colorful beach cruisers, including two children’s bikes and trailers, is positioned along a paved path, surrounded by vibrant greenery.
Cottage in Santa Rosa Beach
4.97 out of 5 average rating, 144 reviews

30A Best beach access free shuttle bikes dune lake

We can’t wait to host you at Sand Reef Cottage in Grayton Beach/ Santa Rosa Beach FL! Grayton is an unspoiled florida beach town with rare coastal dune lake for safe swimming for all ages and a bohemian, small town vibe! Florida’s iconic 30A! The cottage is an easy bike ride, or free tram ride to the white sandy beaches. ♥Comfortably sleeps 8 ♥Bikes & trailers provided ♥Free Daily Tram Short Ride to Beach ♥Community pool ☒ Booking Guest must be 25. NO PARTIES, SMOKING, PETS @GoodHostCo

Top guest favourite
A modern kitchen and living area is described, featuring a spacious granite island with a gas stove and stylish bar stools. A large smart TV is mounted above a decorative fireplace, while cozy seating is arranged around the living space. Soft lighting adds to the welcoming ambiance.
Cottage in Pensacola
4.99 out of 5 average rating, 111 reviews

Navy Point Home & game room, near NAS & downtown

*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
The cottage exterior is illuminated at night, featuring a yellow door and a balcony above. Surrounding greenery and pathway lights enhance the welcoming ambiance. A white railing leads to the front porch, which includes seating and a decorative umbrella.
Cottage in Lillian
4.88 out of 5 average rating, 110 reviews

P’s Paradise. Close to AL. Beaches

Adorable older cottage that is located across the street from Perdido Bay. The Lillian Boat launch is only a block away, so bring your boat. Beautiful Perdido Beach 10.5 miles, Orange Beach 14 miles. Restaurants and parks just a few miles away. Completely remodeled & updated. Sleeps 7comfortably. Downstairs has bedroom with queen bed, full bath, wash/dryer, kitchen, dining, den with sleeper sofa. . Upstairs bedroom with a balcony, 2 full beds and full bath and PacMan for rainy days!!!

Guest favourite
A cozy living area features sloped ceilings and abundant natural light from large windows. A plush sectional sofa is arranged around a circular coffee table, complemented by a patterned area rug. A single lamp provides additional lighting, enhancing the space's comfort.
Cottage in Fort Walton Beach
4.91 out of 5 average rating, 276 reviews

"Quirky Cottage"

Our "Quirky" Cottage is just that!! If you want to experience "old Florida" come and stay with us in our quirky cottage nestled in old oak trees! It was originally built in 1960 as a camping cabin, it came in a box as a do it yourself kit! There are a few left around town - really unique and private space! Located just 5-10 minutes from the Okaloosa Island beaches and everything downtown Fort Walton Beach has to offer and just 15 minutes to Destin. (all depending on traffic!)

Top guest favourite
A staircase with wooden railing leads to an upper level, complemented by a vibrant plant mural on the wall. The kitchen area features modern appliances, including a stove and refrigerator, with light cabinets and a tiled backsplash. Natural light brightens the open space.
Cottage in Destin
4.95 out of 5 average rating, 301 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, 522 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.

Top guest favourite
A well-lit exterior reveals a charming cottage nestled among lush greenery. A wooden pathway leads to the entrance, accompanied by vibrant outdoor lighting and dense foliage, creating a serene and inviting atmosphere at dusk.
Cottage in Santa Rosa Beach
5 out of 5 average rating, 104 reviews

Historic Smith House, authentic cottage

Originally built in 1925, our renovation provides all the modern conveniences while maintaining its true southern “old Grayton” charm. Guests love the vaulted ceilings and exposed beams, wood floors, large screened porch, and the vintage Florida decor. We have a 7-night minimum during the Summer, with a Saturday check-in, and 3-night min during most of the year. The maximum number of guests is limited to four (4) persons, including infants and toddlers.

Superhost
A charming front porch features two white chairs adorned with geometric cushions, inviting relaxation. Lush greenery surrounds the entryway, complemented by a soft, manicured lawn. The house displays a pastel pink facade, with a welcoming entrance highlighted by a yellow door.
Cottage in Pensacola
4.79 out of 5 average rating, 182 reviews

Plum Orchid Cottage - New Floors!

Plum Orchid Cottage is a tiny hideaway, ideal for your visit to Pensacola! After a day at the beach (20 min to Perdido or Pensacola Beach) or visiting family at NAS Pensacola (5 min) you come home to a fully equipped kitchen, private back yard, washer/dryer, and luxury amenities. Head out to the fantastic restaurants and night life of downtown Pensacola just 10 minutes away. You will feel right at home during your vacation when staying with us!

Top guest favourite
An outdoor seating area is showcased, featuring a round table with two chairs under a large red umbrella. The space is surrounded by a wooden fence, with gravel and potted plants adding a natural touch. Bright cushions accent the chairs, creating a casual atmosphere.
Cottage in Pensacola
5 out of 5 average rating, 232 reviews

*Couples - Priv Cottage, Parking, Patio, Central*

🌴 Your Perfect Pensacola Getaway! In the heart of Pensacola, this cozy, private cottage is perfect for solo travelers or couples. *Vacationing *Visiting family *College visit * Medical stays * Military travel * Work You’ll love the peaceful privacy Your own parking, patio and fenced area & all centrally located ~20-30 minute drive to beaches ~5 minutes - Airport ~2 minutes - Shopping mall ~2 Blocks - Best Bistro/food/drink

Guest favourite
The cottage is shown nestled among native vegetation, featuring a wooden deck at the entrance. Lush palm leaves create a tropical ambiance, while the structure's blue exterior adds a pop of color against the natural backdrop.
Cottage in Santa Rosa Beach
4.89 out of 5 average rating, 204 reviews

Palm House Cottage

Palm House is situated on a private residential road. Your private cottage is located on our secluded property in an quiet and quaint neighborhood. Our property is located close to Blue Mountain, Grayton, Seaside and Seagrove Beach. There are 50 public beach accesses along 30-A within 6 miles from our Home. Palm House includes: Queen bed Bunk Beds Full Size Kitchen All essentials Please see additional notes for more info

Top guest favourite
A charming cottage exterior is presented, featuring a light-colored facade and a gabled roof. A welcoming covered porch is visible, framed by tall trees. Two beach cruiser bicycles are parked on the concrete driveway, inviting exploration of the nearby downtown area.
Cottage in Pensacola
4.98 out of 5 average rating, 572 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.

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