20 Most Charming Beachfront Cottages in Florida

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Quaint and cozy, beachfront cottages in Florida provide the quintessential ambiance for a sunny getaway. These coastal gems are just steps from the sandy shoreline, where lounging in the sunshine, sampling local seafood delicacies, and indulging in water-based activities should be the only thing on your itinerary. Giving you a front-row seat to Florida’s most picturesque shorelines, these charming beachfront cottages in Florida offer the perfect coastal getaway.

1-Bedroom Beach Cottage with Gulf Views - Bradenton Beach
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1-Bedroom Beach Cottage with Gulf Views

1-Bedroom Beach Cottage with Gulf Views - Bradenton Beach

Pack your bags and head to this charming beach cottage on Anna Maria Island. Located in Bradenton Beach, it is just steps from the beach and features a shared outdoor pool and deck area with a BBQ grill and chaise loungers. Enjoy Gulf-views from the cottage, which also includes a fully-equipped kitchen, laundry facilities and is within walking distance to local restaurants. Beach chairs and towels are complimentary.

Direct Beachfront Cottage - Indian Shores
airbnb.com
Direct Beachfront Cottage

Direct Beachfront Cottage - Indian Shores

It’s easy to dig your toes in the sand at this beachfront beauty in Indian Shores, as the ground floor one-bedroom cottage is so close to the ocean you can hear the ocean crashing from your Gulf-front living room. Dine in front of the picture window overlooking the beach or step outside on the patio to marvel at the spectacular sunsets. This Airbnb has all the ingredients for a memorable beach vacation, including a beachfront patio with tables and chairs and a private beach with lounge chair and umbrellas.

Sunset Key Cottages - Key West
Sunset Key Cottages

Sunset Key Cottages - Key West

If you’re looking for a dose of luxury, then Sunset Key Cottages is the place to go. Nestled on a 27-acre island only accessible by boat, at this top-rated Florida Keys resort you’ll find panoramic views of turquoise blue waters and luxurious amenities in the clapboard cottages, from fully stocked kitchens to gradual-entry outdoor pools and a daily breakfast basket filled with pastries. Lounge in a hammock, have a beachfront dinner or book a pampering massage treatment for a day of pure bliss.

The Cottages at Siesta Key - Siesta Key
The Cottages At Siesta Key

The Cottages at Siesta Key - Siesta Key

Only 100 yards away from Crescent Beach, The Cottages at Siesta Key are a lovely slice of old Florida charm. The property has an intimate vibe with only 13 units, where you’ll be able to take advantage of the full kitchens, private decks, barbecue facilities and the on-site pool. Just two miles from Siesta Beach, use the complimentary beach chairs and umbrellas for a day exploring the pure, crystal quartz sand at one of the top beaches in the United States.

Historic Beach Cottage, Steps from the White Sandy Beach - Indian Rocks Beach
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Historic Beach Cottage, Steps from the White Sandy Beach

Historic Beach Cottage, Steps from the White Sandy Beach - Indian Rocks Beach

You can experience Old Florida at this cute beach cottage, which sits only a few steps from the white sandy beach at Indian Rocks. The two-bedroom stand-alone cottage has plenty of modern conveniences, where you can spend your time grilling on the beach and listening to the sound of crashing waves from the comfy seating on the small front deck in the evening. 

Bob’s Beach House/Cottage Steps to Beach - Boynton Beach
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Bob’s Beach House/Cottage Steps to Beach

Bob’s Beach House/Cottage Steps to Beach - Boynton Beach

This popular beach rental in Boynton Beach can accommodate up to six guests in its two-bedroom layout. It has a large covered patio area for enjoying the outdoors, while private walks to the beach are sure to put you right in vacation mode. The beach is only 300 yards away and a two-minute walk, while the Surf Shop next door has surfboards and paddle boards if you want to get out on the water. Inside the cottage, there are bunk beds for families with kids, a large sofa in the living room for hanging out, and your stay comes with extra amenities like a BBQ grill, hammock, and laundry room with a washer/dryer.

Blue Days Beach Cottage - Reddington Shores
airbnb.com
Blue Days Beach Cottage

Blue Days Beach Cottage - Reddington Shores

Those looking for a luxury cottage beach experience can stay at this gorgeous cottage in Reddington Shores. The two-bedroom rental is just steps from the sand and 30 minutes from the state’s top attractions in Tampa, while nearby outdoor attractions include a children’s playground and public tennis courts. It’s professionally decorated with Florida beach decor, featuring a full kitchen, washer/dryer, cable TV, and a furnished patio where you can kick back and enjoy the breeze. Best of all, it has private access with a shower to rinse off the sand, and two covered picnic areas with electricity to grill out and catch one of Florida’s stunning sunsets. 

Rolling Waves Cottages - Longboat Key
Rolling Waves Beach Cottages

Rolling Waves Cottages - Longboat Key

Located on an offshore island near Sarasota, Rolling Waves Cottages in Longboat Key is surrounded by pristine beaches, quaint shops and local seafood restaurants. Boasting a get-away-from-it-all ambiance, the cottage highlight the area’s natural beauty where boating, shelling and fishing are popular activities. You’ll find many comforts from home, such as a fully equipped kitchen and cable TV, while the location of these charming cottages will make you feel like you’ve transported to your own private island.

30A Old Florida Cottage, Resting Beach Face - Santa Rosa Beach
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30A Old Florida Cottage, Resting Beach Face

30A Old Florida Cottage, Resting Beach Face - Santa Rosa Beach

Located in one of Florida’s most beautiful beach towns, this charming three-bedroom cottage is close enough to walk to the beach but far enough to enjoy the peace and quiet. It has a comfy sectional couch where you can watch movies after a long day in the sunshine, wheel the fully stocked kitchen makes it easy to whip up a meal. Those with kids will love the triple bunk beds and the large front deck offers the perfect space to get together for a family dinner.  There’s even a private backyard with a fire pit for a night of stargazing. 

Oceanfront Cottages - Indialantic
Oceanfront Cottages - Indialantic

Oceanfront Cottages - Indialantic

A quaint town only two miles from downtown Melbourne, Indialantic is home to the Oceanfront Cottages, where you’ll find a private cottage style Inn overlooking the Atlantic Ocean. A hidden gem with five spacious suites and an oceanfront property, enjoy the cozy sitting areas, king-size beds, and relax on the oceanfront patio. Famous for its surfing, spend an afternoon catching a wave, rent a bike for a scenic cruise, or rent a boat and explore the tiny islands and their sandy beaches nearby.

Darling Old Florida Beach Cottage, Steps From Gulf - Bradenton Beach
airbnb.com
Darling Old Florida Beach Cottage, Steps From Gulf

Darling Old Florida Beach Cottage, Steps From Gulf - Bradenton Beach

This adorable two-bedroom “Cottage by the Sea” offers a prime location for beach lovers, just a few steps from the beautiful Gulf of Mexico beaches on Anna Maria Island. Located in the quiet end of Bradenton Beach, the cottage embodies Old Florida featuring bright and cheery decor and updated amenities. It has a full kitchen, washer/dryer, and a lovely tropical garden area with a BBQ grill and patio seating. The host even provides beach towels, chairs, umbrellas, and a wagon to make your beach days stress-free. 

Beach Cottage South of 30a, Steps to Beach - Santa Rosa Beach
airbnb.com
Beach Cottage South of 30a, Steps to Beach

Beach Cottage South of 30a, Steps to Beach - Santa Rosa Beach

You can bring the entire family to this four-bedroom cottage in Santa Rosa Beach, as it has space for up to 10 guests in its open living areas. Less than a five-minute walk to the white sandy beaches and crystal clear blue waters of the Gulf Coast, this family-friendly home is also steps from a community pool, seafood market, and ice cream store. It’s a perfect home base for exploring Florida’s 30A, featuring French doors that lead to a breezy 2nd story porch, a comfy family room, a stocked kitchen, and a room with bunk beds for the kids. 

Beachview Cottages - Sanibel
Beachview Cottages, Sanibel

Beachview Cottages - Sanibel

A pet-friendly property tucked under towering palm trees on a private beach, Beachview Cottages in Sanibel boasts airy one and two-bedroom seaside cottages with beachy decor, screened porches and modern amenities. Its Gulf-front location offers complete privacy, where you can enjoy the heated pool, take a scenic bike ride around the island or book a boating excursion. Relax in the traditional tiki hut sundeck, or grab a towel and hit the beach for a memorable day soaking up the sunshine.

*Re-opening in February 1, 2023, after sustaining damages from Hurricane Ian.

Oceanfront Cottage, Steps From Beach - Fort Myers Beach
Vrbo.com
Oceanfront Cottage, Steps From Beach

Oceanfront Cottage, Steps From Beach - Fort Myers Beach

This inviting oceanfront cottage in Fort Myers is steps from the white sandy beaches in Florida’s Suncoast. The charming two-bedroom property welcomes furry friends too, while modern conveniences include Wi-Fi, a washer/dryer, cabana shower and updated kitchen appliances. Accommodating up to 8 guests, it also offers a prime location for exploring nearby nature attractions and Sanibel Island (16 miles west).

Sunspot Cottage Getaway - Siesta Key
airbnb.com
Sunspot Cottage Getaway - Siesta Key

Sunspot Cottage Getaway - Siesta Key

This adorable cottage in Siesta Key is as charming indoors as it’s colorful exterior, set on four acres of palm, oak and banyan trees. Across the street from the world-famous beach, it features beamed ceilings and pecky cypress walls, as well as a heated pool, picnic area and BBQ. If you want to reel in your dinner, head to the pier for a chance to lure in snook, redfish or jack crevalle. There are also plenty of shops and restaurants to explore in nearby Siesta Village.

Beachfront Key Largo Cottage - Key Largo
airbnb.com
Beachfront Key Largo Cottage

Beachfront Key Largo Cottage - Key Largo

You can’t beat the views at this Banana Cabana in Key Largo, which is a tropically decorated cottage with Gulf of Mexico views. The two-bedroom property sits 120-feet from the sandy beach and features a pull-out sofa in the living room in order to fit up to six guests comfortably. Take in the water views from the cottage and outdoor deck, then walk to nearby restaurants for a taste of the local seafood specialties.

Cane Cottage as featured on Magnolia Network - Ponte Vedra Beach
airbnb.com
Cane Cottage as featured on Magnolia Network

Cane Cottage as featured on Magnolia Network - Ponte Vedra Beach

Featured on “Beach Cottage Chronicles” on Magnolia Network, this 1940s Cane Cottage has been reborn after extensive renovations. The old Florida beach cottage has its original charm along with modern updates, along with fantastic views from its wall of windows facing the ocean. Outside, the deck is steps from the beach and includes an outdoor grill, fire pit, and outdoor dining/entertaining space, as well as a hammock set under the palm trees.

1-Bedroom Cottage, 100 Steps to Beach - Treasure Island
airbnb.com
1-Bedroom Cottage, 100 Steps to Beach

1-Bedroom Cottage, 100 Steps to Beach - Treasure Island

Professionally remodeled and decorated, this Treasure Island gem is a bright 1938 Florida-style boutique cottage. The romantic retreat is ideal for couples and is just 100 steps from the beach, near restaurants, beach bars and live music. Other perks of this adorable space is the private outdoor bistro seating area, Smart TV and full kitchen with a Keurig coffee maker and French press. There is also bay access at the end of the street for fishing and dolphin watching.

Old Florida Beachfront Cottage - Placida
Vrbo.com
Old Florida Beachfront Cottage

Old Florida Beachfront Cottage - Placida

If you’re looking for peace and quiet, this secluded Old Florida cottage on Little Gasparilla Island is the perfect getaway. The two-bedroom property is accessible only by water taxis (you cannot drive to the island), which adds to its serene setting of white sand beaches. Its spacious outdoor deck is great for relaxing in the sea breeze, while an open-air shower offers a cool respite from the Florida heat. Best of all, the beach is just 15 steps from the cottage.

Beachfront Cottage - Manasota Key
Vrbo.com
Beachfront Cottage, Manasota Key

Beachfront Cottage - Manasota Key

A beachfront cottage in Manasota Key, this Vrbo property exudes sunshine with its bright light-filled spaces. Its located directly on the beach, offering ocean views right from your window. If you’re lucky, you might even spot a dolphin swimming by! The laid-back stay offers everything you need for a beach vacation, with easy access to the chilled-out island that has no high rises, traffic lights or crowds. If you want to explore, Stump Pass State Park is just steps away with an uninhabited shoreline.

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