TOP 30 Best Weekend cottages in Florida

The Guest Cottage is a charming and cozy accommodation located at 101 South 4th Street in Fernandina Beach, Florida. As a real estate and travel agency, we specialize in providing comfortable and affordable lodging options for travelers looking to experience the beauty of Amelia Island. Our well-appointed cottages offer a home away from home, with all the amenities and conveniences needed for a relaxing stay. Whether you are visiting for a weekend getaway or an extended vacation, the Guest Cottage is the perfect choice for your lodging needs. Book your stay with us today and experience the warmth and hospitality of Fernandina Beach.

Coastal Cottages by the Sea is a premier real estate and travel agency located at 603 Gulf Way in the picturesque St. Pete Beach, Florida. Our agency specializes in offering charming and luxurious cottages by the sea, perfect for those looking for a peaceful and relaxing getaway. Whether you're seeking a romantic retreat or a fun-filled family vacation, our team is dedicated to helping you find the perfect coastal escape. With stunning ocean views and top-notch amenities, Coastal Cottages by the Sea is your go-to destination for an unforgettable beach vacation.

Cottage Rental Agency is a premier real estate and travel agency located at 27 Quincy Circle in Santa Rosa Beach, Florida. We specialize in providing luxurious and cozy cottage rentals for vacationers looking to experience the beauty of the Gulf Coast. Our experienced team is dedicated to helping you find the perfect cottage for your getaway, whether you're looking for a beachfront retreat or a secluded hideaway. With top-notch customer service and a wide selection of rental options, Cottage Rental Agency is your go-to destination for a memorable and relaxing vacation in Florida.

Ichetucknee Hideaway Cottages is a charming real estate and travel agency located at 22665 Willow Drive in Lake City, Florida. Our cottages offer a cozy and secluded retreat surrounded by the natural beauty of the Ichetucknee Springs State Park. Perfect for those looking to escape the hustle and bustle of city life, our cottages provide a peaceful and relaxing atmosphere for guests to unwind and enjoy the great outdoors. Whether you're looking for a weekend getaway or a longer stay, Ichetucknee Hideaway Cottages is the perfect destination for your next vacation.

Sunset Cottage is a charming vacation rental located at 356 Patton Street, Saint George Island, Florida. This beautiful real estate agency offers a cozy and well-equipped house with amazing sunset views over the West Gulf Beaches. The property is pet-friendly, with a pet fee for one dog upon prior approval. The house requires a 20% deposit upon booking, which is non-refundable, and the balance is due 30 days prior to arrival. Rates are subject to change until the reservation is confirmed. Guests must be at least 25 years old to rent this property. Guest reviews rave about the hospitality of the owners, Don and Kathy, who go above and beyond to ensure a comfortable stay. The house is fully stocked and impeccably clean, with comfortable beds and modern appliances. The property features a screened back porch overlooking the bay, perfect for enjoying the views of playful dolphins and soaring seagulls. The owners provide freshly baked bread and homemade jellies, adding a special touch to the stay.

Arbors Seaside Cottages is a charming lodging institution located at 218 Gulf Boulevard in Indian Rocks Beach, Florida, United States. Offering over 230 vacation rentals, this beachfront town has been ranked as one of the Best Beaches in the USA and listed in the top 6 best beaches in the world by TripAdvisor. With white sandy beaches and plenty of attractions for all ages, including Pier 60, there is something fun for everyone to enjoy. The town of Indian Rocks Beach got its name in the 1800s from a natural sulfur spring located in Kolb Park, where a native medicine man miraculously healed his chief. Enjoy activities on the beach or across the street with watersports and boating on the Bay. Take a stroll or bike ride to great restaurants, bars, and shops in the area.

The Cottage Bed & Breakfast is a charming lodging establishment located at 295 West Palmer Mill Road in Monticello, Florida, United States. Nestled in a picturesque setting, this cozy B&B offers a peaceful retreat for guests looking to relax and unwind. The Cottage features comfortable accommodations, delicious home-cooked breakfasts, and warm hospitality. Whether you're visiting for a romantic getaway or a weekend escape, The Cottage Bed & Breakfast provides a welcoming atmosphere for an unforgettable stay.

Cottage Cafe is a charming and cozy cafe located in Old Town, Florida. Situated at 139 Southeast 349 Highway, this cafe offers a warm and inviting atmosphere for guests to enjoy delicious food and beverages. Whether you're looking for a quick bite to eat or a leisurely meal, Cottage Cafe has something for everyone. From freshly brewed coffee and homemade pastries to hearty sandwiches and salads, there's a variety of options to choose from. Come and experience the friendly service and relaxed ambiance of Cottage Cafe today!

Cottage On Sherry is a charming lodging institution located at 20830 Southeast Sherry Avenue in the quaint town of Blountstown, Florida. This cozy cottage offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. Surrounded by lush greenery and tranquil surroundings, Cottage On Sherry provides a warm and inviting atmosphere for a relaxing stay. Whether you're seeking a weekend getaway or a longer vacation, this charming cottage is the perfect place to unwind and recharge. Experience true Southern hospitality at Cottage On Sherry.

Silver Wings Cottage is a charming and cozy restaurant located in the heart of Lakeland, Florida. Our cottage-style establishment offers a warm and inviting atmosphere for guests to enjoy delicious food and drinks. From hearty breakfasts to flavorful lunches and decadent desserts, our menu is sure to satisfy any craving. Whether you're looking for a quick bite to eat or a leisurely dining experience, Silver Wings Cottage is the perfect spot to relax and indulge in a tasty meal. Come visit us at our address in Lakeland, Florida and experience the delightful ambiance and delectable dishes that make our restaurant a local favorite.

The Cottage is a charming restaurant located at 153 Avenida Messina in Siesta Key, Florida. This cozy establishment offers a unique dining experience with a menu that features a variety of delicious dishes made from fresh, locally sourced ingredients. The Cottage's warm and inviting atmosphere makes it the perfect spot for a casual meal with friends or a special night out with loved ones. Whether you're looking for a hearty breakfast, a leisurely lunch, or a romantic dinner, The Cottage has something to satisfy every craving. Come and enjoy a delightful meal in this beautiful setting on Siesta Key.

The Breakfast Cottage is a charming eatery located at 2301 North Tamiami Trail in Nokomis, Florida. This cozy restaurant offers a variety of delicious breakfast options for dine-in or takeout. From fluffy pancakes and crispy bacon to hearty omelets and fresh fruit bowls, The Breakfast Cottage has something to satisfy every craving. Start your day off right with a visit to this inviting establishment and enjoy a tasty meal in a warm and welcoming atmosphere.

Port Cottages is a charming lodging institution located at 314 Cecil G. Costin Sr. Boulevard in the picturesque town of Port St. Joe, Florida. Nestled in a quaint and peaceful setting, Port Cottages offers guests a cozy and comfortable stay with all the amenities needed for a relaxing getaway. Whether you are visiting for a weekend retreat or an extended vacation, Port Cottages is the perfect home away from home. Experience the beauty of the Florida coast and enjoy the warm hospitality of Port Cottages during your stay.

Blue Moon Cottage is a charming lodging located at 9211 Auger Avenue in the picturesque town of Port St. Joe, Florida. This cozy cottage offers a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. With its serene surroundings and comfortable accommodations, Blue Moon Cottage is the perfect place to relax and unwind. Whether you're seeking a romantic getaway or a quiet weekend retreat, this institution provides a welcoming atmosphere for all guests. Experience the tranquility of Port St. Joe at Blue Moon Cottage.

Port Cottages is a charming lodging institution located at 415 Florida 30 in the picturesque town of Port St. Joe, Florida. Nestled in a tranquil setting, these cozy cottages offer a relaxing retreat for guests looking to escape the hustle and bustle of city life. With a warm and welcoming atmosphere, Port Cottages provide a comfortable stay with modern amenities and a touch of coastal charm. Whether you are visiting for a weekend getaway or an extended vacation, Port Cottages is the perfect home away from home in the heart of Florida's Gulf Coast.

Jubilee Cottage is a charming lodging located at 170 South Palm Street in the picturesque town of Port St. Joe, Florida. This cozy retreat offers a peaceful and comfortable stay for guests looking to relax and unwind. The cottage features beautifully decorated rooms, modern amenities, and a welcoming atmosphere. Whether you are visiting for a weekend getaway or an extended stay, Jubilee Cottage provides the perfect home away from home. Experience the beauty of Port St. Joe and make lasting memories at this lovely institution.

Clydes Cottages & RV is a charming lodging facility located at 3927 Crystal Springs Road in Zephyrhills, Florida, United States. Our cozy cottages and spacious RV sites offer a peaceful retreat for travelers looking to relax and unwind. Surrounded by beautiful nature and just a short drive from local attractions, our accommodation is the perfect home away from home. Whether you're looking for a weekend getaway or an extended stay, Clydes Cottages & RV provides a comfortable and welcoming environment for all guests.

Cottages On the Green is a newly renovated lodging institution located at 1 Doug Ford Drive in Pensacola, Florida. Situated at Perdido Bay Golf Club, our spacious rooms feature two queen-size beds, a mini fridge, coffee maker, and microwave. Perfect for family outings, reunions, company retreats, individual vacations, and golf vacations, our location on the first fairway of the golf course offers easy access to the beautiful white beaches of Perdido Key and the Naval Air Station. Enjoy a relaxing weekend getaway with our Stay & Play Packages, which include golf packages with Perdido Bay Golf Club and other courses in the Pensacola and Gulf Shores area. Whether you want to play golf, visit the beaches, explore the Naval Museum, or simply relax with family and friends, Cottages On the Green is the perfect destination. Book your stay and tee time online or by calling (850) 492-2214.

Cottages Christian Retreat is a peaceful and serene institution located at 22026 Front Beach Road in Panama City Beach, Florida. Our retreat offers a unique combination of health and lodging services, providing a relaxing and rejuvenating experience for our guests. Surrounded by the beauty of nature, our cottages provide a comfortable and tranquil setting for individuals seeking spiritual renewal and physical well-being. Whether you are looking to escape the hustle and bustle of everyday life or simply seeking a place to rest and recharge, Cottages Christian Retreat is the perfect destination for a peaceful getaway.

Daddio's Cottage is a charming vacation rental located at 223 Cottage Way in the picturesque town of Rosemary Beach, Florida, United States. This cozy and inviting cottage offers a relaxing retreat for guests looking to unwind and enjoy the beauty of the Gulf Coast. With its comfortable accommodations, modern amenities, and convenient location near the beach and local attractions, Daddio's Cottage is the perfect home away from home for your next getaway. Whether you're looking for a romantic escape, a family vacation, or a solo adventure, Daddio's Cottage has everything you need for a memorable stay in Rosemary Beach.

Sunshine Cozy Cottages LLC is a charming and historic institution located at 701 Gulf Boulevard in Indian Rocks Beach, Florida, United States. Our cozy cottages, dating back to pre-WW II, offer a unique and nostalgic experience for guests looking to escape their normal routines. Each stand-alone cottage features a Serta Presidential Double Pillow Top queen sized mattress for ultimate comfort. Our convenient beach access, just across the road, allows guests to enjoy the beautiful Gulf Coast without the high prices of other resorts. Whether you're celebrating a special occasion or simply seeking a peaceful getaway, Sunshine Cozy Cottages is the perfect destination.

Rolling Waves Beach Cottages is a charming lodging institution located at 6351 Gulf of Mexico Drive in Longboat Key, Florida, United States. Situated right on the beautiful shores of the Gulf of Mexico, this cozy retreat offers guests a peaceful and relaxing beachfront experience. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy stunning ocean views, relax on the private beach, or take a dip in the crystal-clear waters. With its serene atmosphere and convenient location, Rolling Waves Beach Cottages is the perfect destination for a memorable beach getaway.

Hunnewell's Cottages is a charming lodging establishment located at 2060 US Highway 27 in Avon Park, Florida. Nestled in a peaceful and scenic area, this institution offers cozy and comfortable cottages for guests to relax and unwind. Each cottage is equipped with modern amenities and is tastefully decorated to create a warm and inviting atmosphere. Guests can enjoy the tranquility of the surrounding nature while being conveniently located near local attractions and amenities. Whether you are looking for a romantic getaway or a family vacation, Hunnewell's Cottages is the perfect destination for a memorable stay in the heart of Florida.

Serenity Bay Cottages is a charming lodging institution located at 4826 Pine Island Road in the picturesque town of Matlacha, Florida, United States. Nestled along the serene bay, this cozy retreat offers a peaceful and relaxing getaway for guests looking to escape the hustle and bustle of everyday life. The cottages are beautifully appointed and provide all the comforts of home, with stunning views of the bay and easy access to nearby attractions. Whether you're looking for a romantic weekend escape or a family vacation, Serenity Bay Cottages is the perfect destination for your next trip to Florida.

The Cottages at Poets Corner is a charming lodging institution located at 3251 Hemingway Boulevard in Tallahassee, Florida. Nestled in a picturesque corner of the city, this quaint retreat offers cozy cottages for guests looking for a peaceful and relaxing stay. Surrounded by lush greenery and serene landscapes, The Cottages at Poets Corner provide a tranquil escape from the hustle and bustle of everyday life. With comfortable accommodations and warm hospitality, guests can enjoy a rejuvenating getaway in this idyllic setting. Whether you're seeking a romantic weekend getaway or a quiet retreat, The Cottages at Poets Corner is the perfect choice for your next vacation.

The Enchanted Cottage is a charming and magical institution located at 2344 3rd Street South in Jacksonville Beach, Florida, United States. This whimsical establishment offers a unique experience for visitors to step into a fairy-tale world filled with enchanting decor, delightful surprises, and a sense of wonder. Whether you are looking to escape the ordinary or simply seeking a magical retreat, The Enchanted Cottage is the perfect destination to immerse yourself in a world of fantasy and imagination. Come and explore this hidden gem and let your imagination run wild in this enchanting oasis.

Cottage Cafe is a charming eatery located at 203 West Gregory Street in Pensacola, Florida. This cozy cafe offers a variety of delicious meals, perfect for breakfast, lunch, or dinner. With a focus on fresh ingredients and homemade dishes, Cottage Cafe provides a warm and inviting atmosphere for diners to enjoy. In addition to dining in, they also offer meal delivery services for those who prefer to enjoy their food in the comfort of their own home. Whether you're looking for a quick bite to eat or a leisurely meal with friends, Cottage Cafe is the perfect spot to satisfy your cravings.

Coastal Cottage is a charming furniture store and home goods store located at 300 Corey Avenue in St. Pete Beach, Florida. With a wide selection of coastal-inspired furniture, decor, and accessories, Coastal Cottage is the perfect place to find everything you need to create a relaxing and stylish beach house aesthetic. In addition to their retail offerings, Coastal Cottage also offers general contracting services for those looking to renovate or remodel their homes. Whether you're looking for a unique piece of furniture or need help with a home improvement project, Coastal Cottage has you covered. Visit them today and bring a touch of the beach into your home!

The Tiny Cottage in The Springs is a charming lodging option located at 311 Magnolia Street in Altamonte Springs, Florida. This quaint cottage offers a cozy and intimate atmosphere for guests looking for a peaceful retreat. Surrounded by lush greenery and located in a quiet neighborhood, The Tiny Cottage in The Springs is the perfect getaway for those looking to relax and unwind. With its convenient location near local attractions and amenities, guests can enjoy all that Altamonte Springs has to offer while staying in this lovely accommodation. Whether you're looking for a weekend escape or a longer stay, The Tiny Cottage in The Springs is the ideal choice for a memorable and enjoyable experience.

The Beach Cottage is a charming lodging institution located at 18400 Gulf Boulevard in Indian Shores, Florida. Situated right on the beautiful Gulf Coast, this cozy cottage offers guests a peaceful and relaxing retreat by the sea. With its beachfront location and stunning views, The Beach Cottage is the perfect destination for those looking to unwind and enjoy the sun, sand, and surf. The comfortable accommodations, friendly staff, and convenient amenities make this institution a popular choice for travelers seeking a beachside getaway in the United States.