Cottage vacation rentals in Brandon

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Top-rated cottage rentals in Brandon

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Guest favorite

The entrance features a bright pink exterior, complemented by white trim and a welcoming white door labeled 'B.' Lush green plants are arranged on either side of the door, enhancing the cheerful appeal. A well-maintained artificial lawn lies in front, with a simple concrete pathway.

Cottage in Indian Rocks Beach

4.9 out of 5 average rating, 287 reviews

Vintage Florida Beach Cottage B

Just a short walk to the beach makes this a great beach getaway for couples or families. On your way you can stop at the Kooky Koconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2019, this unit is in updated, very clean and worry free condition. This cottage is located in a quiet residential neighborhood and a great place to relax. Common laundry on shared screened porch. Dogs allowed (extra $45 cleaning). Easy refund policy. Level 2 EV charger

Guest favorite

Cottage in Lutz

4.94 out of 5 average rating, 163 reviews

Little piece of Heaven 2

This 2 bedroom cozy cottage is nestled on an almost 1.5 acres piece of property on a serene spring fed lake. The cottage is a laid back coastal feel with all of the amenities of home.Tucked away in between the hustle and bustle of Tampa without ever knowing it. Easy access to the Veteran's Expressway that will take you to anywhere from Clearwater and our pristine beaches to Downtown St. Pete. I275 will take you to Downtown Tampa, Busch Gardens and Adventure Island. I-4 will take you to Orlando.

Guest favorite

A wide expanse of golden sand stretches toward the calm blue waters of the Gulf. Gentle waves can be seen in the distance, while colorful beach umbrellas dot the shoreline, creating a lively beach scene under a clear sky.

Cottage in Madeira Beach

4.84 out of 5 average rating, 128 reviews

Family Friendly Beach Cottage in Madeira Beach, FL

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

Top guest favorite

Cottage in Dunedin

4.96 out of 5 average rating, 205 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

Discover a charming 1920's cottage nestled in the heart of Dunedin, 3 blocks from the water and downtown. This delightful cottage is ideally located 2 blks from the Pinellas Trail, the Fenway Hotel, and the Blue Jay's stadium. Surrounded by lush greenery, the cottage boasts a private outdoor space perfect for you to enjoy your coffee. Inside, you'll find a sunny kitchen, a spacious living and dining area, and comfortable beds to ensure a wonderful stay. Come and enjoy a memorable stay here!

Top guest favorite

Cottage in Tarpon Springs

4.99 out of 5 average rating, 160 reviews

Cooper Cottage: Cozy, Convenient and Comfortable

Cooper Cottage is for cyclists, boaters, beach goers or those who just want to relax! The Cottage is the front half of a duplex in downtown Tarpon with all the amenities including bikes and beach gear! Walk/bike to Restaurants, Churches, Museums and Parks in under 12 minutes or drive to Fred Howard Beach or Sunset Beach in 7 minutes! Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue.

Guest favorite

Cottage in Dunedin

4.8 out of 5 average rating, 124 reviews

Serene French Country Cottage near everything

Unwind in this rustic French provençal, Extra Cosy Cottage w/ Unique Decor in Charming, Artsy Dunedin. Fenced in yard. Free Parking&Wifi. CENTRAL LOCATION Close to Clearwater Beach, Honeymoon Island. Short walk to Downtown Dunedin, Pinellas Trail, Blue Jay Stadium & Beautiful sunsets! Perfect location for Walkers, Runners and Bikers! A home away from home in a very convenient location for quality shopping, dining, nature explorations and beaches! A short walk or Uber away from everything!

Guest favorite

A spacious Florida room features large windows that provide a clear view of the beach and ocean. Sunlight filters through the glass, highlighting the coastal decor. A sofa is positioned nearby, creating a comfortable seating area facing the outdoor scene.

Cottage in Indian Shores

4.96 out of 5 average rating, 147 reviews

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Superhost

A cozy living area features a mix of striped and solid blue seating arrangements, enhanced by wooden floors. Natural light enters through double doors leading to the outdoor space. A television is mounted on the wall, while a white coffee table sits centrally, inviting relaxation.

Cottage in Clearwater Beach

4.88 out of 5 average rating, 119 reviews

Mermaid Cottage

Located in a three unit 'Olde Florida Style Complex' and just 45 steps to Clearwater Beach! The Mermaid Cottage is located on the 1st floor at the back of the complex. This Florida style unit is adorned wood floors and charming island decor. Open to an outdoor patio with furniture. The cottage has two bedrooms, two full baths and an outdoor shower! Living room has a queen pull-out bed. The patio area is completely fenced for private use. Nice, park like charcoal grill.

Guest favorite

A covered outdoor seating area features a comfortable sectional sofa and a coffee table. A hammock is suspended nearby, along with a grill positioned to the side. Lush greenery is visible beyond the wooden fence, providing a peaceful backdrop.

Cottage in Lakeland

4.92 out of 5 average rating, 170 reviews

Florida Southern, Historic Cottage Close to FSC

This beautiful little cottage has it all. It is smart home equipped, new appliances and more. Have a cup of coffee on the back porch and enjoy the beautiful landscape while you listed to the birds singing their early morning songs. Have guests over, pull out the couch for 2 more. All rooms are furnished with the nicest linens and mattresses for your comfort. Also, all rooms have 50" or larger smart TV's with the ability to stream your favorite shows and movies.

Top guest favorite

Cottage in Tampa

4.97 out of 5 average rating, 197 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Pet fee $50.

Top guest favorite

Cottage in Dunedin

4.97 out of 5 average rating, 302 reviews

Walk Downtown and Waterfront Barefoot Parrot 3

Discover coastal modern luxury in this stylish, spacious upstairs 2-bedroom cottage. Steps from Main Street Dunedin, enjoy nearby restaurants, shops, and breweries, or take a short walk to stunning waterfront sunsets. A quick drive to Honeymoon Island and Clearwater Beach, this pet-friendly retreat boasts two king beds, a sleeper sectional, and serene treetop views. Your bright, unforgettable coastal escape awaits—book your Dunedin getaway today!

Top guest favorite

A spacious cottage interior features a large white bed covered by a bright yellow blanket. Pastel-colored pillows add subtle contrast. The wall above the bed showcases vibrant pineapple artwork, while the room is illuminated by modern light fixtures. A cozy seating area is visible to the right.

Cottage in Treasure Island

5 out of 5 average rating, 191 reviews

Island Time Stay: Happy Hour

Check out our large studio cottage located on Gulf Blvd in Treasure Island, Florida. It is located less than 300 steps from the beautiful sand of Treasure Island Beach and 5 blocks from the world famous boardwalk, shopping and restaurants of John’s Pass Village in Madeira Beach. We have a crosswalk conveniently located in front of the property. You can stop traffic with the push of a button to safely walk across the street toward the boardwalk.