Compare best cottages in Clearwater Beach, FL from 100+ sites!

This 3-bedroom, 2-bathroom cottage in Indian Rocks Beach is a short walk from the beach, local cafes, bars, and shops, and approximately 5 miles from John's Pass Village & Boardwalk.
This family-friendly rental accommodates up to 8 guests and features a private swim spa, an outdoor pool, a fully equipped kitchen, and air conditioning, with complimentary starter amenities provided.

The Duned-Inn cottage, a one-bedroom Palm Harbor vacation home, is located approximately 2 miles from Downtown Dunedin, 3.5 miles from Honeymoon Island State Park, and 1 mile from the Dunedin Causeway, offering easy access to beaches and attractions.
This 1-bedroom cottage features a pull-out couch, accommodating up to 5 guests, and includes a microwave, dishwasher, air conditioning, Wi-Fi, laundry facilities, and access to a community pool and pickleball courts.

This charming cottage is located just a short walk from the beautiful beaches of St. Petersburg - Clearwater and Belleair Beach, and within easy reach of Splash Harbour Water Park and Indian Rocks Shopping Center. It consistently receives excellent reviews from previous guests.
The cottage spans 650 square feet and comfortably accommodates up to 4 guests. It features a fully equipped kitchen, a private patio, and a swimming pool, making it perfect for relaxing and enjoying the Florida sunshine.

This ground-floor condo in Island Estates, Clearwater Beach, is just a block from the Clearwater Aquarium and steps away from a Publix grocery store, making it a convenient and central location for exploring the area. The apartment has received excellent user ratings, ensuring a comfortable and enjoyable stay.
This 900-square-foot apartment comfortably accommodates two guests in its two bedrooms and two bathrooms. The apartment offers a private garage, a waterfront patio, a Jacuzzi, a garden, a modern kitchen, laundry facilities, and high-speed internet, providing everything you need for a relaxing and enjoyable vacation.

This Palm Harbor cottage, located in Ozona, offers convenient access to Dunedin attractions like the Dunedin Golf Club, Wall Springs Park, and the Dunedin Fine Art Center, all within three miles.
This 800-square-foot vacation home features two bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, private garden with barbecue grills, and a relaxing balcony.

This Palm Harbor vacation home, located in the Ozona district, is within three miles of Dunedin Golf Club, Innisbrook Golf Club, Wall Springs Park, and the Dunedin Fine Art Center.
This 1000-square-foot, four-bedroom, one-bathroom house sleeps seven, features a fully equipped kitchen, a terrace, and a garden, plus offers pet-friendly accommodations with Wi-Fi.

This Dunedin seaside cottage offers a convenient location, a 15-minute walk from Mease Dunedin Hospital and the Dunedin Marina, and within 1.2 miles of SimCenter Tampa Bay and the Dunedin Stadium.
This 950-square-foot vacation home features two bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a terrace, a garden, and even a tennis court.

This Indian Rocks Beach cottage, near St. Petersburg-Clearwater Beaches and Belleair Beach, offers easy access to Splash Harbour Water Park and Indian Rocks Shopping Center, all within a 3-mile radius.
This 590-square-foot vacation home features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, free Wi-Fi, a private fenced yard with barbecue grills, and a swimming pool.

This family-friendly cottage is located in Clearwater Beach, just steps from St. Petersburg-Clearwater Beaches and Clearwater Beach, with Beach Walk and Pier 60 Park within 15 minutes. The cottage has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The cottage is 750 square feet and has one bedroom, one bathroom, and can accommodate up to four guests. You'll enjoy amenities like a private pool, a jacuzzi, a terrace, a garden, a fitness center, and a tennis court, along with concierge services and parking.

This charming cottage is just a short walk from Dunedin's vibrant downtown, with restaurants, bars, and entertainment options all within easy reach. It's also a quick drive to the beautiful Clearwater Beach, making it a perfect base for exploring the area. This Dunedin cottage has consistently received excellent ratings from previous guests, who appreciate its comfortable accommodations and convenient location.
The cozy cottage is perfect for couples, offering a king-size bed, a private bathroom, and a mini-fridge. Guests can enjoy the on-site amenities, including a pool, hot tub, and shared lounge area, as well as free parking and Wi-Fi.

This Dunedin cottage is conveniently located within a 5-minute walk of restaurants, bars, and other activities, and a 15-minute drive from Clearwater Beach. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage features a private bathroom, a queen-sized bed, and a mini-fridge for your convenience. Enjoy access to a shared lounge area, swimming pool, and hot tub, along with free parking and Wi-Fi.

This 800 sq ft cottage in the city center of Indian Rocks Beach offers direct beach access just steps away on 15th Ave and is within walking distance of Hurricane Eddys, Guppies, and Keegans.
This family-friendly and pet-friendly rental accommodates up to 5 guests with 2 bedrooms, 1 bathroom, a fully stocked kitchen, air conditioning, a jacuzzi, spa, and complimentary beach equipment, plus a spacious yard with outdoor dining and a gas grill.

This Dunedin seaside cottage, located a short walk from BayCare Alliant Hospital and Mease Dunedin Hospital and less than a mile from the Dunedin Marina and SimCenter Tampa Bay, offers tranquil coastal views.
This 850-square-foot vacation home features two bedrooms, one bathroom, sleeps six, includes a fully equipped kitchen, air conditioning, a terrace, a private fenced yard, on-site tennis courts, and free Wi-Fi.

This Clearwater Beach waterfront guesthouse is a short walk from St. Pete Beach and Beach Walk, and within 15 minutes of Pier 60 Park.
The smoke-free, pet-friendly B&B offers a one-bedroom, one-bathroom suite sleeping two, complete with a terrace, garden, barbecue grills, parking, and Wi-Fi.

This charming cottage is located in the heart of Dunedin, just a short walk from the Blue Jays Spring Training Stadium, the Pinellas Trail, and the beautiful beaches. It's highly rated by guests for its excellent location and amenities.
The cottage comfortably sleeps up to five guests in its two bedrooms and two bathrooms, spread across 1100 square feet. Enjoy a fully equipped kitchen, a private patio, in-unit laundry, and a relaxing spa, all within walking distance of downtown Dunedin's restaurants and shops.

This charming cottage in Dunedin is conveniently located within a mile of the SimCenter Tampa Bay and Mease Dunedin Hospital, and within two miles of the Dunedin Marina and Dunedin Fine Art Center, offering easy access to attractions and a peaceful setting. Guests have consistently rated this property as excellent.
The cottage features one bedroom and one bathroom, accommodating up to two guests, and offers a comfortable 800 square feet of living space. Guests can enjoy a private outdoor pool and spa tub, a fully equipped kitchen, a fireplace, and a tennis court, providing a relaxing and enjoyable stay.