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

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 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 charming cottage is just 43 steps from the white-sand beaches of Clearwater Beach, Florida, making it the perfect choice for a relaxing beach getaway. Guests have consistently rated this property as excellent, praising its prime location and comfortable amenities.
The cottage offers 700 square feet of living space, comfortably accommodating up to four guests in a single bedroom and bathroom. Enjoy access to a fully equipped kitchen, private balcony, and a refreshing swimming pool, all within easy walking distance of Splash Harbour Water Park and other local attractions.

This Dunedin cottage provides direct access to the Pinellas Trail and is located a half-mile from downtown Dunedin, two blocks from gulf sunsets, and across the street from TD Ballpark.
This remodeled 450 sq ft tiny home accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring a kitchen with a fridge and microwave, air conditioning, a garden, spa, and parking, with nearby opportunities for water activities and proximity to Pier 60 Park and St. Petersburg - Clearwater Beaches.

This pet-friendly cottage in Indian Rocks Beach is located a 3-minute walk from St. Petersburg-Clearwater Beach and a 14-minute walk from Belleair Beach, offering convenient access to local attractions like Splash Harbour Water Park.
This 650 square foot rental accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a full kitchen, on-site parking, a communal swimming pool, and complimentary Wi-Fi.

This charming cottage is conveniently located in the heart of Dunedin, just minutes from the downtown area, the Pinellas Trail, and the Blue Jay baseball stadium. Guests rave about the cottage's excellent rating, praising its comfortable accommodations and prime location. The cottage comfortably sleeps two guests in its one bedroom and one bathroom. Enjoy the convenience of a fully equipped kitchen, washer and dryer, a private garden, and access to communal gas grills.

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 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.

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 Largo apartment rental, a 3-bedroom, 1-bathroom unit, is conveniently located 10 minutes from Clearwater Beach and offers easy access to John's Pass Village & Boardwalk and St. Pete Beach.
This vacation home sleeps eight guests and boasts a private gated backyard with a hot tub, a fully equipped kitchen with microwave and dishwasher, air conditioning, and parking, plus nearby attractions like Jack Russell Stadium and Florida Auto Exchange Stadium.

This Dunedin waterfront cottage offers a central downtown location, providing easy access to Florida Auto Exchange Stadium (home of the Dunedin Blue Jays) and proximity to Tampa Bay and St. Petersburg-Clearwater Beach.
This 1400-square-foot vacation rental boasts three bedrooms, two bathrooms, and sleeps six, featuring a fully equipped kitchen with a dishwasher, in-unit laundry, a spa, and free Wi-Fi.

This Downtown Dunedin cottage, a 10-minute walk from BayCare Alliant and Mease Dunedin Hospitals and under 1.2 miles from the Dunedin Marina and Dunedin Stadium, offers convenient access to local attractions. This pet-friendly, family-friendly 480-square-foot home includes one bedroom, one bathroom, a full kitchen, laundry facilities, a private patio, a spa, and can comfortably accommodate up to three guests.

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.