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 Briny Bubble cottage is a Downtown Dunedin rental located near beaches and bike trails, within 6.3 miles of Clearwater Beach and 5.5 miles of Honeymoon Island State Park.
This 720-square-foot (67 square meter) pet-free and smoke-free home features two bedrooms (one king, one queen), one bathroom, and accommodates up to four guests, offering amenities such as air conditioning, Wi-Fi, and a fully equipped kitchen.

This Carlouel cottage, located less than half a mile from St. Petersburg Clearwater Beach and a short drive from Pier 60 Park and Beach Walk, offers easy access to Clearwater's prime attractions.
This 1550-square-foot vacation home features three bedrooms, two bathrooms, sleeps eight, and includes a fully equipped kitchen, Jacuzzi, private fenced yard with barbecue grills, and free Wi-Fi.

This Downtown Dunedin cottage, a 10-minute walk from two hospitals and under 1.2 miles from the Dunedin Marina and Dunedin Stadium, offers convenient access to major attractions.
This pet-friendly 480-square-foot (approximately 45-square-meter) bungalow sleeps three, boasting a fully equipped kitchen, in-unit laundry, a spa, patio, and free WiFi, plus a nearby playground.

This cottage in the Island Estate district is located 1.3 miles from Clearwater Beach Municipal Marina and 1.8 miles from St. Petersburg-Clearwater Beach, with Beach Walk and Pier 60 Park also under 1.9 miles away.
This rental offers a private patio, a video game room, a swimming pool, and a kitchen equipped with a microwave and dishwasher, with parking and Wi-Fi available.

This charming cottage in Downtown Dunedin is just a block from the Pinellas Trail and three blocks from the waterfront, offering easy access to the area's best attractions. The cottage has earned an excellent user rating for its comfort and convenience.
The cozy cottage has two bedrooms and one bathroom, accommodating up to four guests. The cottage comes with a full kitchen, a washer and dryer, a fenced backyard, and parking for two cars.

This Clearwater Beach cottage is a 5-minute walk from the famous St. Petersburg - Clearwater Beaches and a 15-minute stroll from Pier 60 Park and Beach Walk, offering easy access to the area's top attractions. The cozy vacation rental features a fully equipped kitchen, a private patio, and a comfortable living area. The cottage provides an outdoor pool, barbecue grills, and free Wi-Fi for guests to enjoy.

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 Palm Harbor cottage is located 7 minutes from Innisbrook Golf Club and 3 minutes from Curlew Crossing shopping center, offering easy access to Tampa Bay and Clearwater Beach.
This 620-square-foot vacation home features two bedrooms, one bathroom, and sleeps four, boasting a fully equipped kitchen, in-unit laundry, a Jacuzzi, and outdoor barbecue.

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 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.

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.

The Mermaid Cottage is a charming beach house located just 45 steps from the famous Clearwater Beach, offering direct access to the white sand and turquoise waters. Guests consistently rate this cottage excellent for location, cleanliness, and overall experience.
The two-bedroom cottage comfortably accommodates up to six guests in its 750 square feet of space. Enjoy amenities like a private patio, outdoor shower, and a fully equipped kitchen, perfect for enjoying a relaxing beach vacation.

This Clearwater Beach cottage, ideally situated between Clearwater Beach and Honeymoon Island, offers easy access to both destinations and is a short 15-minute drive from each.
The studio unit features a king-size bed, full kitchen with fridge and microwave, private patio, complimentary Netflix, beach gear, and bikes; it sleeps two guests and includes keyless entry and private parking.

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.