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41 Best cottages in Clearwater Beach, FL
9.6 121 reviews
Clearwater Beach, FL
07/22 – 07/25
$366/nighttotal: $1098 (3 )
White Beaches, Walk To Restaurants And Shops! Family Vacation /Romantic Getaway!
1 2
cottage , Clearwater
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.
9.8 363 reviews
Clearwater Beach, FL
11/16 – 11/22
$335/nighttotal: $2010 (6 )
Orange Blossom Cottage Two Minute Walk To Beach
2 6
cottage , Clearwater
This Clearwater Beach cottage is located just a short walk from the famous white-sand beaches and the lively atmosphere of the area, with easy access to major landmarks like St. Petersburg - Clearwater Beaches, Clearwater Beach, Beach Walk, and Pier 60 Park. The cottage has received excellent ratings for location, cleanliness, and overall experience. The home features two bedrooms and can comfortably accommodate up to five guests. Enjoy the Florida sunshine with the private outdoor pool, garden, and barbecue grills, perfect for relaxing and entertaining. The kitchen is equipped with a refrigerator, oven, stovetop, and microwave, allowing guests to prepare meals and enjoy the convenience of self-catering.
10 1 review
Clearwater Beach, FL
07/16 – 07/20
$475/nighttotal: $1900 (4 )
Fully Renovated With 2 Bedrooms, 1.5 Bathrooms, Pet Friendly & Hot Tub
2 3
cottage , Palm Harbor
This Palm Harbor cottage is conveniently located 7 minutes from Innisbrook Golf Resort and 3 minutes from Curlew Crossing Shopping Center, offering easy access to Tampa Bay and Clearwater Beach attractions. This 2-bedroom, 1-bathroom vacation home sleeps 4, features a fully equipped kitchen with dishwasher and microwave, in-unit laundry, a Jacuzzi, Wi-Fi, and on-site parking.
10 32 reviews
Clearwater Beach, FL
07/20 – 07/23
$340/nighttotal: $1020 (3 )
Chic Cottage Walk To Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
2 5
cottage , Dunedin
This Dunedin seaside cottage, near BayCare Alliant and Mease Dunedin Hospitals (a 10-minute walk), offers easy access to SimCenter Tampa Bay and Dunedin Marina (less than a mile away). This 850-square-foot vacation home sleeps six, boasting two bedrooms, one bathroom, a fully equipped kitchen, free Wi-Fi, a balcony, and access to a tennis court and playground.
8.6 57 reviews
Clearwater Beach, FL
08/10 – 08/15
$240/nighttotal: $1200 (5 )
Beach Block Sleeps 6 Daily Rentals, Pets Ok, Hot Tub
2 2
cottage , Clearwater
This charming cottage in Clearwater Beach is just steps away from the white sands of St. Petersburg - Clearwater Beaches and Clearwater Beach, and a short walk from Pier 60 Park and Beach Walk. Guests consistently rate this property as excellent, making it a top choice for travelers seeking a relaxing getaway. This two-bedroom cottage comfortably accommodates up to six guests and features a spacious 1000 square feet of living space. Enjoy a range of amenities, including a private pool, a spa, a tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
9.4 281 reviews
Clearwater Beach, FL
07/10 – 07/14
$410/nighttotal: $1640 (4 )
Steps From Beach, Sleeps 6, Pets Ok
2 5
cottage , Clearwater
This family-friendly Clearwater Beach cottage is just steps from St. Petersburg - Clearwater Beaches and Clearwater Beach, with Beach Walk and Pier 60 Park within a 15-minute reach. The property has received excellent ratings for location, cleanliness, and overall experience. The 700-square-foot cottage has two bedrooms, one bathroom, and can comfortably accommodate up to six guests. Enjoy amenities like a private fenced yard, a swimming pool, a Jacuzzi, a fitness center, a tennis court, and a fully equipped kitchen, making it perfect for a relaxing and enjoyable vacation.
10 14 reviews
Clearwater Beach, FL
07/13 – 07/18
$426/nighttotal: $2130 (5 )
Luxury Beach Cottage | Walk To Dining & Sunset
1 3
cottage , Indian Rocks Beach
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.
10 1 review
Clearwater Beach, FL
07/16 – 07/20
$522/nighttotal: $2088 (4 )
Pickets Cottage, Downtown Dunedin Fl
2 3
cottage , Dunedin
This Dunedin rental cottage is located downtown, 9 minutes by foot from TD Ballpark and 7 minutes by foot from Dunedin Marina. This 2-bedroom, 1-bathroom cottage accommodates up to 4 guests and features a full kitchen, air conditioning, Wi-Fi, a private garden, and on-site parking.
9.6 25 reviews
Clearwater Beach, FL
06/28 – 07/09
$169/nighttotal: $1859 (11 )
Old World Florida Cottage
1 2
cottage , Dunedin
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.
9.9 253 reviews
Clearwater Beach, FL
08/22 – 09/05
$175/nighttotal: $2450 (14 )
Walkable Dog Friendly Cottage Downtown
2 3
cottage , Dunedin
This charming Dunedin cottage is located just three blocks from the waterfront and downtown, making it easy to explore all that this vibrant city has to offer. The cottage consistently receives excellent ratings for location, cleanliness, and overall user experience. The cottage offers two bedrooms and one bathroom in a 690 square foot space, comfortably accommodating up to four guests. Amenities include a well-equipped kitchen, a private patio and terrace, a Jacuzzi, and high-speed Wi-Fi, ensuring a relaxing and enjoyable stay.
9.8 17 reviews
Clearwater Beach, FL
06/28 – 07/09
$145/nighttotal: $1595 (11 )
Cozy Cottage In The Heart Of Dunedin
1 2
cottage , Dunedin
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.
10 23 reviews
Clearwater Beach, FL
09/23 – 09/30
$275/nighttotal: $1925 (7 )
Charming Beach Cottage Just Steps Away From Beautiful Clearwater Beach!!
1 2
cottage , Clearwater
This Clearwater Beach cottage is a 5-minute walk from Clearwater Beach, shops, and restaurants, and a short drive from the Clearwater Marine Aquarium. The one-bedroom, one-bathroom home sleeps four guests comfortably and includes a full kitchen with a fridge, microwave, and dishwasher, plus laundry facilities, free on-site parking, and beach essentials available for rent nearby.
Explore Family Cottages in Clearwater Beach, FL
With plenty of room to spread out, these family-friendly cottages in Clearwater Beach, FL are the perfect home base before a day by the water.
10 4 reviews
Clearwater Beach, FL
07/13 – 07/18
$164/nighttotal: $820 (5 )
Duned-inn: Where Dunedin Charm, Beach Days, And Pool Time Fun Collide
1 3
cottage , Palm Harbor
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.
10 119 reviews
Clearwater Beach, FL
09/05 – 09/12
$375/nighttotal: $2625 (7 )
Huge Spa- Quick Walk To The Beach - 2 Family Rooms - Screened Patio
3 4
cottage , Clearwater
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.
10 21 reviews
Clearwater Beach, FL
07/16 – 07/20
$374/nighttotal: $1496 (4 )
Private Yard Walk To Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
2 3
cottage , Dunedin
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.
10 1 review
Clearwater Beach, FL
07/05 – 07/09
$455/nighttotal: $1820 (4 )
Paradise By The Gulf - Unit A - 460 Steps To The Beach - Private Swim Spa Home.
3 4
cottage , Indian Rocks Beach
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.
Best Clearwater Beach, FL cottages with a garden
9.8 161 reviews
Clearwater Beach, FL
12/23 – 12/27
$260/nighttotal: $1040 (4 )
Cute And Cozy Beach Bungalow. Steps To The Beach. Free Off-street Parking!
1 2
cottage , Clearwater
This charming cottage is located just steps away from the beautiful white sands of Clearwater Beach, offering easy access to the beach and nearby attractions like the Safford House Museum. The cottage has earned excellent user ratings, making it a popular choice for travelers seeking a relaxing and comfortable stay. The cottage features a queen bed, a full-size futon, and a private outside seating area, comfortably accommodating up to four guests. Enjoy amenities like a fully equipped kitchen, washer and dryer, free Wi-Fi, and two Smart TVs with Netflix, along with private off-street parking for added convenience.
9.7 267 reviews
Clearwater Beach, FL
08/22 – 08/28
$459/nighttotal: $2754 (6 )
White Beaches, Walk To Restaurants And Shops! Family Vacation /Romantic Getaway!
2 3
cottage , Clearwater
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.
10 36 reviews
Clearwater Beach, FL
09/17 – 09/22
$255/nighttotal: $1275 (5 )
The Cook Cottage Sleeps 4 In Dunedin
1 3
cottage , Dunedin
This Dunedin bed and breakfast is conveniently located within walking distance of the Pinellas Bike Trail, the ballpark, shops, marina, restaurants, and nightlife. Beaches are also accessible by bike. The B&B has earned excellent ratings for its cleanliness, location, and overall user experience. Each of the four master suites offers a private bathroom with a Jacuzzi tub, a desk, a small refrigerator, a microwave, and high-speed internet. Guests have access to a gourmet kitchen, a laundry room, a garden, a spa, and a terrace/balcony.
8.4 5 reviews
Clearwater Beach, FL
07/16 – 07/20
$136/nighttotal: $544 (4 )
Quaint, Clean And Bright Cottage In Ozona
1 3
cottage , Palm Harbor
This Palm Harbor cottage, located in Ozona, is within three miles of Dunedin Golf Club, Innisbrook Golf Club, Wall Springs Park, and the Dunedin Fine Art Center. This 700-square-foot vacation home features two bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, private garden with barbecue grills, a balcony, and Wi-Fi.
Frequently Asked Questions about cottages in Clearwater Beach, FL
What would be a good 1-day itinerary for visiting in and around Clearwater Beach, FL?
Start your day with a walk on Clearwater Beach, enjoying the white sand and the view of the Gulf of Mexico. Have lunch at Frenchy's Rockaway Grill, a local favorite. In the afternoon, visit the Clearwater Marine Aquarium, where you can see Winter the dolphin. End your day with a delicious dinner at a restaurant on Pier 60, watching the sunset over the water.
What are the best cottages in Clearwater Beach, FL?
What are the can't-miss sights in Clearwater Beach, FL?
Clearwater Beach itself is a must-see, with its famous white sand and clear blue water. You can't miss the Clearwater Marine Aquarium, home to Winter the dolphin. Pier 60 is another popular attraction, with its nightly sunset celebrations and street performers.
What are the best cottages with a pool in Clearwater Beach, FL?
Can you easily explore Clearwater Beach, FL on foot or by bike?
You can definitely explore the main part of Clearwater Beach on foot or by bike. It's easy to get around the downtown area, but if you want to venture further, you'll likely need a car. There are plenty of bike rental places around, too.
What are the best cottages with a jacuzzi in Clearwater Beach, FL?
What activities are available in and around Clearwater Beach, FL?
Clearwater Beach is known for its beautiful beaches, perfect for swimming, sunbathing, and watersports like jet skiing and parasailing. You can also go fishing, boating, or take a dolphin watching tour. The area has a variety of restaurants, shops, and art galleries to explore.
What are the best cottages for families and kids in Clearwater Beach, FL?
What famous towns or cities are near to Clearwater Beach, FL?
Clearwater Beach is located near the city of Clearwater and the town of Dunedin, both of which are worth exploring. Tampa, a major city with lots to offer, is about a 30-minute drive. If you want a bit more of a beach vibe, St. Petersburg Beach is just a short drive south.
What are the best pet friendly cottages in Clearwater Beach, FL?
What are the most common amenities in cottages in Clearwater Beach, FL?
Cottages in Clearwater Beach usually have basic amenities like a kitchen, bathroom, and bedrooms. Many cottages also include a private patio or balcony, a washer and dryer, and access to a pool. Some even have waterfront views.
What are the best cottages with parking in Clearwater Beach, FL?
Traveler-Approved Cottages with a Hot Tub in Clearwater Beach, FL
A private hot tub at your cottage makes every trip to Clearwater Beach, FL truly unforgettable after a day by the water.
9.8 12 reviews
Clearwater Beach, FL
10/04 – 10/18
$275/nighttotal: $3850 (14 )
Key West Style Cottage - With Pool/hot-tub
1 2
cottage , Dunedin
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.
9.4 292 reviews
Clearwater Beach, FL
07/24 – 07/26
$345/nighttotal: $690 (2 )
Steps From Beach, Pets Ok, Daily Rentals, Historic Beach Cottage
1 2
cottage , Clearwater
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.
8.8 84 reviews
Clearwater Beach, FL
07/16 – 07/20
$375/nighttotal: $1500 (4 )
100 Steps To Beach. Pets Ok, Real Beach House, Daily Rentals
2 3
cottage , Clearwater
This family-friendly Clearwater Beach cottage is just a 5-minute walk from the beach and St. Petersburg - Clearwater Beaches, making it easy to enjoy the sand and surf. It has received excellent user ratings, making it a popular choice for travelers. This 900-square-foot home has 2 bedrooms, 1 bathroom, and can comfortably accommodate up to 7 guests. The cottage offers a range of amenities, including a swimming pool, a spa, a garden, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
Clearwater Beach, FL
07/16 – 07/20
$221/nighttotal: $884 (4 )
Cozy Clearwater Getaway 10 Mins To Beach
2 3
cottage , Largo
This Largo apartment rental is conveniently located approximately 10 minutes from Clearwater Beach, offering easy access to John's Pass Village & Boardwalk, St. Petersburg-Clearwater beaches, and the Amish Country Store. This two-bedroom, one-bathroom condo sleeps four, features a kitchen with a fridge, microwave, and dishwasher, plus a private hot tub, gated outdoor space, and parking.
Neighborhoods and points of interest in Clearwater Beach, FL
Compare Pet-Friendly Cottages in Clearwater Beach, FL
Traveling with a pet to Clearwater Beach, FL is simple at these cottages, featuring dog-friendly facilities.
9.8 23 reviews
Clearwater Beach, FL
08/22 – 09/05
$109/nighttotal: $1526 (14 )
Bungalow, 1 Bedroom, Dogs Welcome
1 3
cottage , Clearwater
This Clearwater vacation home is conveniently located less than a mile from Florida Auto Exchange Stadium and Dunedin Stadium, and within two miles of Clearwater Country Club and Jack Russell Stadium. This one-bathroom house sleeps three guests comfortably, offering a fully equipped kitchen with refrigerator, oven, stovetop, microwave, and a washer, plus free WiFi, a fenced yard, and parking.
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.
10 17 reviews
Clearwater Beach, FL
07/16 – 07/20
$424/nighttotal: $1696 (4 )
Luxury Beach Bungalow - Walk To Dining & Sunset
1 3
cottage , Indian Rocks Beach
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.
10 16 reviews
Clearwater Beach, FL
10/04 – 10/18
$450/nighttotal: $6300 (14 )
Rave Reviews Walk To Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
2 2
cottage , Dunedin
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.