This cottage in Barrington Hills offers convenient access to Westfield Countryside Mall, BayCare Alliant Hospital, and Mease Dunedin Hospital, all within 5 miles, as well as Josiah Cephas Weaver Park and Dunedin Marina. Guests can enjoy a complimentary outdoor swimming pool, on-site barbecues, and free Wi-Fi in common areas of this rental, which features a full kitchen with a microwave and dishwasher and provides complimentary non-valet parking.
10 1 review
Clearwater, FL
07/10 – 07/13
$503/nighttotal: $1509 (3 )
Paradise By The Gulf - Unit A - 460 Steps To The Beach - Private Swim Spa Home.
3 6
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.
9.8 146 reviews
Clearwater, FL
08/22 – 09/05
$462/nighttotal: $6468 (14 )
White Beaches, Walk To Restaurants And Shops! Family Vacation /Romantic Getaway!
2 3
cottage , Clearwater
This Clearwater Beach cottage is just a short walk from the white sand beaches and offers easy access to the area's attractions. It has received excellent user ratings, making it a popular choice for travelers. The 1100 square foot cottage comfortably accommodates up to 6 guests and features 2 bedrooms and 3 bathrooms. It includes amenities such as a private pool, a fully equipped kitchen, and a spacious outdoor area with a grill, perfect for relaxing and enjoying the Florida sunshine.
10 50 reviews
Clearwater, FL
08/09 – 08/16
$209/nighttotal: $1463 (7 )
Grove Keeper Cottage Unit Has A Tree House Atmosphere
1 2
cottage , Dunedin
This charming cottage is located in Dunedin, Florida, just a short distance from the Dunedin Marina and Golf Club, offering easy access to shopping, dining, and attractions. Guests consistently rate this cozy retreat as excellent, enjoying its peaceful setting and convenient location. The cottage features one bedroom and one bathroom, comfortably accommodating two guests. It comes equipped with modern amenities including a full kitchen, air conditioning, a private balcony, a swimming pool, a jacuzzi, and free parking.
9.9 253 reviews
Clearwater, FL
11/13 – 11/16
$335/nighttotal: $1005 (3 )
Walkable Dog Friendly Cottage Downtown
2 4
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 22 reviews
Clearwater, FL
09/21 – 09/25
$210/nighttotal: $840 (4 )
Enchanting Cottage With Ac In Palm Harbor - 2 Bedrooms, 1 Bathroom & Hot Tub
2 2
cottage , Palm Harbor
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.
10 58 reviews
Clearwater, FL
07/22 – 07/27
$265/nighttotal: $1325 (5 )
Cottage By The Gulf
2 2
cottage , Dunedin
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.
10 26 reviews
Clearwater, FL
09/22 – 09/26
$245/nighttotal: $980 (4 )
Tiki Hut In Tropical Paradise
2 2
cottage , Dunedin
This Dunedin cottage is conveniently located near both SimCenter Tampa Bay and Mease Dunedin Hospital, making it easy to access medical facilities and educational resources. The property receives excellent user ratings, indicating a high level of guest satisfaction. The charming vacation rental comfortably sleeps four guests in two bedrooms and two bathrooms. Enjoy a relaxing stay with amenities like a private pool, spa tub, barbecue grills, a fully equipped kitchen, laundry facilities, an outdoor patio, and a smart TV.
Clearwater, FL
09/04 – 09/18
$236/nighttotal: $3304 (14 )
Bbq Ready Retreat W/ Pool Access In Palm Harbor
1 2
cottage , Palm Harbor
This Palm Harbor lakefront house is situated near Lake St. George, 2.6 miles from Mease Countryside Hospital and within 6 miles of John Chesnut Sr Park and Chi Chi Rodriguez Golf Club. The two-bathroom rental boasts a fully equipped kitchen with microwave and dishwasher, a private swimming pool, free Wi-Fi, and parking, offering a tranquil escape near Tampa Bay's attractions.
9.4 176 reviews
Clearwater, FL
07/05 – 07/09
$739/nighttotal: $2956 (4 )
Heated Pool/2 Min Walk 2 The Beach/sleeps 9/cute
3 4
cottage , Indian Rocks Beach
This family-friendly vacation home is located just a short walk from the beautiful beaches of Indian Rocks Beach, and within easy reach of local attractions like Splash Harbour Water Park and the Indian Rocks Shopping Center. The cottage boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The 3-bedroom, 3-bathroom cottage offers ample space for up to 10 guests, with a total floor area of 1260 square feet. Enjoy amenities like a private pool, fenced yard, and a fully equipped kitchen, perfect for relaxing and creating lasting memories with your loved ones.
10 1 review
Clearwater, FL
06/21 – 06/25
$362/nighttotal: $1448 (4 )
Pickets Cottage, Downtown Dunedin Fl
2 2
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.
10 5 reviews
Clearwater, FL
08/28 – 09/06
$154/nighttotal: $1386 (9 )
Key West Style Cottage - With Pool/hot-tub
1 2
cottage , Dunedin
This Dunedin cottage is conveniently located just a 5-minute walk from downtown restaurants and bars, and a 15-minute drive from Clearwater Beach. Guests consistently rate this rental excellent for its location and amenities. This cozy cottage comfortably sleeps 2 guests in a single bedroom and bathroom. Enjoy free parking, Wi-Fi, a shared lounge area, a pool, and a hot tub, as well as a mini fridge and freezer.
Best Family-Friendly Cottages in Clearwater, FL
Finding the perfect cottage makes all the difference for a comfortable and memorable family trip to Clearwater, FL.
10 12 reviews
Clearwater, FL
08/22 – 09/05
$247/nighttotal: $3458 (14 )
Indian Rocks Beach Cottage, Walk To Beach!
2 3
cottage , Indian Rocks Beach
This charming cottage is located just steps from the beach in Indian Rocks Beach, a short walk from the 7th Avenue Beach Access Park and approximately two miles from Belleair Beach. Guests consistently rate this vacation rental as excellent, making it a popular choice for travelers seeking a relaxing beach getaway. The cottage features two bedrooms and one bathroom, offering comfortable accommodations for up to six guests. The spacious living area, equipped with a fully equipped kitchen, a fireplace, and a private patio, provides all the comforts of home, making it perfect for families or groups of friends.
9.6 121 reviews
Clearwater, FL
08/22 – 09/05
$295/nighttotal: $4130 (14 )
White Beaches, Walk To Restaurants And Shops! Family Vacation /Romantic Getaway!
1 3
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.
10 70 reviews
Clearwater, FL
07/01 – 07/05
$235/nighttotal: $940 (4 )
Cozy And Roomy Cottage
1 2
cottage , Dunedin
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.
9.6 54 reviews
Clearwater, FL
06/25 – 06/29
$476/nighttotal: $1904 (4 )
Sea La Vie Cottage By The Beach - Unit A
2 7
cottage , Indian Rocks Beach
This waterfront cottage is located just a 15-minute walk from St. Petersburg - Clearwater Beaches and Splash Harbour Water Park, with Belleair Beach and Indian Rocks Shopping Center also within easy reach. Guests rave about the cottage's excellent location, cleanliness, and overall experience. The cottage offers 1150 square feet of space, featuring 2 bedrooms, 1 bathroom, and a comfortable layout that can accommodate up to 7 guests. Amenities include a fully equipped kitchen, a balcony with barbecue grills, and complimentary WiFi, ensuring a relaxing and enjoyable stay.
Best Clearwater, FL cottages with a garden
9.2 11 reviews
Clearwater, FL
07/03 – 07/05
$217/nighttotal: $434 (2 )
Cheerful Coastal Home Close To Beach
2 4
cottage , Palm Harbor
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.
9.8 214 reviews
Clearwater, FL
08/22 – 09/05
$229/nighttotal: $3206 (14 )
The Purple Flower - 30 Second Walk To The Beach. Free Parking.
1 3
cottage , Clearwater
This Clearwater Beach cottage is located just a 5-minute walk from the famous white sands and turquoise waters, and within a mile of Pier 60 Park and Beach Walk, offering easy access to the vibrant atmosphere of the area. This charming cottage has consistently received excellent user ratings, ensuring a comfortable and enjoyable stay. The cottage provides 430 square feet of space, comfortably accommodating up to four guests in one bedroom and one bathroom. Enjoy the convenience of a fully equipped kitchen, a relaxing patio, free Wi-Fi, and a barbecue grill for creating memorable meals in the beautiful Clearwater weather.
8.6 57 reviews
Clearwater, FL
07/10 – 07/13
$363/nighttotal: $1089 (3 )
Beach Block Sleeps 6 Daily Rentals, Pets Ok, Hot Tub
2 6
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.
Clearwater, FL
07/05 – 07/09
$226/nighttotal: $904 (4 )
Superb 2bed, 2bath Cottage With Ac And Pool In Palm Harbor
2 4
cottage , Palm Harbor
This Palm Harbor cottage is located a 3-minute drive from Innisbrook Golf Club and a 5-minute drive from Lake Tarpon, offering easy access to area attractions. The 2-bedroom, 2-bathroom house sleeps 4 guests and features a fully equipped kitchen with dishwasher and microwave, in-unit laundry, air conditioning, Wi-Fi, a swimming pool, and on-site parking; a barbecue is available for outdoor dining.
Frequently Asked Questions about cottages in Clearwater, FL
When is the best time to rent a cottage in Clearwater, FL?
The best time to visit Clearwater is during the spring (March-May) or fall (September-November) when the weather is pleasant and the crowds are smaller. You'll get the best rates during these shoulder seasons.
Why consider renting a cottage in Clearwater, FL for your stay?
Renting a cottage in Clearwater offers a unique experience. You'll enjoy a more private and comfortable setting compared to a hotel. Many cottages come with amenities like a private pool, a fully equipped kitchen, and a cozy living area, perfect for families or groups.
What are the best cottages with a pool in Clearwater, FL?
Can you easily explore Clearwater, FL on foot or by bike?
Clearwater Beach is very walkable, and you can easily explore the shops, restaurants, and attractions along the beach. However, getting around the rest of Clearwater is best done by car. There are some bike paths, but they are limited.
What are the best cottages with a jacuzzi in Clearwater, FL?
What family-friendly activities are available in Clearwater, FL?
Clearwater is a great destination for families. You can spend the day at Clearwater Beach, visit the Clearwater Marine Aquarium, or take a dolphin watching tour. The Sunken Gardens is also a fun and educational experience for kids. There are plenty of family-friendly restaurants and shops in the area.
What are the best cottages for families and kids in Clearwater, FL?
Guest-Favorite Cottages with Jacuzzi in Clearwater, FL
These cottages in Clearwater, FL feature private hot tubs, perfect for a relaxing soak after a day by the water.
9.8 299 reviews
Clearwater, FL
08/22 – 09/05
$302/nighttotal: $4228 (14 )
Beachy Keen Cottage B! Just Steps From Indian Rocks Beach!
2 3
cottage , Indian Rocks Beach
This two-bedroom apartment is ideally situated in Indian Rocks Beach, just a 10-minute walk from both St. Petersburg - Clearwater Beaches and Belleair Beach. The apartment offers a fully equipped kitchen, a spa tub, a swimming pool, a fitness center, and a tennis court, perfect for a relaxing and enjoyable vacation.
9.4 281 reviews
Clearwater, FL
07/10 – 07/13
$449/nighttotal: $1347 (3 )
Steps From Beach, Sleeps 6, Pets Ok
2 6
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 29 reviews
Clearwater, FL
07/18 – 07/25
$222/nighttotal: $1554 (7 )
Beautiful Luxury 2 Bedroom Private Cottage
2 2
cottage , Dunedin
This Dunedin cottage is located on a full acre of land, just a short distance from the downtown area, the beach, and a nearby trail. The 850-square-foot cottage features two bedrooms, one bathroom, and can accommodate up to four guests, and includes amenities such as a swimming pool, Jacuzzi, and a fully equipped kitchen.
9.8 12 reviews
Clearwater, FL
07/01 – 07/05
$309/nighttotal: $1236 (4 )
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.
Neighborhoods and points of interest in Clearwater, FL
Browse Pet-Friendly Cottages in Clearwater, FL
Each Clearwater, FL cottage on this list provides dog-friendly amenities and easy access to the water.
10 34 reviews
Clearwater, FL
06/25 – 06/29
$840/nighttotal: $3360 (4 )
El Palmar Cottages Llc
4 7
cottage , Indian Rocks Beach
This charming cottage is located just a short walk from the beautiful beaches of Indian Rocks Beach, offering easy access to the area's attractions and a peaceful setting for a relaxing getaway. The cottage consistently receives excellent reviews from guests, highlighting its comfortable accommodations and convenient location. The cottage features a modern design with an open layout, creating a bright and welcoming space. Guests can enjoy a range of amenities including a private garden, a shared patio with a BBQ grill, and access to a swimming pool and Jacuzzi.
10 36 reviews
Clearwater, FL
06/26 – 06/29
$245/nighttotal: $735 (3 )
The Cook Cottage Sleeps 4 In Dunedin
1 2
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.
10 1 review
Clearwater, FL
08/22 – 09/05
$618/nighttotal: $8652 (14 )
`Oasis` Historic Beachside Cottage 3/2
3 3
cottage , Indian Rocks Beach
This waterfront cottage is located in Indian Rocks Beach, just a 2-minute walk to St. Petersburg-Clearwater Beach and 9 minutes from Splash Harbour Water Park. This rental accommodates 8 guests and features 2 bathrooms, a full kitchen with a fridge and microwave, air conditioning, a terrace, garden, and on-site parking, with complimentary Wi-Fi and an in-unit washer and dryer.
8.8 84 reviews
Clearwater, FL
06/25 – 06/29
$408/nighttotal: $1632 (4 )
100 Steps To Beach. Pets Ok, Real Beach House, Daily Rentals
2 7
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.