Cottages in Clearwater, FL at the best prices

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Clearwater, FL cottages
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127 Best cottages in Clearwater, FL

Best family friendly Clearwater, FL cottage rentals

Among the 127 accommodations in Clearwater, FL, here are the 4 best family friendly cottage rentals

Triplex- 1 Block To The Beach, Heated Pool ,Putt-putt, Bikes, Games - Clearwater, FL
10 5 reviews
Clearwater, FL
05/07 – 09/07
$527/nighttotal: $2108 (4 )

Triplex- 1 Block To The Beach, Heated Pool ,Putt-putt, Bikes, Games

1 4
cottage , Indian Rocks Beach
This Indian Rocks Beach cottage, a short 0.32-kilometre stroll from local restaurants and shops and a 2-minute drive from Splash Harbour Water Park, offers direct beach access across the street.
The self-catering property features a one-bedroom, one-bathroom layout sleeping four guests, boasting a fully equipped kitchen, private courtyard with BBQ, and shared heated pool; beach gear is provided.
Cottage By The Gulf - Clearwater, FL
10 58 reviews
Clearwater, FL
23/09 – 27/09
$328/nighttotal: $1312 (4 )

Cottage By The Gulf

2 2
cottage , Dunedin
This charming cottage is situated in central Dunedin, just a short walk from the Blue Jays Spring Training Stadium and the Pinellas Trail, with the bustling downtown and the beach just 0.3 kilometres away. The cottage has received excellent reviews from previous guests and is perfect for families or groups of up to five people.
The cottage is spread over 102 square metres and has two bedrooms and two bathrooms, making it a comfortable and spacious retreat. The cottage includes a fully equipped kitchen, a private garden, a spa, and air conditioning, as well as a patio with outdoor seating, perfect for enjoying the Florida sunshine.
Heated Pool/2 Min Walk 2 The Beach/sleeps 9/cute - Clearwater, FL
9.4 174 reviews
Clearwater, FL
05/07 – 09/07
$1033/nighttotal: $4132 (4 )

Heated Pool/2 Min Walk 2 The Beach/sleeps 9/cute

3 4
cottage , Indian Rocks Beach
This family-friendly cottage is located just 1.6 kilometres from the beautiful St. Petersburg - Clearwater Beaches and a short walk from Splash Harbour Water Park. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The cottage has three bedrooms, three bathrooms, and a floor area of 117 square metres, comfortably accommodating up to 10 guests. Amenities include a private pool, a fenced garden, a barbecue grill, and a fully equipped kitchen, making it a perfect choice for families and groups looking for a relaxing and enjoyable stay.
Beachy Keen Cottage B!  Just Steps From Indian Rocks Beach! - Clearwater, FL
9.8 299 reviews
Clearwater, FL
05/07 – 09/07
$516/nighttotal: $2064 (4 )

Beachy Keen Cottage B! Just Steps From Indian Rocks Beach!

2 4
cottage , Indian Rocks Beach
This two-bedroom apartment is located in Indian Rocks Beach, just 1.6 kilometres from St. Petersburg - Clearwater Beaches and Belleair Beach.
The property offers a range of amenities including a swimming pool, Jacuzzi, spa and fitness centre, perfect for a relaxing and enjoyable stay.

Best Clearwater, FL cottages with a garden

New Modern Chic Suite Walkable Steps To Beach - Clearwater, FL
9.8 130 reviews
Clearwater, FL
05/07 – 09/07
$443/nighttotal: $1772 (4 )

New Modern Chic Suite Walkable Steps To Beach

2 4
cottage , Indian Rocks Beach
This charming cottage is situated in Indian Rocks Beach, just a 2.4 kilometre walk from the beautiful St. Petersburg - Clearwater Beaches and Belleair Beach, offering a peaceful and relaxing escape. The cottage has consistently received excellent ratings for its cleanliness, location and overall experience.
The cottage provides comfortable accommodation for up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities including a fully equipped kitchen, a patio for outdoor dining, and free WiFi, ensuring a comfortable and enjoyable stay.
Pickets Cottage, Downtown Dunedin Fl - Clearwater, FL
10 1 review
Clearwater, FL
22/09 – 26/09
$803/nighttotal: $3212 (4 )

Pickets Cottage, Downtown Dunedin Fl

2 2
cottage , Dunedin
This two-bedroom bungalow in downtown Dunedin is a 9-minute walk from TD Ballpark and a 7-minute walk from Dunedin Marina.
The property offers on-site parking, a private garden and terrace, and a fully equipped kitchen, ideal for up to four guests.
Bbq Ready Retreat W/ Pool Access In Palm Harbor - Clearwater, FL
Clearwater, FL
22/07 – 27/07
$366/nighttotal: $1830 (5 )

Bbq Ready Retreat W/ Pool Access In Palm Harbor

1 2
cottage , Palm Harbor
This Palm Harbour lakeside holiday home is situated within 5km of Curlew Crossing Shopping Centre, John Chesnut Sr. Park, and Mease Countryside Hospital, and 4.3km from Palm Harbour Medical Centre, offering easy access to local amenities.
The self-catering property features a fully equipped kitchen with microwave and dishwasher, air conditioning, a private garden, swimming pool, free Wi-Fi in public areas, and free on-site parking.
Steps From Beach, Sleeps 6, Pets Ok - Clearwater, FL
9.4 281 reviews
Clearwater, FL
05/07 – 09/07
$549/nighttotal: $2196 (4 )

Steps From Beach, Sleeps 6, Pets Ok

2 4
cottage , Clearwater
This family-friendly cottage is situated in Clearwater Beach, just a short walk from the beautiful St. Petersburg - Clearwater Beaches and Clearwater Beach, and within a 15-minute walk of Beach Walk and Pier 60 Park. It has excellent ratings for location, cleanliness, and user experience.
The 65 square metre cottage has two bedrooms, one bathroom, and can accommodate up to six guests. This charming property offers a range of amenities including a swimming pool, jacuzzi, tennis court, fitness centre, and a private garden.

Frequently Asked Questions about cottages in Clearwater, FL

  • What would be a good 2-days itinerary for visiting Clearwater, FL?

    On your first day, head to Clearwater Beach and spend the afternoon on the sand. In the evening, visit Pier 60 for the sunset celebrations and street performers. The next day, explore the Clearwater Marine Aquarium, home to Winter the dolphin, and enjoy the Clearwater Beach Walk, a scenic promenade with shops and restaurants.
  • What are the best cottage rentals in Clearwater, FL?

  • What part of Clearwater, FL is ideal for renting a cottage?

    The best area for renting a cottage in Clearwater is the Clearwater Beach area. It's a charming area with many beautiful cottages that are close to the beach, restaurants and shops. You'll find plenty of options in the area, from cozy cottages to larger ones with private pools.
  • What are the best cottage rentals with a pool in Clearwater, FL?

  • When is the best time to rent a cottage in Clearwater, FL?

    The best time to visit Clearwater is in the spring or autumn. The weather is pleasant and the crowds are smaller. If you want to experience the warm weather and enjoy the beach, the summer months are also a good option, but be prepared for larger crowds and higher prices.
  • What are the best cottage rentals with a jacuzzi in Clearwater, FL?

  • What are the can't-miss sights in Clearwater, FL?

    You must visit Clearwater Beach, a stunning stretch of white sand known for its beautiful sunsets and clear waters. The Clearwater Marine Aquarium is another must-see, home to Winter the dolphin. For a unique experience, take a boat trip to see the dolphins in the wild.
  • What are the best cottage rentals for families and kids in Clearwater, FL?

  • Why consider renting a cottage in Clearwater, FL for your stay?

    Renting a cottage in Clearwater allows you to experience the charm of the area and enjoy a more relaxed and private stay. Cottages often come with amenities like a private patio or balcony, a fully equipped kitchen, and a washing machine and dryer. You'll also find that cottages are often located in quieter areas, providing a peaceful retreat from the hustle and bustle of the city.
  • What are the best pet friendly cottage rentals in Clearwater, FL?

  • Can you easily explore Clearwater, FL on foot or by bike?

    Clearwater Beach is easily explored on foot or by bike, particularly the area around Pier 60. There are also bike paths along the waterfront and through the city. If you're exploring further afield, consider renting a car or using the local bus service.
  • What are the best cottage rentals with parking in Clearwater, FL?

  • What are the best restaurants in Clearwater, FL with nature views?

    For stunning waterfront views, try Frenchy's Rockaway Grill, located right on the beach. Another great option is the Clearwater Beach Cafe, which offers views of the Gulf of Mexico. If you're looking for a more upscale experience, try the Palm Pavilion, which has a beautiful outdoor patio overlooking the beach.
  • What family-friendly activities are available in Clearwater, FL?

    Clearwater is a great destination for families. Visit the Clearwater Marine Aquarium to see Winter the dolphin, take a dolphin-watching tour, or spend a day at the beach. For a fun day out, visit the Suncoast Primate Sanctuary or the Clearwater Beach Marine Aquarium.

Destinations nearby

Best Clearwater, FL cottage rentals with jacuzzi

Among the 127 accommodations in Clearwater, FL, here are the 4 best cottage rentals with a jacuzzi

Key West Style Cottage - With Pool/hot-tub - Clearwater, FL
9.8 12 reviews
Clearwater, FL
07/07 – 09/07
$339/nighttotal: $678 (2 )

Key West Style Cottage - With Pool/hot-tub

1 2
cottage , Dunedin
This charming cottage in Dunedin is ideally situated just a short walk from the town's lively restaurants and bars, making it a perfect base for exploring this vibrant area. The cottage is highly rated by previous guests, ensuring a comfortable and enjoyable stay.
The cosy cottage provides a comfortable king-size bed and a private bathroom, ideal for couples seeking a relaxing retreat. Guests can enjoy a range of amenities including a shared lounge area, a swimming pool, a hot tub, and free parking.
Beautiful Luxury 2 Bedroom Private   Cottage - Clearwater, FL
10 29 reviews
Clearwater, FL
09/08 – 16/08
$308/nighttotal: $2156 (7 )

Beautiful Luxury 2 Bedroom Private Cottage

2 2
cottage , Dunedin
This two-bedroom cottage is located in Dunedin, Florida, just a short drive from the beach and the historic downtown area.
The 79 square metre property features a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, and a terrace, making it ideal for families or groups of up to four guests.
Historic Beach Cottage Steps From Beach. Pet Friendly! Sleeps 5 - Clearwater, FL
9.4 310 reviews
Clearwater, FL
05/07 – 09/07
$395/nighttotal: $1580 (4 )

Historic Beach Cottage Steps From Beach. Pet Friendly! Sleeps 5

1 4
cottage , Clearwater
This Clearwater Beach cottage is directly on the beach, just a short walk from St. Petersburg - Clearwater Beaches and Clearwater Beach, and within a 15-minute drive of Pier 60 Park and Beach Walk. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The cottage has one bedroom and one bathroom, spanning 64 square metres and accommodating up to five guests. It offers a range of amenities including a fully equipped kitchen, a fireplace, a private terrace, a swimming pool, a Jacuzzi, and a spa, ensuring a comfortable and enjoyable stay.
Grove Keeper Cottage  Unit Has A Tree House Atmosphere - Clearwater, FL
10 50 reviews
Clearwater, FL
21/09 – 25/09
$310/nighttotal: $1240 (4 )

Grove Keeper Cottage Unit Has A Tree House Atmosphere

1 2
cottage , Dunedin
This charming cottage is situated just a short distance from Dunedin Marina and Dunedin Golf Club, offering a peaceful retreat within easy reach of local attractions. It has received excellent reviews from previous guests, making it a popular choice for travellers.
This cosy cottage provides a comfortable space for two guests, with a well-equipped kitchen and a king-size bed for a restful night's sleep. Guests can enjoy the tropical garden, the private balcony with views of the pond and pool, and the added luxuries of air conditioning, a swimming pool and a jacuzzi.

Best pet friendly Clearwater, FL cottage rentals

Among the 127 accommodations in Clearwater, FL, here are the 4 best pet friendly cottage rentals

Downtown Dunedin Cottage  Walk To Restaurants - Clearwater, FL
10 79 reviews
Clearwater, FL
25/07 – 28/07
$329/nighttotal: $987 (3 )

Downtown Dunedin Cottage Walk To Restaurants

1 2
cottage , Dunedin
This Dunedin cottage, located in the Downtown area, is less than 2km from both BayCare Alliant Hospital and Mease Dunedin Hospital, and within 1.6km of Dunedin Marina and Dunedin Stadium.
The 45 square metre self-catering property sleeps three, offering a bedroom, bathroom, fully equipped kitchen with appliances including a washing machine, free Wi-Fi, private patio, and on-site playground.
The Cook Cottage Sleeps 4 In Dunedin - Clearwater, FL
10 36 reviews
Clearwater, FL
07/07 – 09/07
$420/nighttotal: $840 (2 )

The Cook Cottage Sleeps 4 In Dunedin

1 3
cottage , Dunedin
This charming bed and breakfast is located in Dunedin, within easy walking distance of the Pinellas Bike Trail, the ballpark, shops, marina, restaurants, and nightlife. It has received excellent ratings for location, cleanliness and overall experience.
The accommodation features four master suites, each with a private bathroom and Jacuzzi tub. Guests can enjoy a shared gourmet kitchen, laundry room, and a terrace or balcony, as well as a garden and spa.
Cozy Clearwater Getaway  10 Mins To Beach - Clearwater, FL
Clearwater, FL
20/12 – 23/12
$406/nighttotal: $1218 (3 )

Cozy Clearwater Getaway 10 Mins To Beach

1 3
cottage , Largo
This Largo apartment, situated approximately 16 kilometres from Clearwater Beach, provides easy access to Clearwater's attractions, including Jack Russell Stadium and Florida Auto Exchange Stadium.
The two-bedroom, one-bathroom flat sleeps two guests and features a kitchen with fridge, microwave, and dishwasher, air conditioning, parking, internet access, and a private gated outdoor space with a hot tub.
Cozy Coastal Cottage With Pool And Tennis Courts - Sleeps 8 - Clearwater, FL
10 2 reviews
Clearwater, FL
10/07 – 13/07
$596/nighttotal: $1788 (3 )

Cozy Coastal Cottage With Pool And Tennis Courts - Sleeps 8

3 6
cottage , Palm Harbor
This Palm Harbor holiday home is situated in the Fox Chase neighbourhood, a short 1.8km drive from Innisbrook Golf Club and a 2.4km drive from Lake Tarpon.
The 139 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a swimming pool, Wi-Fi, and a fully equipped kitchen with dishwasher and microwave.
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