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

Chic Cottage Walk To Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3 - Clearwater, FL
10 32 reviews
Clearwater, FL
31/07 – 03/08
$520/nighttotal: $1560 (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 (under 1.6km away), offers stunning sea views and easy beach access, plus proximity to SimCenter Tampa Bay and Dunedin Marina (within 1.6km).
The 79 square metre property sleeps six, boasting two bedrooms, one bathroom, a fully equipped kitchen (including dishwasher), air conditioning, a terrace, garden, and even a private tennis court.
100 Steps To Beach.  Pets Ok, Real Beach House, Daily Rentals - Clearwater, FL
8.8 84 reviews
Clearwater, FL
25/06 – 29/06
$570/nighttotal: $2280 (4 )

100 Steps To Beach. Pets Ok, Real Beach House, Daily Rentals

2 7
cottage , Clearwater
This family-friendly cottage is located just 500 metres from Clearwater Beach, providing easy access to the sand and surf, as well as the vibrant atmosphere of the surrounding area. The cottage has received excellent user ratings, making it a popular choice for travellers.
The cottage spans 84 square metres and comfortably accommodates up to 7 guests across its two bedrooms and one bathroom. It features a range of amenities including a swimming pool, jacuzzi, garden, spa, and concierge services, ensuring a relaxing and enjoyable stay.
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.
White Beaches, Walk To Restaurants And Shops! Family Vacation /Romantic Getaway! - Clearwater, FL
9.8 146 reviews
Clearwater, FL
22/08 – 05/09
$646/nighttotal: $9044 (14 )

White Beaches, Walk To Restaurants And Shops! Family Vacation /Romantic Getaway!

2 3
cottage , Clearwater
This charming cottage is located just a short walk from the beautiful white-sand beaches of Clearwater Beach, offering easy access to the area's attractions. The cottage has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
This two-bedroom, three-bathroom property spans 102 square metres and comfortably accommodates up to six guests. It is equipped with modern amenities, including a fully equipped kitchen, air conditioning, a private garden, and a swimming pool, ensuring a relaxing and enjoyable stay.

Best Clearwater, FL cottages with a garden

Cottage By The Gulf - Clearwater, FL
10 58 reviews
Clearwater, FL
28/08 – 06/09
$251/nighttotal: $2259 (9 )

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.
Tiki Hut In Tropical Paradise - Clearwater, FL
10 26 reviews
Clearwater, FL
22/09 – 26/09
$343/nighttotal: $1372 (4 )

Tiki Hut In Tropical Paradise

2 2
cottage , Dunedin
This charming cottage is conveniently located in Dunedin, just 1.6km from SimCenter Tampa Bay and Mease Dunedin Hospital, and within 3.2km of the Dunedin Fine Art Center and Dunedin Marina. The property has received excellent user ratings and is ideal for a relaxing getaway.
The cottage sleeps up to 4 guests and offers two bedrooms and two bathrooms. Guests can enjoy a private outdoor pool, a spa tub, a fully equipped kitchen, a laundry room, a patio, and a tranquil garden setting.
Quaint Bungalow Just Off Main Street! - Clearwater, FL
9.4 41 reviews
Clearwater, FL
25/06 – 28/06
$613/nighttotal: $1839 (3 )

Quaint Bungalow Just Off Main Street!

2 2
cottage , Dunedin
This charming cottage is located in Downtown Dunedin, just a short walk from the Pinellas Trail and the waterfront, offering easy access to local shops, restaurants, and attractions. It has received excellent reviews from previous guests.
The cottage has two bedrooms and one bathroom, making it ideal for a family or group of up to four people. Guests can enjoy a fully equipped kitchen, a private garden, air conditioning, and parking for two cars, as well as a washer and dryer.
Beachy Keen Cottage B!  Just Steps From Indian Rocks Beach! - Clearwater, FL
9.8 299 reviews
Clearwater, FL
22/08 – 05/09
$423/nighttotal: $5922 (14 )

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

2 3
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.

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

Steps From Beach, Sleeps 6, Pets Ok - Clearwater, FL
9.4 281 reviews
Clearwater, FL
10/07 – 13/07
$628/nighttotal: $1884 (3 )

Steps From Beach, Sleeps 6, Pets Ok

2 6
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.
Enchanting Cottage With Ac In Palm Harbor - 2 Bedrooms, 1 Bathroom & Hot Tub - Clearwater, FL
9.8 22 reviews
Clearwater, FL
22/08 – 05/09
$246/nighttotal: $3444 (14 )

Enchanting Cottage With Ac In Palm Harbor - 2 Bedrooms, 1 Bathroom & Hot Tub

2 3
cottage , Palm Harbor
This Palm Harbour holiday home is situated a 4.5km drive from Innisbrook Golf Club and 1.9km from Curlew Crossing Shopping Centre, offering easy access to Tampa Bay, Clearwater Beach, and Old McMickey's Farm.
The 58 square metre self-catering property features two bedrooms, one bathroom, and sleeps four, including a fully equipped kitchen, Jacuzzi, air conditioning, Wi-Fi, in-unit laundry, and barbecue facilities.
Beautiful Luxury 2 Bedroom Private   Cottage - Clearwater, FL
10 29 reviews
Clearwater, FL
04/09 – 18/09
$301/nighttotal: $4214 (14 )

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.
Cottage - Pool - Free Parking - Walkable - Clearwater, FL
9.8 114 reviews
Clearwater, FL
15/09 – 16/09
$190/nightfor 1 night

Cottage - Pool - Free Parking - Walkable

1 2
cottage , Dunedin
This charming cottage is located just 500 metres from Dunedin's bustling restaurants and bars, making it the perfect base for exploring the city. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The cottage sleeps two guests and features a comfortable queen bed, a private bathroom, and a mini fridge. Guests can enjoy free Wi-Fi, on-site parking, and access to a shared pool and hot tub.

Best pet friendly Clearwater, FL cottage rentals

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

Cozy Clearwater Getaway  10 Mins To Beach - Clearwater, FL
Clearwater, FL
08/07 – 12/07
$296/nighttotal: $1184 (4 )

Cozy Clearwater Getaway 10 Mins To Beach

2 2
cottage , Largo
This Largo apartment, situated approximately 16 kilometres from Clearwater Beach, offers easy access to John's Pass Village & Boardwalk and other attractions in the area.
The two-bedroom property sleeps four guests and includes a kitchen with dishwasher, air conditioning, a jacuzzi, parking, and internet access; enjoy the private hot tub and gated outdoor space.
Downtown Dunedin Cottage  Walk To Restaurants - Clearwater, FL
10 79 reviews
Clearwater, FL
07/07 – 09/07
$372/nighttotal: $744 (2 )

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.
Cozy And Roomy Cottage - Clearwater, FL
10 70 reviews
Clearwater, FL
22/07 – 26/07
$335/nighttotal: $1340 (4 )

Cozy And Roomy Cottage

1 2
cottage , Dunedin
This charming cottage is conveniently located in Dunedin, just under 2 kilometres from SimCenter Tampa Bay and Mease Dunedin Hospital, and within 3 kilometres of Dunedin Marina and Dunedin Fine Art Center. It has received excellent reviews from previous guests, making it a popular choice for visitors to the area.
The cottage is a comfortable and well-equipped self-catering property, spanning 74 square metres and accommodating up to two guests. It has everything you need for a relaxing stay, including a fully equipped kitchen, laundry facilities, a private patio, a fireplace, a swimming pool, a spa, a tennis court and much more.
Bungalow, 1 Bedroom, Dogs Welcome - Clearwater, FL
9.8 23 reviews
Clearwater, FL
22/08 – 05/09
$151/nighttotal: $2114 (14 )

Bungalow, 1 Bedroom, Dogs Welcome

1 3
cottage , Clearwater
This Clearwater holiday home is conveniently located within 1.6km of Florida Auto Exchange Stadium and Dunedin Stadium, and within 3.2km of Clearwater Country Club and Jack Russell Stadium.
Sleeping up to three guests, this property boasts a fully equipped kitchen, a private fenced garden, free Wi-Fi, on-site parking, and a washing machine; nearby attractions include the beaches and numerous sporting venues.
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