Cottages in Clearwater, FL at the best prices

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Clearwater, FL cottages
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88 Best cottages in Clearwater, FL

Best family friendly Clearwater, FL cottage rentals

Among the 88 accommodations in Clearwater, FL, here are the 4 best family friendly cottage rentals

Enchanting Cottage With Ac In Palm Harbor - 2 Bedrooms, 1 Bathroom & Hot Tub - Clearwater, FL
9.8 22 reviews

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

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.
Rave Reviews Walk To Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1 - Clearwater, FL
10 16 reviews

Rave Reviews Walk To Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

cottage, Dunedin
This Dunedin seaside cottage, a short walk from BayCare Alliant Hospital and Mease Dunedin Hospital, is less than 1.6km from Dunedin Marina and SimCenter Tampa Bay.
This 79 square metre property sleeps six guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private garden, tennis court, and free Wi-Fi.
Old World Florida Cottage - Clearwater, FL
9.6 26 reviews

Old World Florida Cottage

cottage, Dunedin
This Dunedin holiday let offers direct access to the Pinellas Trail and is situated just 800 meters from the town centre and 240 meters from gulf sunset views, also being across the street from TD Ballpark.
This newly remodelled 42 square meter tiny home, suitable for up to three guests, features one bedroom and one bathroom, a kitchen with a fridge and microwave, air conditioning, a garden, spa, and parking, with a shared outdoor space and proximity to Pier 60 Park and Innisbrook Golf Club.
Beachfront, Chic A Si Cottage, Original Vintage Florida Charm Right On The Gulf - Clearwater, FL
10 104 reviews

Beachfront, Chic A Si Cottage, Original Vintage Florida Charm Right On The Gulf

cottage, Indian Rocks Beach
Chic a si Cottage, located in Independence Square, Indian Rocks Beach, enjoys a beachfront position and is a short drive from John's Pass Village & Boardwalk.
This 89 square metre (960 square foot) three-bedroom, two-bathroom holiday home sleeps six, boasting a private deck, garden, spa, and modern kitchen with dishwasher, plus amenities including a fireplace, air conditioning, and a washer/dryer.

Best Clearwater, FL cottages with a garden

Beautiful Luxury 2 Bedroom Private   Cottage - Clearwater, FL
10 31 reviews

Beautiful Luxury 2 Bedroom Private Cottage

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.
The Purple Flower - 30 Second Walk To The Beach. Free Parking. - Clearwater, FL
9.8 217 reviews

The Purple Flower - 30 Second Walk To The Beach. Free Parking.

cottage, Clearwater
This charming cottage is situated just 500 metres from the beautiful St. Petersburg - Clearwater Beaches and Clearwater Beach, and within 1.6 kilometres of Pier 60 Park and Beach Walk. It has consistently received excellent ratings from previous guests, making it a popular choice for travellers seeking a comfortable and convenient stay.
The one-bedroom cottage spans 40 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private patio, free Wi-Fi, and a washing machine, ensuring a relaxing and enjoyable stay.
Walk To Restaurants: Home W/ Yard In Safety Harbor - Clearwater, FL
No reviews

Walk To Restaurants: Home W/ Yard In Safety Harbor

cottage, Safety Harbor
This Safety Harbor cottage offers a smoke-free environment with complimentary WiFi in public areas and free self-parking, situated close to Safety Harbor City Marina, Safety Harbor Waterfront Park, Ruth Eckerd Hall, Philippe Park and Eddie C. Moore Softball Complex.
This pet-friendly holiday home features a fully equipped kitchen with microwave, air conditioning, a private patio and garden, with check-out at 10:00.
Quaint, Clean And Bright Cottage In Ozona - Clearwater, FL
8.8 6 reviews

Quaint, Clean And Bright Cottage In Ozona

cottage, Palm Harbor
This Ozona cottage, situated within 5km of Dunedin Golf Club, Wall Springs Park, Innisbrook Golf Club, and the Dunedin Fine Art Centre, offers a peaceful retreat near Palm Harbor's attractions.
The 65 square metre self-catering property sleeps six, boasting two bedrooms, one bathroom, a fully equipped kitchen, a private garden with barbecue, and a balcony; a washing machine and sofa bed add further convenience.

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.

Popular destinations

Best Clearwater, FL cottage rentals with jacuzzi

Among the 88 accommodations in Clearwater, FL, here are the 3 best cottage rentals with a jacuzzi

Island Estates Updated 2 Bed 2 Bath Water Views A Short Walk To Clearwater Beach - Clearwater, FL
10 2 reviews

Island Estates Updated 2 Bed 2 Bath Water Views A Short Walk To Clearwater Beach

cottage, Clearwater
This ground-floor apartment is located in Island Estates, Clearwater Beach, just a block from the Clearwater Aquarium and a short walk from a Publix supermarket. It has received excellent reviews from previous guests.
This two-bedroom, two-bathroom apartment is 84 square metres in size and can accommodate up to two guests. It features a fully-equipped kitchen, a private patio, a jacuzzi, a garage, and access to a boat dock and lift.
Key West Style Cottage - With Pool/hot-tub - Clearwater, FL
9.8 13 reviews

Key West Style Cottage - With Pool/hot-tub

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.
Cozy And Roomy Cottage - Clearwater, FL
10 73 reviews

Cozy And Roomy Cottage

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.

Best pet friendly Clearwater, FL cottage rentals

Among the 88 accommodations in Clearwater, FL, here are the 4 best pet friendly cottage rentals

Luxury Beach Bungalow - Walk To Dining & Sunset - Clearwater, FL
10 17 reviews

Luxury Beach Bungalow - Walk To Dining & Sunset

cottage, Indian Rocks Beach
This charming cottage is situated just 1.5 kilometres from the beach in Indian Rocks Beach, close to Splash Harbour Water Park and Indian Rocks Shopping Centre, offering a convenient location for exploring the area. It has consistently received excellent user ratings, suggesting a pleasant stay awaits.
The cottage spans 60 square metres and comfortably accommodates up to four guests in one bedroom and one bathroom. Guests can enjoy a fully equipped kitchen, a private patio, a swimming pool, and access to free Wi-Fi.
`Oasis` Historic Beachside Cottage 3/2 - Clearwater, FL
10 1 review

`Oasis` Historic Beachside Cottage 3/2

cottage, Indian Rocks Beach
This garden-level coastal lodge in Indian Rocks Beach offers waterfront access and is situated 3.2 kilometres from John's Pass Village & Boardwalk, with proximity to St. Petersburg - Clearwater Beaches and Clearwater Beach.
This spacious three-bedroom bungalow accommodates up to eight guests, featuring two bathrooms, a chef's kitchen with a fridge and microwave, air conditioning, a terrace, garden, shared pool, and direct beach access, with parking and Wi-Fi provided.
Tampa Bay Area Cottage W/ Gas Grill And Fire Pit! - Clearwater, FL
9.0 4 reviews

Tampa Bay Area Cottage W/ Gas Grill And Fire Pit!

cottage, Safety Harbor
This charming cottage is located just 1.6 kilometres from Safety Harbor City Marina and Tampa Bay, offering easy access to the waterfront and nearby parks. The property has received excellent reviews from previous guests.
The cottage features a well-equipped kitchen, a private patio for relaxing, and a swimming pool for cooling off. Guests can also enjoy free parking, Wi-Fi, and access to barbecue facilities.
Best Location! Walk To Dining, Trail & Stadium - Clearwater, FL
9.9 257 reviews

Best Location! Walk To Dining, Trail & Stadium

apartment, Dunedin
This dog-friendly cottage is located just 0.5km from the waterfront and downtown Dunedin, within easy walking distance of the Pinellas Trail, the library, and the Blue Jays' stadium. The cottage has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom, one-bathroom property offers 64 square metres of space and can accommodate up to four guests. The cottage features a well-equipped kitchen, a sunny living/dining area, a private patio, a sheltered terrace, and a shared laundry facility.
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