Cottages in Clearwater, FL

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Clearwater, FL cottages
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127 Best cottages in Clearwater, FL

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.

El Palmar Cottages Llc - Clearwater, FL
10 34 reviews
Clearwater, FL
07/05 – 07/09
$903/nighttotal: $3612 (4 )

El Palmar Cottages Llc

4 4
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.
Rave Reviews Walk To Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1 - Clearwater, FL
10 16 reviews
Clearwater, FL
09/04 – 09/18
$358/nighttotal: $5012 (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.
Cottage By The Gulf - Clearwater, FL
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.
Duned-inn: Where Dunedin Charm, Beach Days, And Pool Time Fun Collide - Clearwater, FL
10 4 reviews
Clearwater, FL
07/06 – 07/09
$174/nighttotal: $522 (3 )

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.

Best Clearwater, FL cottages with a garden

Downtown Dunedin Cottage  Walk To Restaurants - Clearwater, FL
10 79 reviews
Clearwater, FL
07/27 – 07/30
$220/nighttotal: $660 (3 )

Downtown Dunedin Cottage Walk To Restaurants

1 4
cottage , Dunedin
This Downtown Dunedin cottage, a 10-minute walk from two hospitals and under 1.2 miles from the Dunedin Marina and Dunedin Stadium, offers convenient access to major attractions.
This pet-friendly 480-square-foot (approximately 45-square-meter) bungalow sleeps three, boasting a fully equipped kitchen, in-unit laundry, a spa, patio, and free WiFi, plus a nearby playground.
Historic Beach Cottage Steps From Beach. Pet Friendly! Sleeps 5 - Clearwater, FL
9.4 310 reviews
Clearwater, FL
07/05 – 07/09
$282/nighttotal: $1128 (4 )

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

1 4
cottage , Clearwater
This Clearwater Beach cottage is located just steps from St. Petersburg - Clearwater Beaches and Clearwater Beach, with Pier 60 Park and Beach Walk within a short drive. It boasts excellent user, location, and cleanliness ratings, ensuring a pleasant stay.
The cozy cottage offers 690 square feet of space with one bedroom, one bathroom, and a capacity for five guests. Enjoy amenities like a private pool, Jacuzzi, and a fully equipped kitchen, allowing you to relax and enjoy the beautiful Clearwater beaches.
The Cook Cottage Sleeps 4 In Dunedin - Clearwater, FL
10 36 reviews
Clearwater, FL
07/25 – 07/28
$291/nighttotal: $873 (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.
The Briny Bubblecharming 2-bedroom Cottage In Dunedin, Steps To Main Street - Clearwater, FL
10 14 reviews
Clearwater, FL
09/22 – 09/26
$323/nighttotal: $1292 (4 )

The Briny Bubblecharming 2-bedroom Cottage In Dunedin, Steps To Main Street

2 2
cottage , Dunedin
The Briny Bubble cottage is a Downtown Dunedin rental located near beaches and bike trails, within 6.3 miles of Clearwater Beach and 5.5 miles of Honeymoon Island State Park.
This 720-square-foot (67 square meter) pet-free and smoke-free home features two bedrooms (one king, one queen), one bathroom, and accommodates up to four guests, offering amenities such as air conditioning, Wi-Fi, and a fully equipped kitchen.

Frequently Asked Questions about cottages in Clearwater, FL

Destinations nearby

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.

Beautiful Luxury 2 Bedroom Private   Cottage - Clearwater, FL
10 29 reviews
Clearwater, FL
07/30 – 08/06
$223/nighttotal: $1561 (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.
Cottage - Pool - Free Parking - Walkable - Clearwater, FL
9.8 114 reviews
Clearwater, FL
06/21 – 06/25
$119/nighttotal: $476 (4 )

Cottage - Pool - Free Parking - Walkable

1 2
cottage , Dunedin
This Dunedin cottage is conveniently located within a 5-minute walk of restaurants, bars, and other activities, and a 15-minute drive from Clearwater Beach. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage features a private bathroom, a queen-sized bed, and a mini-fridge for your convenience. Enjoy access to a shared lounge area, swimming pool, and hot tub, along with free parking and Wi-Fi.
Tiki Hut In Tropical Paradise - Clearwater, FL
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.
Steps From Beach, Sleeps 6, Pets Ok - Clearwater, FL
9.4 281 reviews
Clearwater, FL
07/05 – 07/09
$393/nighttotal: $1572 (4 )

Steps From Beach, Sleeps 6, Pets Ok

2 4
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.

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.

Coastal Retreat & Biking Bliss - Clearwater, FL
9.8 24 reviews
Clearwater, FL
07/24 – 07/26
$181/nighttotal: $362 (2 )

Coastal Retreat & Biking Bliss

1 2
cottage , Clearwater
This Clearwater Beach cottage, ideally situated between Clearwater Beach and Honeymoon Island, offers easy access to both destinations and is a short 15-minute drive from each.
The studio unit features a king-size bed, full kitchen with fridge and microwave, private patio, complimentary Netflix, beach gear, and bikes; it sleeps two guests and includes keyless entry and private parking.
Poolside Oasis! Family Escape In Safety Harbor - Clearwater, FL
Clearwater, FL
07/22 – 07/27
$367/nighttotal: $1835 (5 )

Poolside Oasis! Family Escape In Safety Harbor

1 2
cottage , Safety Harbor
This cottage is located in the North Bay Hills district of Safety Harbor, less than 2 miles from Tampa Bay, Philippe Park, and Mease Countryside Hospital, with Westfield Countryside Mall 2.5 miles away. This rental property features a private outdoor swimming pool and a video game room, and offers amenities such as air conditioning, internet, and a full kitchen with a microwave and dishwasher, with parking available and pets allowed.
Sunny Retreat Near Clearwater Beach - Clearwater, FL
Clearwater, FL
08/17 – 08/24
$179/nighttotal: $1253 (7 )

Sunny Retreat Near Clearwater Beach

2 2
cottage , Largo
This Largo apartment rental is conveniently located approximately 10 minutes from Clearwater Beach and offers easy access to John's Pass Village & Boardwalk, Jack Russell Stadium, and Florida Auto Exchange Stadium.
The two-bedroom, one-bathroom unit sleeps four guests and features a kitchen with a fridge, microwave, and dishwasher, plus a private gated outdoor space with a hot tub and parking.
Beachy Keen Cottage B!  Just Steps From Indian Rocks Beach! - Clearwater, FL
9.8 299 reviews
Clearwater, FL
07/05 – 07/09
$369/nighttotal: $1476 (4 )

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

2 4
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.
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