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
07/19 – 07/25
$210/nighttotal: $1260 (6 )
Superb 2bed, 2bath Cottage With Ac And Pool In Palm Harbor
2 2
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.
10 17 reviews
Clearwater, FL
07/05 – 07/09
$411/nighttotal: $1644 (4 )
Luxury Beach Bungalow - Walk To Dining & Sunset
1 4
cottage , Indian Rocks Beach
This charming cottage is located just a short walk from the beautiful beaches of St. Petersburg - Clearwater and Belleair Beach, and within easy reach of Splash Harbour Water Park and Indian Rocks Shopping Center. It consistently receives excellent reviews from previous guests. The cottage spans 650 square feet and comfortably accommodates up to 4 guests. It features a fully equipped kitchen, a private patio, and a swimming pool, making it perfect for relaxing and enjoying the Florida sunshine.
9.2 11 reviews
Clearwater, FL
07/27 – 07/30
$162/nighttotal: $486 (3 )
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.
10 1 review
Clearwater, FL
06/20 – 06/27
$334/nighttotal: $2338 (7 )
Fully Renovated With 2 Bedrooms, 1.5 Bathrooms, Pet Friendly & Hot Tub
2 2
cottage , Palm Harbor
This Palm Harbor cottage is conveniently located 7 minutes from Innisbrook Golf Resort and 3 minutes from Curlew Crossing Shopping Center, offering easy access to Tampa Bay and Clearwater Beach attractions. This 2-bedroom, 1-bathroom vacation home sleeps 4, features a fully equipped kitchen with dishwasher and microwave, in-unit laundry, a Jacuzzi, Wi-Fi, and on-site parking.
9.6 25 reviews
Clearwater, FL
07/30 – 08/06
$174/nighttotal: $1218 (7 )
Old World Florida Cottage
1 2
cottage , Dunedin
This Dunedin cottage provides direct access to the Pinellas Trail and is located a half-mile from downtown Dunedin, two blocks from gulf sunsets, and across the street from TD Ballpark. This remodeled 450 sq ft tiny home accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring a kitchen with a fridge and microwave, air conditioning, a garden, spa, and parking, with nearby opportunities for water activities and proximity to Pier 60 Park and St. Petersburg - Clearwater Beaches.
9.8 17 reviews
Clearwater, FL
09/22 – 09/26
$176/nighttotal: $704 (4 )
Cozy Cottage In The Heart Of Dunedin
1 2
cottage , Dunedin
This charming cottage is conveniently located in the heart of Dunedin, just minutes from the downtown area, the Pinellas Trail, and the Blue Jay baseball stadium. Guests rave about the cottage's excellent rating, praising its comfortable accommodations and prime location. The cottage comfortably sleeps two guests in its one bedroom and one bathroom. Enjoy the convenience of a fully equipped kitchen, washer and dryer, a private garden, and access to communal gas grills.
10 29 reviews
Clearwater, FL
09/21 – 09/25
$246/nighttotal: $984 (4 )
Escondido Boutique Bungalow In Crystal Beach- Inquire For Seasonal Savings!
2 2
cottage , Palm Harbor
This charming oceanfront cottage is situated near Palm Harbor, just a mile from Innisbrook Golf Club and Wall Springs Park, offering easy access to both nature and entertainment. The cottage consistently receives excellent reviews from guests, highlighting its comfortable accommodations and convenient location. The cottage provides ample space for a family or group of four, with two bedrooms, one bathroom, and a spacious 1100 square feet of living area. Guests can enjoy a fully equipped kitchen, private fenced yard, barbecue grills, and free Wi-Fi, along with a terrace or balcony for relaxing and taking in the ocean views.
9.2 32 reviews
Clearwater, FL
06/21 – 06/25
$134/nighttotal: $536 (4 )
Key West Style Cottage - With Pool/hot-tub
1 2
cottage , Dunedin
This Dunedin cottage is a 5-minute walk from restaurants and bars, and a 15-minute drive from Clearwater Beach. It has received excellent user ratings. The cozy cottage sleeps two guests in one bedroom and one bathroom. It offers a shared pool, free parking, Wi-Fi, a mini-fridge, and air conditioning.
10 21 reviews
Clearwater, FL
09/23 – 09/27
$331/nighttotal: $1324 (4 )
Private Yard Walk To Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
2 2
cottage , Dunedin
This Dunedin seaside cottage offers a convenient location, a 15-minute walk from Mease Dunedin Hospital and the Dunedin Marina, and within 1.2 miles of SimCenter Tampa Bay and the Dunedin Stadium. This 950-square-foot vacation home features two bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a terrace, a garden, and even a tennis court.
9.8 362 reviews
Clearwater, FL
07/05 – 07/09
$457/nighttotal: $1828 (4 )
Orange Blossom Cottage Two Minute Walk To Beach
2 4
cottage , Clearwater
This Clearwater Beach cottage is located just a short walk from the famous white-sand beaches and the lively atmosphere of the area, with easy access to major landmarks like St. Petersburg - Clearwater Beaches, Clearwater Beach, Beach Walk, and Pier 60 Park. The cottage has received excellent ratings for location, cleanliness, and overall experience. The home features two bedrooms and can comfortably accommodate up to five guests. Enjoy the Florida sunshine with the private outdoor pool, garden, and barbecue grills, perfect for relaxing and entertaining. The kitchen is equipped with a refrigerator, oven, stovetop, and microwave, allowing guests to prepare meals and enjoy the convenience of self-catering.
9.4 52 reviews
Clearwater, FL
07/05 – 07/09
$472/nighttotal: $1888 (4 )
Sea La Vie Cottage By The Beach - Unit B
2 4
cottage , Indian Rocks Beach
This beachfront cottage on Indian Rocks Beach is a perfect choice for a relaxing and convenient stay. It is within a 15-minute walk of St. Petersburg - Clearwater Beaches and within 3 km of Belleair Beach and Indian Rocks Shopping Center. The cottage has excellent user, location, and cleanliness ratings. The cottage has a floor area of 1150 square feet, 2 cozy bedrooms, and 1 bathroom, providing ample space for families or couples. It also features a fully equipped kitchen, a private balcony overlooking the beach, free Wi-Fi, air conditioning, a terrace/balcony, a garden, a spa, parking, and allows pets.
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 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.
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.
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 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
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.
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.
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.
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
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.
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.
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.
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.
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.
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.
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.
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.
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.