Best Holiday rentals and Airbnb offers in Clearwater, FL
9.6 154 reviews
Clearwater, FL
07/07 – 09/07
SG$226/nighttotal: SG$452 (2 )
Beach Retreat #24 • Walk To Beach + Pool
1 2
apartment , Clearwater
This Clearwater apartment is located in a peaceful neighbourhood just a few kilometres from the city centre, offering easy access to the bustling downtown area and its attractions. It consistently receives excellent ratings for cleanliness, location, and overall user experience. The self-catering apartment sleeps up to four guests and features a fully equipped kitchen, a private bathroom, and a comfortable living space. Enjoy amenities such as a swimming pool, garden, and air conditioning, as well as convenient features like free Wi-Fi and a contactless check-in system.
9.9 29 reviews
Clearwater, FL
22/07 – 26/07
SG$164/nighttotal: SG$656 (4 )
Clearwater Condo- Heated Pool, 4 Miles To Beach
1 2
apartment , Clearwater
This Clearwater Beach condo, situated in a gated community 8km from Clearwater Beach Pier 60 and 11km from Indian Rocks Beach, offers easy access to Tampa Airport (a 30-minute drive). This first-floor apartment sleeps two guests in a king-size bed, features a fully equipped kitchen with dishwasher, in-unit laundry, a 65" smart TV, free parking, and access to a heated saltwater pool and fitness centre within the complex.
9.6 127 reviews
Clearwater, FL
09/07 – 18/07
SG$697/nighttotal: SG$6273 (9 )
Golf Sim, Heated Pool, Games | Clearwater Dream!
1 10
apartment , Clearwater
This Clearwater luxury house, situated in a quiet residential neighbourhood, is approximately 16km from Clearwater Beach and 8km from Downtown Largo. Sleeping up to 10 guests, this four-bedroom, two-bathroom property boasts a heated pool, indoor golf simulator, pool table, mini golf, and a fully fenced backyard; modern kitchen appliances and proximity to Sand Key Park, Ruth Eckerd Hall, and Clearwater International Airport within a 24km radius complete the offering.
8.6 7 reviews
Clearwater, FL
05/12 – 06/12
SG$287/nightfor 1 night
Imperial Apartment! Just 5 Min From The Beach!
1 2
apartment , Clearwater
This one-bedroom flat is situated in Clearwater's Milton Magnolia Heights district, offering a 2-minute drive to Coachman Park and an 11-minute drive to Clearwater Beach. This accommodation provides parking, air conditioning, and Wi-Fi, with a fully equipped kitchen and proximity to Jack Russell Stadium and TD Ballpark, accommodating up to two guests.
9.7 184 reviews
Clearwater, FL
04/07 – 05/07
SG$186/nightfor 1 night
Comfortable And Stylish Studio Near The Beach
1 2
apartment , Clearwater
This Clearwater Beach studio apartment, a seven-minute (approximately 4.5km) drive from the beach, offers easy access to the area's attractions. The self-contained unit sleeps two, features a newly renovated kitchenette and bathroom, a 54” flatscreen TV, high-speed internet, air conditioning, and a shared garden with parking; shared laundry facilities are also available.
9.8 97 reviews
Clearwater, FL
01/07 – 14/07
SG$282/nighttotal: SG$3666 (13 )
Beautiful Ground Floor Condo Renovated In October 2020 In Avalon Complex
2 2
apartment , Clearwater
This apartment is situated in Clearwater, just 3km from Morton Plant Hospital and Pinellas County Primary Care and Hospitalists, providing easy access to healthcare facilities. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment offers 102 square meters of space, accommodating up to 6 guests in two bedrooms and two bathrooms. Enjoy a range of amenities including a swimming pool, fitness center, and a terrace with garden views, as well as a fully equipped kitchen and free Wi-Fi.
10 31 reviews
Clearwater, FL
22/06 – 25/06
SG$200/nighttotal: SG$600 (3 )
Cozy Clearwater Home
3 5
apartment , Clearwater
This three-bedroom Clearwater Beach apartment is situated near both Clearwater Beach and Dunedin, offering easy access to both locations. The self-catering property sleeps seven guests and boasts a fully equipped kitchen, private patio, and air conditioning, with parking also available; nearby attractions include numerous restaurants and Clearwater's many attractions.
10 25 reviews
Clearwater, FL
13/07 – 31/08
SG$156/nighttotal: SG$7644 (49 )
Modern 2 Bedroom Townhouse -Dedicated Work Space
1 3
house , Clearwater
This two-bedroom townhouse is located just a short distance from Clearwater's beaches, restaurants, and entertainment, making it a great choice for exploring the city. The property has received excellent ratings for its location, cleanliness, and overall experience. The comfortable apartment can accommodate up to four guests and offers a spacious living area, a screened-in patio with a barbecue, a fully equipped kitchen, and modern amenities such as smart TVs and stainless steel appliances. Guests can enjoy relaxing in the living room by the fireplace or take a dip in the swimming pool and jacuzzi.
9.8 102 reviews
Clearwater, FL
04/07 – 05/07
SG$231/nightfor 1 night
Coastal Charm; Quick Drive To The Ocean • Pets Ok
1 2
apartment , Clearwater
This Clearwater Beach apartment, a short 2.4km drive from Coachman Park and 4.8km from the Clearwater Marine Aquarium, offers easy access to Clearwater's top attractions. The self-catering flat sleeps four, featuring a queen-size bed, a queen-size sofa bed, a fully equipped kitchen with laundry facilities, a 50” Smart TV with Roku, and free on-site parking; two pets are welcome.
Clearwater, FL
28/08 – 06/09
SG$223/nighttotal: SG$2007 (9 )
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.
9.4 169 reviews
Clearwater, FL
24/07 – 26/07
SG$3779/nighttotal: SG$7558 (2 )
Island Time - Weekly Beach Rental Home
6 15
house , Clearwater
This six-bedroom house is located in Clearwater Beach, just a short walk from Clearwater Beach and a 14.5km drive from John's Pass Village & Boardwalk. The 184 square metre property boasts a private swimming pool, a terrace and a garden, perfect for families or groups seeking a relaxing seaside escape.
8.6 53 reviews
Clearwater, FL
18/07 – 25/07
SG$417/nighttotal: SG$2919 (7 )
The Jewel Of Clearwater, Your Home Away From Home.
4 8
apartment , Clearwater
This four-bedroom apartment in Clearwater is situated close to Eagle Lake Park and within walking distance of Publix, offering easy access to amenities and a short drive to Clearwater Beach, approximately 6 kilometres away. The property features a Jacuzzi, a barbecue grill, and outdoor seating, perfect for enjoying the Florida sunshine, and can accommodate up to eight guests.
Best family friendly Clearwater, FL holiday rentals
Among the 3906 accommodations in Clearwater, FL, here are the 4 best family friendly rentals
9.4 56 reviews
Clearwater, FL
09/07 – 18/07
SG$690/nighttotal: SG$6210 (9 )
*The Blue Heron*, Game Room And Heated Pool
1 10
apartment , Clearwater
The Blue Heron, a five-bedroom Clearwater property, is located in a residential area of Clearwater, Florida, the precise location unspecified but likely requiring a short drive to Clearwater Beach and its attractions. This spacious holiday home sleeps twelve guests across five king-size and one queen-size bed, boasting a fully equipped kitchen, private pool, games room with poker table and arcade games, and ample outdoor space ideal for family gatherings.
9.0 2 reviews
Clearwater, FL
01/12 – 05/12
SG$300/nighttotal: SG$1200 (4 )
Pacifico Blu Guest House- Close To Beaches!
3 6
apartment , Clearwater
This Clearwater holiday home is situated within 5 kilometres of The Landings Golf Club, Eagle Lake Park, Congo River Golf – Clearwater, and Jack Russell Stadium. The three-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, free Wi-Fi, a Smart TV, and a terrace; beach towels are provided.
9.9 199 reviews
Clearwater, FL
09/07 – 18/07
SG$717/nighttotal: SG$6453 (9 )
Best Location! Very Close To Beach, Dining, Shops & Pubs. Pet-friendly
5 10
apartment , Indian Rocks Beach
This family-friendly holiday home is located in Indian Rocks Beach, just 1.6km from Splash Harbour Water Park and 4.8km from Belleair Beach. The house has received excellent ratings for its location, cleanliness, and overall experience. The 153 square metre property has four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. The house offers a range of amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for families and groups.
9.8 10 reviews
Clearwater, FL
13/07 – 31/08
SG$239/nighttotal: SG$11711 (49 )
Good Vibes! 3bdr House 14 Mins To Beach Quiet Wi-fi Pet-friend-1 King, 2 Queens
1 3
apartment , Clearwater
This spacious apartment is located in a peaceful residential area, just a short drive (under 5km) from both Clearwater Beach and Indian Rocks Beach. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The apartment has an open-plan layout, spanning 144 square metres and comfortably accommodating up to eight guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a garden, a spa, and parking, perfect for a relaxing and enjoyable stay.
Best Clearwater, FL holiday rentals with a pool
Among the 3906 accommodations in Clearwater, FL, here are the 4 best rentals with a pool
10 2 reviews
Clearwater, FL
30/07 – 30/06
SG$315/nighttotal: SG$105525 (335 )
Avalon Newly Renovated -Emerald Escape Clearwater-pool And Parking
2 2
apartment , Clearwater
This 2-bedroom, 2-bathroom flat in Clearwater is a 5-minute drive from Coachman Park and Largo Central Park, a 6-minute drive to Belleview Biltmore Golf Club, and a 4-minute drive to the Nancy and David Bilheimer Capitol Theatre. Spanning 99 square meters, this pet-friendly accommodation accommodates up to six guests and includes essential amenities such as Wi-Fi, air conditioning, a dryer, and a hairdryer, with easy access to John's Pass Village Boardwalk and Tampa Bay.
9.2 99 reviews
Clearwater, FL
22/06 – 25/06
SG$693/nighttotal: SG$2079 (3 )
4 Bedroom Clearwater Vacation Home With Amazing Backyard
4 5
house , Clearwater
This spacious holiday home is located in Clearwater, just 7.6km from Pier 60 and 27km from John's Pass, offering a convenient base for exploring the area's attractions. The property has received excellent ratings for its cleanliness, location, and overall user experience. The house has 4 bedrooms and 2 bathrooms, covering 232 square meters. It offers a wide range of amenities including a private pool, a tennis court, a garden, a sauna, a spa, a bar, and a fireplace, making it perfect for families or groups seeking a relaxing and enjoyable getaway.
9.8 161 reviews
Clearwater, FL
25/06 – 29/06
SG$585/nighttotal: SG$2340 (4 )
Walk To Baycare Ballpark! Pool, Hot Tub, Pets Ok
4 7
apartment , Clearwater
This family-friendly holiday home is located in Clearwater, just 1.6 kilometres from St Petersburg College, Clearwater Mall, and BayCare Ballpark, and 4 kilometres from Tampa Bay. The property has received excellent ratings for its location, cleanliness and overall user experience. The home features four bedrooms, providing ample space for up to eight guests, and is spread over 121 square metres. Guests can enjoy a private pool, a spa tub, a fully equipped kitchen, free Wi-Fi, and a barbecue grill.
8.4 2241 reviews
Clearwater, FL
09/07 – 18/07
SG$923/nighttotal: SG$8307 (9 )
Clearwater Beach Sheraton Resort On Sand Key
2 10
resort , Clearwater
The Sheraton Sand Key Resort is situated on the beachfront in the Sand Key district, a short distance from Clearwater Beach town centre and a 10-minute drive from Clearwater Marine Aquarium. The resort has received very good ratings for location, cleanliness and user experience. The hotel has a range of rooms with either one bedroom and one bathroom, and offers a variety of amenities including a swimming pool, jacuzzi, fitness centre, tennis courts, a spa and a restaurant. Guests can enjoy a variety of activities such as sailing, water sports, and exploring the nearby Sand Key Park and Preserve.
Frequently asked questions about holiday rentals in Clearwater, FL
What should a first-time visitor not miss in Clearwater, FL?
Clearwater Beach is a must-see, with its white sand and clear blue waters. You should also visit the Clearwater Marine Aquarium, home to Winter the dolphin, and the Pier 60 sunset celebrations.
What are the best Airbnb and vacation rentals in Clearwater, FL?
Which neighborhood in Clearwater, FL should you consider for a vacation rental?
The area around Clearwater Beach is the most popular choice for vacation rentals, with lots of options to choose from. If you prefer a quieter stay, consider the North Shore, which is a bit further north and has a more residential feel.
What are the most popular Airbnbs in Clearwater, FL?
What are the top family-friendly attractions in Clearwater, FL?
The Clearwater Marine Aquarium is a top choice, with its dolphin shows and interactive exhibits. The Suncoast Primate Sanctuary is another great option, where you can see rescued monkeys and learn about their conservation. For some fun in the sun, consider a trip to Sand Key Park, which has a playground and a splash pad.
What are the best vacation rentals with a pool in Clearwater, FL?
When is the best time to book a vacation rental in Clearwater, FL?
The best time to book a vacation rental in Clearwater is during the shoulder seasons, from April to May and September to October, when the weather is still pleasant and the crowds are smaller. Peak season is from June to August, when the weather is hot and humid, and the prices are higher.
What are the best rentals for families and kids in Clearwater, FL?
What are the best budget-friendly activities in Clearwater, FL?
Take a stroll along the Clearwater Beach boardwalk, enjoy a picnic at Sand Key Park, and watch the sunset at Pier 60. These activities are all free and offer a great way to experience the beauty of Clearwater.
What are the best rentals or Airbnbs with a jacuzzi in Clearwater, FL?
What are the best restaurants with local dishes in Clearwater, FL?
For fresh seafood, head to Frenchy's Rockaway Grill, a popular spot known for its casual atmosphere and delicious dishes. If you're looking for a more upscale experience, try The Island Way Grill, which offers stunning views of the water and a menu of fresh, seasonal dishes.
What are the best walking or cycling routes in Clearwater, FL?
The Pinellas Trail is a paved, 47 km trail that runs from Clearwater to St. Petersburg. It's a great option for both walking and cycling, and offers beautiful views of the area. For a shorter walk, try the Clearwater Beach Walk, which runs along the beach and offers stunning views of the Gulf of Mexico.
Are there pet-friendly attractions in Clearwater, FL?
Yes, there are many pet-friendly attractions in Clearwater. Clearwater Beach is dog-friendly, and many restaurants and shops welcome well-behaved dogs. The Clearwater Beach Dog Park is a great place to let your furry friend run around and play.
Destinations nearby
Best Clearwater, FL holiday rentals with a balcony
9.3 18 reviews
Clearwater, FL
22/06 – 25/06
SG$316/nighttotal: SG$948 (3 )
2 Bedroom , 2 Bath , Villa
2 5
house , Oldsmar
This charming villa is situated in Oldsmar, just 21 kilometres from Pier 60 and 23 kilometres from Raymond James Stadium, offering easy access to popular attractions. The property has received excellent ratings for its cleanliness, location, and user experience. The villa provides 93 square metres of space with two bedrooms, comfortably accommodating up to six guests. Enjoy a private pool with lake views, a fully equipped kitchen, a restaurant on-site, and a range of activities like water sports, cycling, and fishing.
10 2 reviews
Clearwater, FL
22/08 – 05/09
SG$135/nighttotal: SG$1890 (14 )
Cozy Beach Condo W/ Gated Pool-10min Drive To Clearwater Beach
1 3
apartment , Clearwater
This one-bedroom condominium in Clearwater is located conveniently for access to Tampa Bay, Clearwater Beach, John's Pass Village & Boardwalk, and Pier 60. This apartment offers internet, air conditioning, a swimming pool, parking, and a kitchen equipped with a microwave oven and dishwasher, accommodating up to five guests with a check-out time of 11:00 AM.
Clearwater, FL
13/11 – 16/11
SG$257/nighttotal: SG$771 (3 )
Landing | Modern 2bd, Yoga Studio, Gym
2 4
studio , Clearwater
This studio apartment is situated in Downtown Clearwater, just 1.6 kilometres from John's Pass Village & Boardwalk, Pier 60 Park, and Clearwater Beach. This fully-furnished 99 square metre apartment accommodates four guests with two bedrooms and two bathrooms, featuring a dedicated workspace, resort-style pool, outdoor kitchen, and on-site fitness centre.
9.3 3 reviews
Clearwater, FL
09/07 – 18/07
SG$645/nighttotal: SG$5805 (9 )
Cozy Clearwater Pool Home Near Beaches!
3 10
house , Clearwater
This Clearwater, Florida property is located approximately 5km from Pier 60 and within a 21-29km radius of John's Pass, the Chihuly Collection, and Tropicana Field. The 167 square metre house, sleeping up to 10 guests, boasts three bedrooms, two bathrooms, a private pool, free Wi-Fi, and private parking; it's ideal for families or groups visiting Clearwater Beach.
Best Clearwater, FL holiday rentals with parking
8.0 3922 reviews
Clearwater, FL
21/06 – 22/06
SG$1330/nightfor 1 night
Hilton Clearwater Beach Resort & Spa
3 11
resort , Clearwater
The Hilton Clearwater Beach Resort & Spa, a beachfront hotel in Clearwater, is located directly on the Gulf of Mexico, a five-minute walk from Pier 60 and 1.1 kilometres from the Clearwater Marine Aquarium. This resort offers direct beach access with Tommy's Tiki Bar, an outdoor swimming pool with poolside service, an on-site fitness centre, and a Starbucks® coffee shop, with a daily resort charge including Wi-Fi, waters, pool/beach activities, bike rentals, morning yoga, complimentary kayak/paddleboard time, a free beach photo shoot, access to an off-site fitness centre, kids' crafts, and a spa merchandise discount.
9.7 178 reviews
Clearwater, FL
22/08 – 05/09
SG$318/nighttotal: SG$4452 (14 )
Bayfront Clearwater Beach Condo W/ Pool Access!
2 3
house , Clearwater
This Clearwater Beach apartment is conveniently located just 500 metres from the beach and 5 kilometres from Pier 60, offering easy access to the area's attractions. It has received excellent ratings for location, cleanliness, and user experience. The two-bedroom flat is spacious at 130 square metres and provides a comfortable base for families or groups. It features a fully equipped kitchen, a private patio, a swimming pool, and a spa, allowing guests to relax and enjoy their stay.
9.4 41 reviews
Clearwater, FL
28/08 – 06/09
SG$401/nighttotal: SG$3609 (9 )
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.
10 29 reviews
Clearwater, FL
28/08 – 06/09
SG$277/nighttotal: SG$2493 (9 )
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.