Holiday Rentals in Clearwater, FL

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Clearwater, FL holiday rentals
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Best Holiday rentals and Airbnb offers in Clearwater, FL

Best family friendly Clearwater, FL holiday rentals

Among the 3906 accommodations in Clearwater, FL, here are the 4 best family friendly rentals

*The Blue Heron*, Game Room And Heated Pool - Clearwater, FL
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.
Pacifico Blu Guest House- Close To Beaches! - Clearwater, FL
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.
Best Location! Very Close To Beach, Dining, Shops & Pubs. Pet-friendly - Clearwater, FL
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.
Good Vibes! 3bdr House  14 Mins To Beach Quiet Wi-fi Pet-friend-1 King, 2 Queens - Clearwater, FL
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

Avalon Newly Renovated -Emerald Escape Clearwater-pool And Parking - Clearwater, FL
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.
4 Bedroom Clearwater Vacation Home With Amazing Backyard - Clearwater, FL
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.
Walk To Baycare Ballpark! Pool, Hot Tub, Pets Ok - Clearwater, FL
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.
Clearwater Beach Sheraton Resort On Sand Key - Clearwater, FL
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?

    Surf N Sand Apartment 6, Waterfront Mid-century Chic #4 Clearwater Beach and Oceanfront View Beachfront Condo New U2 are the most popular Airbnb and vacation rentals in Clearwater, FL among travelers.

  • 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

2 Bedroom , 2 Bath , Villa - Clearwater, FL
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.
Cozy Beach Condo W/ Gated Pool-10min Drive To Clearwater Beach - Clearwater, FL
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.
Landing | Modern 2bd, Yoga Studio, Gym - Clearwater, FL
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.
Cozy Clearwater Pool Home Near Beaches! - Clearwater, FL
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

Hilton Clearwater Beach Resort & Spa - Clearwater, FL
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.
Bayfront Clearwater Beach Condo W/ Pool Access! - Clearwater, FL
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.
Quaint Bungalow Just Off Main Street! - Clearwater, FL
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.
Beautiful Luxury 2 Bedroom Private   Cottage - Clearwater, FL
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.
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