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

Heated Pool&spa • Pergola Swing • Clearwater Beach - Clearwater, FL
9.8 173 reviews
Clearwater, FL
28/07 – 30/07
SG$527/nighttotal: SG$1054 (2 )

Heated Pool&spa • Pergola Swing • Clearwater Beach

3 4
apartment , Clearwater
This luxurious Clearwater pool home, situated 7km from Clearwater Beach, offers easy access to the area's attractions.
Sleeping up to 10 guests, the property boasts a spacious layout with three bedrooms, two bathrooms, a private heated pool and spa, and abundant amenities including a Weber grill, 220+ Mbps WiFi, and in-house laundry facilities.
4 Bedroom Clearwater Vacation Home With Amazing Backyard - Clearwater, FL
9.2 99 reviews
Clearwater, FL
28/07 – 30/07
SG$816/nighttotal: SG$1632 (2 )

4 Bedroom Clearwater Vacation Home With Amazing Backyard

4 4
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.
Boutique Largo Bungalow: Just Mins To Gulf Beaches! Beach Gear Provided! - Clearwater, FL
9.9 162 reviews
Clearwater, FL
01/07 – 31/07
SG$322/nighttotal: SG$9660 (30 )

Boutique Largo Bungalow: Just Mins To Gulf Beaches! Beach Gear Provided!

2 5
apartment , Largo
This family-friendly holiday home is located in Largo, just 2km from Largo Mall and Pinellas Trail, offering a convenient base for exploring the area. The property has consistently received excellent reviews for its location, cleanliness, and overall experience.
This 82 square metre property sleeps up to 6 guests in its 2 bedrooms and has a fully equipped kitchen. The house is perfect for families, with a swimming pool, jacuzzi, garden, and fitness centre, along with a range of other amenities including air conditioning, free Wi-Fi, and parking.
182 M² House ∙ 4 Bedrooms ∙ 10 Guests - Clearwater, FL
10 1 review
Clearwater, FL
05/12 – 06/12
SG$3143/nightfor 1 night

182 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 2
house , Clearwater
This five-bedroom Clearwater holiday home is situated in the Highland Oaks neighbourhood, a short distance from Clearwater Beach and other Pinellas County attractions.
The 175 square metre property boasts a spacious layout sleeping up to nine guests, featuring a private pool, modern kitchen, and fitness centre; pets are welcome (with restrictions).

Best Clearwater, FL holiday rentals with a pool

Among the 3906 accommodations in Clearwater, FL, here are the 4 best rentals with a pool

1st Floor Condo,  Updated One Bedroom Condo Sleeps 4. \Nthe Avalon At Clearwater. - Clearwater, FL
9.8 11 reviews
Clearwater, FL
27/06 – 04/07
SG$198/nighttotal: SG$1386 (7 )

1st Floor Condo, Updated One Bedroom Condo Sleeps 4. \Nthe Avalon At Clearwater.

1 2
apartment , Clearwater
This Clearwater Beach condo offers a ground-floor, 68 square metre (732 square feet) one-bedroom apartment, conveniently located near John's Pass Village & Boardwalk, Pier 60 Park, and Clearwater Beach, ideal for those with mobility concerns.
The self-catering property sleeps four, boasting a king-size bed, sofa bed, fully equipped kitchen including dishwasher, 55-inch TV, in-unit laundry, air conditioning, Wi-Fi, and access to a swimming pool, spa, fitness room, garden and parking; beach essentials are provided.
Avalon Resort, Luxury Custom 2/2 Beach Themed Condo, Heated Pool, Close To Beach - Clearwater, FL
10 67 reviews
Clearwater, FL
01/12 – 05/12
SG$430/nighttotal: SG$1720 (4 )

Avalon Resort, Luxury Custom 2/2 Beach Themed Condo, Heated Pool, Close To Beach

2 6
apartment , Clearwater
Avalon Resort, Luxury Custom 2/2 Beach Themed Condo, Heated Pool, Close To Beach offers a Clearwater Beach condo centrally located within 1.6km of Wright Park and Morton Plant Hospital, and within 3.2km of Pinellas County Primary Care and Hospitalists and the Church of Scientology. This 102 square metre, two-bedroom, two-bathroom apartment sleeps six guests and boasts a fully equipped kitchen, free Wi-Fi, a private terrace, access to a heated pool, jacuzzi, fitness centre, and spa, plus nearby water park and barbecue facilities.
Private Pool 5br Home Minutes To Clearwater Beach - Clearwater, FL
10 1 review
Clearwater, FL
09/07 – 18/07
SG$946/nighttotal: SG$8514 (9 )

Private Pool 5br Home Minutes To Clearwater Beach

1 10
apartment , Clearwater
This family-friendly apartment in Clearwater is located in a quiet residential area, approximately 1.6 to 1.9 kilometres from Clearwater Beach and Pier 60, with convenient access to restaurants and grocery stores.
This spacious 5-bedroom house accommodates up to 10 guests and features a private screened pool with a covered patio and grill, a fully stocked kitchen, multiple indoor gathering areas, and a yard, making it ideal for families with children due to its pool safety features.
1 Bedroom Clearwater Condo Near It All - Clearwater, FL
10 16 reviews
Clearwater, FL
08/07 – 12/07
SG$216/nighttotal: SG$864 (4 )

1 Bedroom Clearwater Condo Near It All

1 2
apartment , Clearwater
This one-bedroom flat in Clearwater is a five-minute drive from Clearwater Beach.
This contemporary coastal flat offers a newly renovated kitchen, a walk-in shower, air conditioning, Wi-Fi, a Smart TV, and access to a communal swimming pool, clubhouse, and gym, accommodating up to three guests.

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

La Dolce Vita! Only 5 Minutes From The Beach In Car - Clearwater, FL
Clearwater, FL
25/10 – 28/10
SG$237/nighttotal: SG$711 (3 )

La Dolce Vita! Only 5 Minutes From The Beach In Car

1 2
apartment , Clearwater
This apartment in Clearwater is located in a convenient district, offering straightforward access to local attractions without being in the immediate centre.
This one-bedroom flat sleeps up to seven guests and features a fully equipped kitchen, air conditioning, free high-speed WiFi, and a private terrace, with complimentary private parking available.
Cozy Ground Floor Near Beach & Downtown W/ Parking & Heated Pool - Clearwater, FL
10 8 reviews
Clearwater, FL
23/07 – 29/07
SG$307/nighttotal: SG$1842 (6 )

Cozy Ground Floor Near Beach & Downtown W/ Parking & Heated Pool

1 2
apartment , Clearwater
This Clearwater Beach condo, offered as "Best Cozy Beach Condo Clearwater W/resort Like, 1st Floor Heated Pool, Parking", is situated within 1.6km of Wright Park and Morton Plant Hospital, and less than 3.2km from the Church of Scientology and Clearwater Country Club.
The self-catering apartment, sleeping up to four guests in one bedroom and one bathroom, features a heated pool, fitness centre, free Wi-Fi, and on-site parking, plus a washing machine and fully equipped kitchen.
Waterview, Studio #15,  Family Friendly, Close To Beach - Clearwater, FL
9.7 193 reviews
Clearwater, FL
23/12 – 25/01
SG$296/nighttotal: SG$9768 (33 )

Waterview, Studio #15, Family Friendly, Close To Beach

2 4
studio , Clearwater
This waterfront apartment is located on Clearwater Beach, just a 1.6km walk from the white sands of the beach. It has received excellent ratings for its cleanliness, location, and overall experience.
The studio is 39 square metres and sleeps up to 4 guests. It includes a king-size bed in a semi-private bedroom area, a queen-size sofa bed, a fully equipped kitchen, a private balcony with water views, a swimming pool, a spa, and free Wi-Fi.
Palm Paradise Private Pool 4beds 3 Baths Sleeps 9 - Clearwater, FL
8.0 5 reviews
Clearwater, FL
05/12 – 06/12
SG$502/nightfor 1 night

Palm Paradise Private Pool 4beds 3 Baths Sleeps 9

4 2
house , Palm Harbor
This detached house in Palm Harbor is located 13.9 kilometres from Pier 60 and 24.1 kilometres from St Pete-Clearwater International Airport.
This four-bedroom, three-bathroom property offers accommodation for up to nine guests, featuring a private swimming pool, a sun terrace, a garden with an outdoor fireplace, and complimentary WiFi across its 190 square metres.

Best Clearwater, FL holiday rentals with parking

Most Comfortable Bed  Pet Friendly  2 Baths  4 Beds  4mi To Clearwater Beach - Clearwater, FL
9.7 78 reviews
Clearwater, FL
01/12 – 05/12
SG$276/nighttotal: SG$1104 (4 )

Most Comfortable Bed Pet Friendly 2 Baths 4 Beds 4mi To Clearwater Beach

3 6
apartment , Clearwater
This family-friendly house in Clearwater is situated just a short distance from Eagle Lake Park and Morton Plant Hospital, with the Amish Country Store and Belleview Biltmore Golf Club within a slightly longer drive.
The 97 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen, a private fenced yard, and a spa tub, perfect for families seeking a relaxing and comfortable stay.
Bayside Condos Studio 23 - Clearwater, FL
Clearwater, FL
14/07 – 20/07
SG$253/nighttotal: SG$1518 (6 )

Bayside Condos Studio 23

1 4
studio , Clearwater
Bayside Condos Studio 23 is situated in Clearwater Beach, just 880 metres from Clearwater Beach and 5.6 kilometres from Pier 60.
This 37 square metre studio apartment accommodates up to 7 guests and features a kitchen with a fridge and microwave, air conditioning, a private balcony, and access to a swimming pool and on-site restaurant.
The Cook Cottage Sleeps 4 In Dunedin - Clearwater, FL
10 36 reviews
Clearwater, FL
28/08 – 06/09
SG$249/nighttotal: SG$2241 (9 )

The Cook Cottage Sleeps 4 In Dunedin

1 2
cottage , Dunedin
This charming bed and breakfast is located in Dunedin, within easy walking distance of the Pinellas Bike Trail, the ballpark, shops, marina, restaurants, and nightlife. It has received excellent ratings for location, cleanliness and overall experience.
The accommodation features four master suites, each with a private bathroom and Jacuzzi tub. Guests can enjoy a shared gourmet kitchen, laundry room, and a terrace or balcony, as well as a garden and spa.
Happy Getaway Nest. Very Cozy & Quality. - Clearwater, FL
9.8 285 reviews
Clearwater, FL
20/08 – 23/08
SG$223/nighttotal: SG$669 (3 )

Happy Getaway Nest. Very Cozy & Quality.

1 2
apartment , Clearwater
This one-bedroom apartment in Clearwater is conveniently located within a mile of Wright Park and Morton Plant Hospital and less than two miles from the Church of Scientology and Clearwater Country Club. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The 70 square metre apartment features a fully equipped kitchen, a private balcony, a washing machine, and free Wi-Fi. Guests can enjoy the on-site fitness centre, swimming pool, and garden.
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