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

Sunny Groove Oasis: Heated Pool, Playset @Clearwat - Clearwater, FL
10 13 reviews
Clearwater, FL
18/07 – 25/07
SG$585/nighttotal: SG$4095 (7 )

Sunny Groove Oasis: Heated Pool, Playset @Clearwat

1 8
apartment , Largo
This detached house in Largo is located in a family-friendly neighbourhood, offering a peaceful base for exploring Clearwater attractions, with the precise location being a relaxed district.
This spacious accommodation for up to 8 guests features 4 bedrooms, 2 bathrooms, a full kitchen, a fenced garden with a playset, and a private heated swimming pool, with free driveway parking and Smartlock access.
Blue Gecko At Safety Harbor - Entire Home Plus Guest House - Clearwater, FL
10 147 reviews
Clearwater, FL
09/07 – 18/07
SG$366/nighttotal: SG$3294 (9 )

Blue Gecko At Safety Harbor - Entire Home Plus Guest House

1 10
apartment , Safety Harbor
This family-friendly four-bedroom house is located in the city centre of Safety Harbor, within 1.6 kilometres of Safety Harbour City Marina and Tampa Bay.
The property features a private garden, a spa, and parking, and comfortably accommodates up to 10 guests, making it ideal for families or groups of friends looking for a relaxing and enjoyable stay.
Waterfront, Harbourside, Water Park, Beach, #4413 - Clearwater, FL
9.7 5120 reviews
Clearwater, FL
30/07 – 30/06
SG$412/nighttotal: SG$138020 (335 )

Waterfront, Harbourside, Water Park, Beach, #4413

2 2
apartment , Indian Rocks Beach
This waterfront apartment is located just a 5-minute walk from Splash Harbour Water Park and St. Petersburg - Clearwater Beaches, within 3.2km of Belleair Beach and Indian Rocks Shopping Centre, offering a convenient location for exploring the area. This property has received excellent ratings for its location, cleanliness and overall experience.
The apartment has two bedrooms and a sofa bed, comfortably accommodating families or groups of friends. It features a fully equipped kitchen, a private balcony, a swimming pool, a garden and parking, offering a comfortable and enjoyable stay for all guests.
166 M² House ∙ 3 Bedrooms ∙ 10 Guests - Clearwater, FL
10 1 review
Clearwater, FL
04/07 – 05/07
SG$1338/nightfor 1 night

166 M² House ∙ 3 Bedrooms ∙ 10 Guests

3 2
house , Greenbriar
This Dunedin, Florida property, situated in the Barrington Hills neighbourhood, offers easy access to Dunedin's beaches and parks.
This three-bedroom, two-bathroom house boasts 165 square metres of living space, including two living areas (one with Pac-Man arcade games), a private pool, and can comfortably accommodate up to ten guests.

Best Clearwater, FL holiday rentals with a pool

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

Luxury 4br 4queen Hilton Grade Near Hospitals - Clearwater, FL
9.6 5 reviews
Clearwater, FL
30/07 – 30/07
SG$363/nighttotal: SG$132495 (365 )

Luxury 4br 4queen Hilton Grade Near Hospitals

4 2
apartment , Clearwater
This luxury flat in central Clearwater is located on a quiet cul-de-sac, 1.5 kilometres from Downtown Dunedin's dining and shopping, and a short drive from five major hospitals: Morton Plant, Mease Dunedin, Mease Countryside, HCA Largo, and Sun Coast.
This fully furnished four-bedroom, two-bathroom property accommodates up to eight guests and features a modern kitchen, air conditioning, a swimming pool, a private fenced yard, a garage, and electronic keyless entry, with all utilities included for extended stays.
Beautifully Updated 2b/2b Condo In The Heart Of Downtown Clearwater - Clearwater, FL
Clearwater, FL
30/07 – 30/07
SG$212/nighttotal: SG$77380 (365 )

Beautifully Updated 2b/2b Condo In The Heart Of Downtown Clearwater

2 2
apartment , Clearwater
This two-bedroom flat offers a prime location in Downtown Clearwater, a 5-minute walk to the marina and Coachman Park, and less than 1.6 kilometres from Morton Plant Hospital.
This 138 square metre apartment accommodates up to four guests, featuring en-suite bathrooms, luxury vinyl flooring, air conditioning with UV purification, a communal swimming pool, an updated gym, and covered, assigned parking.
Gorgeous Condo, 2 Bedrooms, 2 Baths, With Pool, Minutes To Clearwater Beach - Clearwater, FL
Clearwater, FL
06/08 – 09/08
SG$350/nighttotal: SG$1050 (3 )

Gorgeous Condo, 2 Bedrooms, 2 Baths, With Pool, Minutes To Clearwater Beach

1 4
apartment , Clearwater
Book this vacation rental. You will stay in Clearwater.
Facilities and services: a fridge, a barbecue and a washing machine.
4 Bedroom Clearwater Vacation Home With Amazing Backyard - Clearwater, FL
9.2 99 reviews
Clearwater, FL
15/09 – 16/09
SG$1153/nightfor 1 night

4 Bedroom Clearwater Vacation Home With Amazing Backyard

4 2
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.

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

Avalon At Clearwater-ground Floor Beach Getaway - Clearwater, FL
10 46 reviews
Clearwater, FL
17/07 – 24/07
SG$297/nighttotal: SG$2079 (7 )

Avalon At Clearwater-ground Floor Beach Getaway

2 5
apartment , Clearwater
This two-bedroom apartment is located in Clearwater, within 1.6 kilometres of Morton Plant Hospital and Pinellas County Primary Care and Hospitalists, and within 3.2 kilometres of the Church of Scientology and Clearwater Country Club. The property has excellent user ratings, indicating a comfortable and enjoyable stay for guests.
The apartment has two bathrooms and can accommodate up to six guests. Amenities include a swimming pool, jacuzzi, terrace, garden, fitness centre, and parking, as well as a fully equipped kitchen, laundry facilities, a smart TV, and barbecue grills.
Cozy Coastal Cottages Of Dunedin 3 - Clearwater, FL
Clearwater, FL
04/07 – 16/07
SG$315/nighttotal: SG$3780 (12 )

Cozy Coastal Cottages Of Dunedin 3

1 4
apartment , Dunedin
Cozy Coastal Cottages of Dunedin 3 is a pet-friendly apartment located in Dunedin, 7.5 kilometres from Pier 60 and 27.4 kilometres from John's Pass Village and Boardwalk.
This 33 square metre flat offers air conditioning, a private balcony, complimentary WiFi, a kitchen with an oven and microwave, and a washing machine, accommodating up to seven guests with a private entrance.
Waterfront Modern And Spacious Condo 2 Bed/2bath - Clearwater, FL
Clearwater, FL
12/07 – 17/07
SG$280/nighttotal: SG$1400 (5 )

Waterfront Modern And Spacious Condo 2 Bed/2bath

2 2
apartment , Clearwater
This renovated waterfront condominium in Clearwater's Edgewater district is located 1.6 kilometres from Downtown Dunedin, 1.6 kilometres from the Blue Jays stadium, and 8 kilometres from Clearwater Beach, with the Pinellas Trail just 160 metres away.
This two-bedroom, two-bathroom apartment accommodates up to four guests and features a fully equipped kitchen, private patio with sunset views, air conditioning, complimentary bikes, and on-site parking.
Heated Pool Home W Playstation 5 & Games! - Clearwater, FL
9.8 135 reviews
Clearwater, FL
25/06 – 29/06
SG$651/nighttotal: SG$2604 (4 )

Heated Pool Home W Playstation 5 & Games!

4 7
house , Largo
This charming house is situated in Largo, Florida, just 12.5 km from Pier 60 and 19.3 km from John's Pass Village and Boardwalk. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house offers four bedrooms and two bathrooms, comfortably accommodating up to ten guests. Amenities include a private heated pool, free private parking, a fully equipped kitchen, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

Best Clearwater, FL holiday rentals with parking

Heated Pool, Hot Tub, Golf & Games-12 Min To Beach - Clearwater, FL
9.7 81 reviews
Clearwater, FL
12/09 – 20/09
SG$495/nighttotal: SG$3960 (8 )

Heated Pool, Hot Tub, Golf & Games-12 Min To Beach

1 10
apartment , Clearwater
This Clearwater holiday home, situated approximately 19 kilometres from Clearwater Beach, offers easy access to this popular Florida destination.
Sleeping twelve guests in nine beds, this spacious property boasts a heated pool, hot tub, a full range of indoor games (ping-pong, foosball, etc.), and outdoor entertainment including kick-billiards and a projector screen, plus a provided beach kit for convenient access to the sands.
Tropical Retreat With Heated Pool & Firepit - Clearwater, FL
8.7 3 reviews
Clearwater, FL
12/09 – 20/09
SG$582/nighttotal: SG$4656 (8 )

Tropical Retreat With Heated Pool & Firepit

4 10
house , Clearwater
This Clearwater holiday home is just 9 kilometres from the beach and a short drive from popular attractions like Pier 60 (3.7 kilometres) and John's Pass Village and Boardwalk (22.5 kilometres). It has received excellent ratings for location, cleanliness, and overall user experience.
The 139 square metre property has 4 bedrooms, 2 bathrooms and can accommodate up to 19 guests. It offers a private heated pool, a tropical garden, a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking.
Pelican Pointe 426:walk To Beach~pool~free Parking - Clearwater, FL
9.8 6 reviews
Clearwater, FL
13/08 – 16/08
SG$321/nighttotal: SG$963 (3 )

Pelican Pointe 426:walk To Beach~pool~free Parking

2 4
apartment , Clearwater
This Clearwater Beach flat is located just a short walk from Beach Walk and St. Petersburg - Clearwater Beaches, and less than 1.6km from Pier 60 Park, a lively area with street performers and local vendors. The property has excellent user, location and cleanliness ratings.
The apartment has one bedroom and one bathroom, with a floor area of 35 square metres and a capacity for six guests. Amenities include a swimming pool, a tennis court, a balcony, free parking, and free Wi-Fi.
Seaside Paradise At Clearwater - Resort Style Near Famous Clearwater Beach - Clearwater, FL
9.6 160 reviews
Clearwater, FL
03/07 – 09/07
SG$266/nighttotal: SG$1596 (6 )

Seaside Paradise At Clearwater - Resort Style Near Famous Clearwater Beach

2 4
apartment , Clearwater
Seaside Paradise At Clearwater - Resort Style Near Famous Clearwater Beach is situated a short distance from Wright Park and Morton Plant Hospital in Clearwater, offering a convenient location for both leisure and medical needs. The apartment receives excellent ratings for location, cleanliness and user experience.
This two-bedroom, two-bathroom apartment provides 102 square metres of space, comfortably accommodating up to six guests. The property boasts a range of amenities including a swimming pool, spa tub, fitness centre, and a balcony, ensuring a relaxing and enjoyable stay.
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