Compare Vacation Rentals & Airbnb in Clearwater, FL

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Clearwater, FL vacation rentals
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3906 Rentals and Airbnb in Clearwater, FL

Best family friendly Clearwater, FL vacation rentals

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

5-bedroom Home With Private Pool And Hot Tub, 15 Minutes From Clearwater Beach - Clearwater, FL
Clearwater, FL
01/08 – 05/08
$837/nighttotal: $3348 (4 )

5-bedroom Home With Private Pool And Hot Tub, 15 Minutes From Clearwater Beach

6 10
house , Clearwater
This Clearwater villa is located 10 kilometres from St. Pete-Clearwater International Airport.
This spacious 253 square metre residence accommodates up to 27 guests and boasts a private swimming pool, hot tub, fully equipped kitchen, garden, and complimentary Wi-Fi.
Wonderful Condo At Avalon - Fully Renovated! - Clearwater, FL
10 62 reviews
Clearwater, FL
23/09 – 27/09
$292/nighttotal: $1168 (4 )

Wonderful Condo At Avalon - Fully Renovated!

1 2
apartment , Clearwater
This ground-floor Clearwater apartment is situated a short walk from Clearwater Beach and offers convenient access to the pool and beach amenities including chairs, floaties, a wagon, and a cooler.
The fully renovated one-bedroom, one-bathroom flat sleeps four guests, featuring a king-size bed, queen-size pull-out sofa, 60” fireplace, modern bathroom with rain shower, and a fully equipped kitchen including a dishwasher; a fitness centre and parking are also available.
Private Yard Escape - 8 Min To Beach - Quiet &Stylish - Clearwater, FL
9.8 280 reviews
Clearwater, FL
24/06 – 28/06
$299/nighttotal: $1196 (4 )

Private Yard Escape - 8 Min To Beach - Quiet &Stylish

1 2
apartment , Largo
This triplex apartment in Largo, Florida is conveniently located just a few blocks from the town centre and a 6-kilometre drive from the beach. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has a private entrance, driveway, and fenced-in yard/patio, offering privacy and seclusion. It is fully equipped with modern furnishings, a kitchen with a fridge, freezer, microwave, and dishwasher, and a TV with Netflix access.
Pool, Hot Tub & Ps5 | Pet-friendly Clearwater Home - Clearwater, FL
9.7 142 reviews
Clearwater, FL
18/07 – 25/07
$557/nighttotal: $3899 (7 )

Pool, Hot Tub & Ps5 | Pet-friendly Clearwater Home

1 8
apartment , Clearwater
This four-bedroom house is situated on the banks of Allen Creek in Clearwater, a 22.5-kilometre drive from Clearwater Beach and a 24-kilometre drive from Honeymoon Island State Park. This 111 square metre property features a private backyard oasis with a swimming pool, hot tub, and alfresco dining area, as well as a fully equipped kitchen, a PlayStation 5, and a dedicated office space, making it ideal for families or groups of up to eight people.

Best Clearwater, FL vacation rentals with a pool

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

By The Beach Rentals - Clearwater, FL
8.8 137 reviews
Clearwater, FL
10/07 – 13/07
$754/nighttotal: $2262 (3 )

By The Beach Rentals

3 6
studio , Clearwater
This Clearwater Beach studio apartment, part of the By the Beach Rentals complex, is a 4-minute walk from Clearwater Beach and within 2.6 km of Caladesi Island State Park.
The self-catering unit offers a private pool, free parking, free Wi-Fi, a fully equipped kitchen including oven, microwave and coffee machine, and enjoys sea views and a sun terrace; BBQ facilities are available during warmer months.
Modern 1 Bedroom Condo At Avalon - Clearwater, FL
10 25 reviews
Clearwater, FL
20/06 – 27/06
$220/nighttotal: $1540 (7 )

Modern 1 Bedroom Condo At Avalon

1 2
apartment , Clearwater
This Clearwater Beach apartment, a first-floor condo in a gated community, is located minutes (approximately 1.6 km) from Clearwater Beach, offering easy access to local shops and restaurants.
The one-bedroom, one-bathroom apartment sleeps four guests comfortably, featuring a king-size bed, pull-out sofa, fully equipped kitchen, balcony, and access to a heated saltwater pool, fitness centre, and clubhouse with free Wi-Fi.
Dunedin Cottage On Pinellas Trail W/ Heated Pool, Walk Or Bike To Downtown Dunedin! - Clearwater, FL
9.8 84 reviews
Clearwater, FL
21/06 – 25/06
$354/nighttotal: $1416 (4 )

Dunedin Cottage On Pinellas Trail W/ Heated Pool, Walk Or Bike To Downtown Dunedin!

3 2
apartment , Dunedin
This apartment is located near the waterfront in Dunedin, within easy reach of the Dunedin Marina, Mease Dunedin Hospital, SimCenter Tampa Bay, and Dunedin Stadium. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment provides a comfortable and convenient base for exploring Dunedin. It features a fully equipped kitchen, laundry facilities, a terrace or balcony, and a garden, along with amenities such as air conditioning, a swimming pool, and parking.
Clearwater Retreat - 2 Miles From The Beach (Pool) - Clearwater, FL
9.7 33 reviews
Clearwater, FL
10/07 – 13/07
$780/nighttotal: $2340 (3 )

Clearwater Retreat - 2 Miles From The Beach (Pool)

1 8
apartment , Clearwater
This pet-friendly house, with breed restrictions, is situated in a family-friendly Clearwater neighbourhood, a short drive from Clearwater Beach and Safety Harbour.
The three-bedroom, three-bathroom property sleeps eight, boasting a kitchen with dishwasher, air conditioning, a garden, parking, and excellent guest reviews; plus, it offers access to local pet-sitting services.

Frequently Asked Questions about vacation 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 water. You can't miss Pier 60, where you can watch the sunset and enjoy street performers. And if you're interested in marine life, the Clearwater Marine Aquarium, home to Winter the dolphin, is a great option.
  • What are the best Airbnb and vacation rentals in Clearwater, FL?

    Surf N Sand Apartment 6, Oceanfront View Beachfront Condo New U2 and Waterfrontclearwater Beach Unaffected By Hurricane 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?

    If you want to be close to the beach, Clearwater Beach is the obvious choice. For a more laid-back atmosphere, consider Indian Rocks Beach or Belleair Beach. If you're looking for something more affordable, you can find some great deals in the North Greenwood area.
  • What are the most popular Airbnbs in Clearwater, FL?

  • What are the top family-friendly attractions in Clearwater, FL?

    Clearwater Marine Aquarium is a must-see for families, especially if you have kids who love dolphins. The Clearwater Beach Marine Aquarium is home to Winter the dolphin from the movie Dolphin Tale.
  • 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 season, from April to May or September to October, when the weather is still good but the crowds are smaller. If you're looking for the best deals, you can book even further out, but you might have to compromise on your preferred dates.
  • What are the best rentals for families and kids in Clearwater, FL?

  • What events or festivals should visitors check out in and around Clearwater, FL?

    The Clearwater Beach Jazz Festival takes place in October and features some great live music. The Sunsets at Pier 60 festival runs from April to October and has street performers, crafts, and food vendors.
  • What are the best rentals or Airbnbs with a jacuzzi in Clearwater, FL?

  • What are the best budget-friendly activities in Clearwater, FL?

    Take a walk or bike ride along the Pinellas Trail, it's a 47km paved trail that runs through Clearwater. You can also enjoy a free concert at Coachman Park or visit the Clearwater Beach Historical Society Museum for a small fee.
  • What are the best restaurants with local dishes in Clearwater, FL?

    For fresh seafood, try Frenchy's Rockaway Grill or the Clearwater Beach Seafood Company. If you're looking for something a little different, try Crabby Bills on the beach for their famous crab legs.
  • What are the best walking or cycling routes in Clearwater, FL?

    The Pinellas Trail is a great option for walking or cycling. You can also take a walk along the beach or explore the Clearwater Beach Causeway for some stunning views.
  • Are there pet-friendly attractions in Clearwater, FL?

    Many of the beaches in Clearwater are pet-friendly, especially in the early morning or late evening hours. You can also find plenty of restaurants and shops that welcome dogs.
  • What are the benefits of choosing a vacation rental in Clearwater, FL?

    Vacation rentals offer more space and privacy than hotels, and many have kitchens and laundry facilities, making them a great option for families or groups. They can also be more affordable than hotels, especially if you're travelling for a longer period.
  • What are the top sports attractions and facilities in Clearwater, FL?

    The Bright House Networks Field is home to the Clearwater Threshers, a minor league baseball team. There are also several golf courses in the area, including the Clearwater Country Club.

Destinations nearby

Best Clearwater, FL vacation rentals with a balcony

Clearwater Beach Sheraton Resort On Sand Key - Clearwater, FL
8.4 2241 reviews
Clearwater, FL
25/11 – 30/11
$1982/nighttotal: $9910 (5 )

Clearwater Beach Sheraton Resort On Sand Key

4 12
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.
Villa W/pool, Game Room & Putting Green - Clearwater, FL
10 1 review
Clearwater, FL
01/08 – 05/08
$707/nighttotal: $2828 (4 )

Villa W/pool, Game Room & Putting Green

4 10
apartment , Largo
This Largo flat offers convenient access to Eagle Lake Park, just a 700-metre walk away, and Largo Central Park, a 5-minute drive from the property.
This 166 square metre residence accommodates up to 14 guests with four bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a communal swimming pool, garden, barbecue, and on-site parking, plus foosball and billiards for entertainment.
Innisbrook Resort - Clearwater, FL
8.4 1175 reviews
Clearwater, FL
24/07 – 26/07
$1952/nighttotal: $3904 (2 )

Innisbrook Resort

4 15
resort , Palm Harbor
Innisbrook Resort in Palm Harbor is located 4.8 kilometres from Crystal Beach and 3.2 kilometres from the Gulf of Mexico, offering convenient access to Honeymoon Island, a 10-minute drive away.
This resort boasts extensive recreational facilities including 11 tennis courts and 4 golf courses, multiple outdoor pools with water slides, a full-service spa with massage services and a sauna, five distinct dining options, and rooms and suites equipped with free Wi-Fi and kitchenettes.
Luxe Beach Oasis - Pool/ Gym/free Parking/balcony - Clearwater, FL
9.0 2 reviews
Clearwater, FL
03/07 – 05/07
$618/nighttotal: $1236 (2 )

Luxe Beach Oasis - Pool/ Gym/free Parking/balcony

2 4
apartment , Largo
This two-bedroom, two-bathroom flat is situated in Downtown Largo, offering easy access to coastal attractions and located a mere 10-minute drive from Belleair, Indian Rocks, and Clearwater beaches.
This property accommodates up to seven guests and boasts resort-style amenities including a swimming pool and fitness centre, with a private balcony and proximity to the Pinellas Trail for outdoor pursuits.

Best Clearwater, FL vacation rentals with parking

New, Modern & Spotless Retreat - Clearwater, FL
10 48 reviews
Clearwater, FL
19/06 – 24/06
$234/nighttotal: $1170 (5 )

New, Modern & Spotless Retreat

1 4
apartment , Clearwater
This Clearwater holiday home enjoys a central location between Clearwater Beach, St Petersburg, and Tampa, offering easy access to the area's attractions.
Sleeping up to five guests, the property features two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, and in-unit laundry facilities; no cleaning is required on departure.
Tranquil Pool Home In Clearwater - Clearwater, FL
9.2 40 reviews
Clearwater, FL
31/07 – 03/08
$494/nighttotal: $1482 (3 )

Tranquil Pool Home In Clearwater

2 5
apartment , Clearwater
This Clearwater holiday home is situated 1.3km from Eagle Lake Park and within 5km of Morton Plant Hospital, Pinellas County Primary Care, Clearwater Country Club, and Largo Central Park.
This 97 square metre property boasts two bedrooms, one bathroom, sleeps six, and includes a private pool, fully equipped kitchen, and access to on-site amenities such as a water park and barbecue grills.
Hot Tub - Pet Friendly - Mins To Beach - Sleeps 11 - Family - Clearwater, FL
9.6 4 reviews
Clearwater, FL
19/07 – 25/07
$674/nighttotal: $4044 (6 )

Hot Tub - Pet Friendly - Mins To Beach - Sleeps 11 - Family

4 10
apartment , Clearwater
This Clearwater holiday home, a spacious four-bedroom apartment, is conveniently located a 9.6km drive from Tampa Bay and a 35.4km drive from the John's Pass Village Boardwalk.
The 171m² property boasts a layout including three bathrooms, sleeps eleven guests, and offers amenities such as a jacuzzi, private patio, Wi-Fi, and parking.
Luxury And Charming 2bdrm Condo, Minutes From Clrwtr Beach!\nnew 2025 Bathrooms! - Clearwater, FL
9.5 54 reviews
Clearwater, FL
20/06 – 27/06
$278/nighttotal: $1946 (7 )

Luxury And Charming 2bdrm Condo, Minutes From Clrwtr Beach!\nnew 2025 Bathrooms!

2 2
apartment , Clearwater
This two-bedroom apartment is situated in the Avalon at Clearwater gated community, a short 8-10 minute drive from Clearwater Beach, and within easy reach of both Tampa International Airport and St. Petersburg/Clearwater airport. The property has received excellent ratings for location, cleanliness and overall user experience.
The apartment offers 102 square metres of living space across two bedrooms and two bathrooms. Amenities include a fully equipped kitchen, a private balcony, access to a swimming pool, a fitness centre, and parking.
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