Compare Vacation Rentals & Airbnb in Clearwater, FL

5370 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Clearwater, FL vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

5370 Rentals and Airbnb in Clearwater, FL

Best family friendly Clearwater, FL vacation rentals

Among the 5370 accommodations in Clearwater, FL, here are the 4 best family friendly rentals

Gorgeous 2 Bedroom 2 Bath Condo Overlooking Resort-style Pool - Clearwater, FL
10 103 reviews

Gorgeous 2 Bedroom 2 Bath Condo Overlooking Resort-style Pool

apartment, Clearwater
This Clearwater Beach condo, situated 4.8km from Pier 60 and within walking distance of shops and restaurants, offers easy access to Clearwater's attractions.
The top-floor apartment sleeps six guests across two bedrooms and two bathrooms, boasting a private entrance, pool views, a fully equipped kitchen, and resort amenities including a heated pool, fitness centre, and BBQ grills.
Designer Home | 10 Min To Dunedin Waterfront - Clearwater, FL
10 18 reviews

Designer Home | 10 Min To Dunedin Waterfront

apartment, Greenbriar
This Greenbriar flat offers excellent access to Clearwater Beach (24 km), downtown Dunedin (16 km), and Safety Harbour (19 km), with Tampa International Airport 48 km away.
This family-friendly apartment accommodates up to six guests and features a fully equipped kitchen with a coffee and tea bar, air conditioning, and a private, fenced garden with outdoor dining and a grill.
Cheerful 3 Bedroom Home Mins From Clearwater Beach - Clearwater, FL
8.0 4 reviews

Cheerful 3 Bedroom Home Mins From Clearwater Beach

house, Clearwater
This three-bedroom Clearwater house, situated approximately 8km from Pier 60 and 23km from St Pete-Clearwater International Airport, offers easy access to Clearwater Beach.
The 11-square-metre property sleeps 13 guests and includes two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, air conditioning, private parking, and a garden; enjoy self-catering and proximity to attractions like John's Pass.
Cozy And Roomy Cottage - Clearwater, FL
10 77 reviews

Cozy And Roomy Cottage

cottage, Dunedin
This charming cottage is conveniently located in Dunedin, just under 2 kilometres from SimCenter Tampa Bay and Mease Dunedin Hospital, and within 3 kilometres of Dunedin Marina and Dunedin Fine Art Center. It has received excellent reviews from previous guests, making it a popular choice for visitors to the area.
The cottage is a comfortable and well-equipped self-catering property, spanning 74 square metres and accommodating up to two guests. It has everything you need for a relaxing stay, including a fully equipped kitchen, laundry facilities, a private patio, a fireplace, a swimming pool, a spa, a tennis court and much more.

Best Clearwater, FL vacation rentals with a pool

Among the 5370 accommodations in Clearwater, FL, here are the 4 best rentals with a pool

Amazing Avalon Condo - Renovated & Steps To Pool - Clearwater, FL
10 77 reviews

Amazing Avalon Condo - Renovated & Steps To Pool

apartment, Clearwater
This Clearwater Beach condo, ideally located near the heated pool and beach, offers easy access to Clearwater's attractions.
The one-bedroom apartment sleeps four, featuring a king bed, queen sofa bed, fully equipped kitchen, and free Wi-Fi; beach essentials including chairs, umbrella, wagon, and cooler are provided.
Clearwater W Pickleball Court, Cinema, Heated Pool - Clearwater, FL
9.4 21 reviews

Clearwater W Pickleball Court, Cinema, Heated Pool

apartment, Clearwater
This apartment in Clearwater offers a private heated swimming pool and a professional-grade pickleball court, ideal for families or groups of up to eight guests, with three bedrooms and two bathrooms. Located a short distance from Clearwater's waterfront, this property provides convenient access to water-based activities and local attractions, ensuring a secluded yet accessible retreat.
Lovely Condo Minutes From Beach & King Bed - Clearwater, FL
10 120 reviews

Lovely Condo Minutes From Beach & King Bed

apartment, Clearwater
This Clearwater Beach condo, situated minutes (approximately 1.6km) from the famous sands, offers easy access to Clearwater Beach's attractions.
The one-bedroom apartment sleeps four, featuring a king-size bed, sleeper sofa, fully equipped kitchen with dishwasher, in-unit laundry, and resort amenities including a swimming pool, fitness centre, and beach gear provision.
Coastal Getaway Near The Beach - Clearwater, FL
No reviews

Coastal Getaway Near The Beach

apartment, Clearwater
This studio flat is located in the Lake Bellevue district of Clearwater, a short drive from Clearwater Beach and within reach of attractions such as John's Pass Village & Boardwalk.
This furnished apartment accommodates up to four guests, offering amenities including air conditioning, a kitchen with a fridge and microwave, and access to a shared swimming pool, all within a vacation-friendly complex a few kilometres from Pier 60 Park.

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.

Popular destinations

Best Clearwater, FL vacation rentals with a balcony

Bright, Clean And Cozy Coastal Home In Ozona - Clearwater, FL
9.2 28 reviews

Bright, Clean And Cozy Coastal Home In Ozona

cottage, Palm Harbor
This Ozona cottage, situated within 5km of Dunedin Golf Club, Wall Springs Park, and Innisbrook Golf Club, and under 8km from the Dunedin Fine Art Centre, offers a convenient base for exploring Palm Harbor.
This 93 square metre self-catering property sleeps seven, boasting four bedrooms, one bathroom, a fully equipped kitchen, and a private balcony plus garden and barbecue facilities.
Pelican Pointe 222:walk To Beach~pool~free Parking - Clearwater, FL
9.4 19 reviews

Pelican Pointe 222:walk To Beach~pool~free Parking

apartment, Clearwater
This one-bedroom Clearwater Beach apartment is located just a short distance from Beach Walk and Pier 60 Park, offering easy access to the bustling beachside promenade and the lively sunset celebrations. The apartment has received excellent user ratings for location, cleanliness, and overall experience.
The 35 square metre apartment comfortably accommodates up to six guests and features a range of amenities including a swimming pool, tennis court, table tennis, and free Wi-Fi. Guests can also enjoy a private fenced pool, a modern kitchen with a fridge and microwave, and parking.
Cozy Ground Floor Near Beach & Downtown W/ Parking & Heated Poolpet Friendly - Clearwater, FL
10 10 reviews

Cozy Ground Floor Near Beach & Downtown W/ Parking & Heated Poolpet Friendly

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.
Family Friendly Beach Escape - Modern Retreat Near Beaches - Sleeps 6 - Fast Wifi - Clearwater, FL
No reviews

Family Friendly Beach Escape - Modern Retreat Near Beaches - Sleeps 6 - Fast Wifi

house, Largo
Book this vacation rental. You will be based in Largo.
Facilities and services: a washing machine, a swimming pool and a kitchen. This is a family-friendly house!

Best Clearwater, FL vacation rentals with parking

Clearwater 5-bedrooms House W/ Heated Salt Pool - Clearwater, FL
9.3 80 reviews

Clearwater 5-bedrooms House W/ Heated Salt Pool

house, Largo
This five-bedroom, three-bathroom Largo property, near Eagle Lake Park in Pinellas County, Florida, is less than 8km from Clearwater Beach and Clearwater Marine Aquarium.
The 232 sqm single-family home offers a heated saltwater pool (December-April), ample parking for six cars, a fenced garden, and accommodates up to 14 guests, with all mod cons including a fully equipped kitchen and Wi-Fi.
Waterfront Updated Coastal Condo 2 Bed/2 Bath - Clearwater, FL
9.8 92 reviews

Waterfront Updated Coastal Condo 2 Bed/2 Bath

apartment, Clearwater
This Clearwater waterfront flat, situated on the Dunedin/Clearwater border, is a mile (1.6km) from the Dunedin Blue Jays stadium, 1.3 miles (2.1km) from Downtown Dunedin, and 5 miles (8km) from Clearwater Beach, offering easy access to the Pinellas Trail.
The two-bedroom, two-bathroom apartment sleeps six, features a private patio with sunset views, a fully equipped kitchen, shared laundry facilities, and keypad entry; nearby activities include exploring Downtown Dunedin and Clearwater Beach.
Clearwater Vacation Home! - Clearwater, FL
9.8 19 reviews

Clearwater Vacation Home!

apartment, Clearwater
This Clearwater duplex, situated 24km from Clearwater Beach and 32km from Tampa International Airport, provides easy access to key attractions.
The 88-square-metre property features two bedrooms, two bathrooms, sleeps five guests, and includes a swimming pool, garden, and parking, plus Netflix access and a fully equipped kitchen.
Beautiful, Newer 1br W/courtyard. Beach, 2 Mi Away - Clearwater, FL
10 49 reviews

Beautiful, Newer 1br W/courtyard. Beach, 2 Mi Away

apartment, Clearwater
This Clearwater Beach studio apartment, a first-floor corner unit, is situated a 3.2km drive from Clearwater Beach, offering easy access to the beach and its attractions.
The self-contained apartment features a well-equipped kitchen with a Keurig coffee maker and air fryer, sleeps two guests, and includes beach essentials such as towels and a cooler.
©2026 cozycozy.com