Holiday Rentals in Clearwater, FL

3906 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Clearwater, FL holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Clearwater Charmer: 2br/1ba Coastal Retreat Getaway - Clearwater, FL
Clearwater, FL
06/07 – 09/07
£196/nighttotal: £588 (3 )

Clearwater Charmer: 2br/1ba Coastal Retreat Getaway

2 3
apartment , Clearwater
This Clearwater holiday apartment is situated approximately 0.8km from Coachman Park and 1.1km from the Church of Scientology, offering easy access to Clearwater's attractions.
The three-bedroom, one-bathroom property sleeps five guests and includes a fully equipped kitchen, in-unit laundry, Wi-Fi, and proximity to Splash Harbour Water Park, Pier 60 Park, and nearby sports stadiums.
Dunedin 1br: Kingbed/walkable/bike Trail/newbuild - Clearwater, FL
9.9 104 reviews
Clearwater, FL
12/07 – 17/07
£108/nighttotal: £540 (5 )

Dunedin 1br: Kingbed/walkable/bike Trail/newbuild

1 2
apartment , Dunedin
This Dunedin self-catering apartment is situated a kilometre from the town centre, close to the Pinellas Trail, offering easy access to Honeymoon Island (11km) and Clearwater Beach (8km), and within walking distance of Dunedin Public Library and the Toronto Blue Jays spring training facility.
The modern, newly built (2023) property features a private entrance, patio, parking, one bedroom (king or twin beds), one bathroom, sleeps three, a fully equipped kitchen with beach essentials, and boasts air conditioning, a garden, internet access, and pet-friendly facilities.
201, Water View-clearwater Bch In 6 Min, Pool/gym - Clearwater, FL
10 1 review
Clearwater, FL
01/12 – 30/04
£299/nighttotal: £44850 (150 )

201, Water View-clearwater Bch In 6 Min, Pool/gym

4 1
apartment , Clearwater
This Island Estate condo is situated less than 3.2 kilometres from Clearwater Beach, Pier 60 Park, and Beach Walk.
This spacious four-bedroom, two-bathroom apartment, boasting 226 square metres of floor space, offers guests a private balcony, in-unit laundry, a fully equipped kitchen, and a swimming pool and hot tub within the smoke-free building, accommodating up to eight people.
Adorable Bungalow Pet Friendly, Near Beach & Downtown, Free Bikes. - Clearwater, FL
9.3 210 reviews
Clearwater, FL
27/06 – 04/07
£107/nighttotal: £749 (7 )

Adorable Bungalow Pet Friendly, Near Beach & Downtown, Free Bikes.

1 2
apartment , Clearwater
This charming bungalow is located just 1.6km from Clearwater Beach, offering a peaceful retreat close to the action. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The bungalow comfortably accommodates up to six guests in its two bedrooms and one bathroom. The property offers a range of amenities, including a fully equipped kitchen, a private garden, a spa, and a jacuzzi, perfect for relaxation and enjoying the Florida sunshine.

Handpicked Holiday Rentals with a Pool in Clearwater, FL

Having a pool at your holiday rental in Clearwater, FL provides a perfect complement to your day by the water.

30 Day Min Stay Req. Watch Dolphins & Sunsets From Your Private Porch! Waterfront Condo Heated Pool - Clearwater, FL
Clearwater, FL
01/07 – 31/07
£104/nighttotal: £3120 (30 )

30 Day Min Stay Req. Watch Dolphins & Sunsets From Your Private Porch! Waterfront Condo Heated Pool

2 5
apartment , Dunedin
This Dunedin seaside apartment, located approximately 2.1 kilometres from the Dunedin Golf Club and 2.7 kilometres from the Dunedin Fine Art Centre, offers stunning ocean views.
The 94 square metre property features two bedrooms, two bathrooms, a balcony, swimming pool, and sleeps four, with a fully equipped kitchen including a fridge, microwave, and dishwasher; in-building barbeque grills are also available.
Artsy Oasis In Clearwater - Clearwater, FL
10 1 review
Clearwater, FL
05/12 – 06/12
£211/nightfor 1 night

Artsy Oasis In Clearwater

1 2
house , Clearwater
This artsy oasis in Clearwater is located approximately 7.7 kilometres from Pier 60 and 22.5 kilometres from John's Pass Village and Boardwalk, with St. Pete-Clearwater International Airport just 8.9 kilometres away.
This 112 square metre residence offers 1 bedroom, 2 bathrooms, and accommodates up to 15 guests, featuring air conditioning, a swimming pool, a garden, free WiFi, a fully equipped kitchen with an oven and microwave, and free private parking.
Dunedin Condo On The Water - Clearwater, FL
9.2 15 reviews
Clearwater, FL
04/07 – 05/07
£279/nightfor 1 night

Dunedin Condo On The Water

1 2
apartment , Dunedin
This Dunedin apartment, a short distance (under 1.6km) from Dunedin Marina and within 3.2km of both SimCenter Tampa Bay and Dunedin Stadium, offers convenient access to waterfront activities and entertainment.
The self-catering flat comprises one bedroom, one bathroom, sleeps three guests, and includes free parking, Wi-Fi, air conditioning, a swimming pool, and a fully equipped kitchen with a fridge and microwave.
Pelican Pointe 229:walk To Beach~pool~free Parking - Clearwater, FL
9.5 43 reviews
Clearwater, FL
13/08 – 16/08
£169/nighttotal: £507 (3 )

Pelican Pointe 229:walk To Beach~pool~free Parking

2 4
apartment , Clearwater
This apartment is directly on the beach, just steps from Beach Walk and St. Petersburg - Clearwater Beaches, and within a mile of Pier 60 Park and Clearwater Beach, making it a prime location for exploring the area. The accommodation has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This self-catering property comfortably sleeps four guests and has a sofa bed, a fridge, free WiFi, a TV, a microwave, a coffee/tea maker, and a hairdryer. Guests can enjoy the on-site swimming pool, tennis court, and water park, as well as the nearby attractions and the peaceful beach setting.

Frequently asked questions about holiday rentals in Clearwater, FL

  • What should a first-time visitor not miss in Clearwater, FL?

    You absolutely must visit Clearwater Beach. It's famous for its white sand and crystal-clear waters. And for a unique experience, check out the Clearwater Marine Aquarium, home to Winter the dolphin.
  • What are the best Airbnb and holiday rentals in Clearwater, FL?

  • Which neighborhood in Clearwater, FL should you consider for a vacation rental?

    If you want to be close to the beach, Clearwater Beach is a popular choice. For a more relaxed vibe, try Indian Rocks Beach or Belleair Bluffs. Both offer beautiful beaches and a quieter atmosphere.
  • 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 Ruth Eckerd Hall hosts family-friendly shows and events, and the Suncoast Seabird Sanctuary is a great place to learn about local wildlife.
  • What are the best holiday rentals with a pool in Clearwater, FL?

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

    The Clearwater Jazz Holiday in October is a big one, attracting jazz fans from all over. The Clearwater Beach Uncorked festival in April features wine tastings and live music. And for a taste of the local culture, check out the Clearwater Fall Festival in November.
  • What are the best rentals for families and kids in Clearwater, FL?

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

    A walk or bike ride along the Pinellas Trail is a great way to see the area and get some exercise. The Pier 60 sunset celebrations are free and offer live entertainment and street performers. And don't forget to enjoy the beautiful beaches, which are free to access.
  • 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 a taste of fresh seafood, try Frenchy's Rockaway Grill or The Original Crabby Bill's. If you're looking for something a little more upscale, try the Columbia Restaurant, known for its Cuban-inspired dishes.
  • What are the best walking or cycling routes in Clearwater, FL?

    The Pinellas Trail is a great option for both walking and cycling. It stretches for over 45km and offers scenic views of the coastline. 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?

    Many of Clearwater's beaches are dog-friendly, especially during off-peak hours. The Clearwater Beach dog park is a great place for your furry friend to run and play. And the Suncoast Seabird Sanctuary offers educational tours and events that are pet-friendly.
  • What are the benefits of choosing a vacation rental in Clearwater, FL?

    Vacation rentals offer more space and privacy than hotels, often at a more affordable price. Many rentals come with kitchens, allowing you to cook your own meals and save money. They also offer a more home-like experience, making you feel more relaxed and comfortable.

Destinations nearby

Best Clearwater, FL holiday rentals with a balcony

Gorgeous Condo, 2 Bedrooms, 2 Baths, With Pool, Minutes To Clearwater Beach - Clearwater, FL
9.2 8 reviews
Clearwater, FL
30/07 – 06/08
£179/nighttotal: £1253 (7 )

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

2 4
apartment , Clearwater
This Clearwater apartment is located just 12 miles from John's Pass Village and Boardwalk and 1.9 miles from Pier 60, offering easy access to both popular attractions and the beach. It has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment has two bedrooms and a fully-equipped kitchen, allowing guests to prepare their own meals. It also features a private pool, fitness centre, balcony with courtyard views, barbecue facilities, free Wi-Fi, private parking, and a shared lounge area.
Clearwater Cozy 2br Home With Patio And Grill - Clearwater, FL
9.0 170 reviews
Clearwater, FL
30/07 – 06/08
£114/nighttotal: £798 (7 )

Clearwater Cozy 2br Home With Patio And Grill

2 4
house , Clearwater
This Clearwater house is located just 10 minutes from the beach and 2.4 miles from Pier 60, offering easy access to the area's attractions. It has received excellent ratings for cleanliness and user experience, and a very good location rating.
The property has two bedrooms and one bathroom, covering 58 square metres. It includes a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, a garden, a spa, parking, and free Wi-Fi.
Beachfront! Gorgeous Views! Pool, Hot Tub, Tennis Courts, Fitness Room ~ 5f Crescent Beach Club - Clearwater, FL
9.4 24 reviews
Clearwater, FL
01/07 – 31/07
£149/nighttotal: £4470 (30 )

Beachfront! Gorgeous Views! Pool, Hot Tub, Tennis Courts, Fitness Room ~ 5f Crescent Beach Club

2 5
apartment , Clearwater
This Sand Key beachfront apartment, less than 1.6km from Belleair Beach and St. Petersburg-Clearwater Beaches, and within 4.8km of Pier 60 Park and Clearwater Beach, offers direct beach access.
The 116 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, jacuzzi, fitness centre, tennis court, 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
£292/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.

Check Out Holiday Rentals with Parking in Clearwater, FL

Driving to Clearwater, FL? These holiday rentals include a car park, making it simple to reach the coast and local beaches.

Coastal Getaway Near The Beach - Clearwater, FL
Clearwater, FL
15/09 – 16/09
£149/nightfor 1 night

Coastal Getaway Near The Beach

1 2
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.
Avalon Ground Floor Condo - Clearwater, FL
9.6 76 reviews
Clearwater, FL
30/08 – 05/09
£103/nighttotal: £618 (6 )

Avalon Ground Floor Condo

1 2
apartment , Clearwater
This one-bedroom apartment is located just 5 kilometres from Clearwater Beach and within walking distance of shops and supermarkets. It has received excellent ratings from previous guests.
The 56 square metre apartment comfortably sleeps four guests and includes a fully equipped kitchen, a terrace, a swimming pool, a spa and parking. Guests can enjoy a range of activities in the area, including swimming, cycling and exploring the nearby beaches and attractions.
Clearwater Charm.\ncharming Home With Fireplace, Golf Nearby, Central Ac, W/d - Clearwater, FL
8.8 12 reviews
Clearwater, FL
01/07 – 31/07
£176/nighttotal: £5280 (30 )

Clearwater Charm.\ncharming Home With Fireplace, Golf Nearby, Central Ac, W/d

4 5
apartment , Clearwater
This four-bedroom, three-bathroom flat in Clearwater's North Greenwood district is conveniently located 800 metres from Jack Russell Stadium and a 5-minute drive from Coachman Park.
This family-friendly property offers Wi-Fi, air conditioning, a fully equipped kitchen, and parking, accommodating up to eight guests with a 11:00 check-out.
Beach Within Reach Apt 5 - Clearwater, FL
9.0 16 reviews
Clearwater, FL
28/07 – 30/07
£140/nighttotal: £280 (2 )

Beach Within Reach Apt 5

2 4
apartment , Clearwater
This Clearwater holiday home is situated 1.4km from The Landings Golf Club, under 5km from Eagle Lake Park and St. Petersburg College, with Clearwater Mall and Congo River Golf also nearby.
The two-bedroom, one-bathroom property sleeps four guests and offers a fully equipped kitchen, private patio, free Wi-Fi, air conditioning, and parking; enjoy golfing, outdoor recreation, or exploring local attractions.
©2026 cozycozy.com