Holiday Rentals in Clearwater Beach, FL

2354 available vacation rental offers

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

2354 Holiday rentals and Airbnb in Clearwater Beach, FL

Best family friendly Clearwater Beach, FL holiday rentals

Among the 2354 accommodations in Clearwater Beach, FL, here are the 4 best family friendly rentals

Heated Saltwater Pool|spacious 4br/3ba| - Clearwater Beach, FL
9.9 130 reviews

Heated Saltwater Pool|spacious 4br/3ba|

apartment, Greenbriar
Cerulean Cottage, a Dunedin, Florida holiday home, enjoys a central location in Greenbriar, offering easy access to local amenities, restaurants, and beaches within a short driving distance of the downtown area.
This four-bedroom, three-bathroom property sleeps ten guests, boasting a private heated pool, games room (foosball, air hockey, table tennis, arcade games), 4D massage chair, fully equipped kitchen, and beach gear (kayak, chairs, umbrella, wagon).
Heated Pool + Putting Green | Firepit | Near Beach - Clearwater Beach, FL
9.7 39 reviews

Heated Pool + Putting Green | Firepit | Near Beach

apartment, Largo
This spacious holiday home in Largo is a short drive from Clearwater Beach, offering convenient access to coastal attractions and entertainment.
Boasting four bedrooms and three bathrooms for up to 12 guests, this property features a heated private pool, an outdoor game room with a pool table and mini putting green, and complimentary beach gear for year-round enjoyment.
35 M² Condo ∙ 1 Bedroom ∙ 6 Guests - Clearwater Beach, FL
No reviews

35 M² Condo ∙ 1 Bedroom ∙ 6 Guests

apartment, Clearwater
This condo-hotel is located in Clearwater Beach, a short walk from the beach itself.
This spacious 35 square meter, 3rd-floor Double Suite offers pool views, accommodates up to six guests with two full-size beds and a sleeper futon, and includes a kitchenette, Wi-Fi, and access to a heated outdoor pool and ping pong table.
Coastal Gem Just Minutes From The Beach! - Clearwater Beach, FL
9.3 67 reviews

Coastal Gem Just Minutes From The Beach!

apartment, Largo
This two-bedroom, two-bathroom house is located in Largo, within 3km of Largo Central Park, Eagle Lake Park and The Amish Country Store, and within 5km of Largo Medical Center and Largo Mall. This property has received excellent ratings for cleanliness, location and user experience.
The accommodation features a fully equipped kitchen, a private fenced yard with a spa tub and a garden with barbecue grills. Guests can enjoy free Wi-Fi, air conditioning and parking.

Best Clearwater Beach, FL holiday rentals with a pool

Among the 2354 accommodations in Clearwater Beach, FL, here are the 4 best rentals with a pool

Pelican Pointe 422:walk To Beach~pool~free Parking - Clearwater Beach, FL
9.8 25 reviews

Pelican Pointe 422:walk To Beach~pool~free Parking

apartment, Clearwater
This Clearwater beachfront apartment, near St Petersburg-Clearwater Beaches, is a short walk from Beach Walk and within 1.6km of Pier 60 Park and Captain Blighs Landing.
The 35 square metre condo sleeps four, featuring two bedrooms, one bathroom, a fully equipped kitchen (fridge, microwave), free Wi-Fi, a swimming pool, tennis court, parking and an on-site water park.
Renovated 2025 - Retro Beach Oasis With Color Pop - Clearwater Beach, FL
9.7 85 reviews

Renovated 2025 - Retro Beach Oasis With Color Pop

apartment, Clearwater
This stylish two-bedroom Clearwater Beach flat on Poinsettia Avenue is a two-minute walk (0.32km) from Clearwater Beach.
The self-catering apartment, sleeping four, boasts a mid-century modern design, a 75-inch smart TV, heated pool access, free parking including EV charging, and a guest laundry room; essentials and self check-in are included.
Harborview Grande 600 Your Luxurious Clearwater Beach Condo Vacation Retreat! - Clearwater Beach, FL
9.5 64 reviews

Harborview Grande 600 Your Luxurious Clearwater Beach Condo Vacation Retreat!

apartment, Clearwater
This waterfront apartment is located in Clearwater Beach, just a 5-minute walk from Captain Blighs Landing and Beach Walk and less than 2 kilometres from Pier 60 Park, offering easy access to the area's main attractions. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The apartment has three bedrooms, two bathrooms and a floor area of 169 square metres, comfortably accommodating up to eight guests. Enjoy a range of amenities, including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a garden, parking, and a games room.
Tropical Breeze Vacation Rentals - Clearwater Beach, FL
8.8 494 reviews

Tropical Breeze Vacation Rentals

studio, Clearwater
Tropical Breeze is a studio apartment located just 400 metres from the famous Clearwater Beach and 4.7 kilometres from Pier 60, offering a prime location for exploring this bustling coastal town. The studio has received excellent ratings for its location, cleanliness and overall experience.
The apartment features a kitchen with a fridge and microwave, as well as a private bathroom. Guests can enjoy the on-site heated swimming pool, relax in the garden, or step out onto the terrace to soak up the sun.

Frequently asked questions about holiday rentals in Clearwater Beach, FL

  • What are some interesting places to visit in or near Clearwater Beach, FL?

    Clearwater Beach is a great place to visit, there's so much to do! You'll definitely want to visit the famous Clearwater Marine Aquarium, where they have Winter the dolphin. It's also worth a trip to the Pier 60 sunset festival, it's a real lively event. If you want to explore a bit further, you can take a trip to St. Petersburg, which is about a 30-minute drive away and has a great art scene. There's also the Sunken Gardens, a beautiful botanical garden in St. Petersburg, well worth a visit.
  • What are the best Airbnb and holiday rentals in Clearwater Beach, FL?

    Surf N Sand Apartment 6, Waterfront Mid-century Chic #4 Clearwater Beach -"Unaffected By Hurricane" and Hidden Beach Retreat are among the best Airbnb and holiday rentals in Clearwater Beach, FL.

  • Which walking or cycling routes are the best in Clearwater Beach, FL?

    For cycling, the Pinellas Trail is a great option, it runs for 47 kilometres and goes right through Clearwater. It's mostly flat, so it's easy going. For walking, the Clearwater Beach Walk is a lovely, scenic route along the beach. It's about 3 kilometres long and offers stunning views of the Gulf of Mexico.
  • What are the most popular Airbnbs in Clearwater Beach, FL?

  • What sports or outdoor activites can visitors enjoy in and around Clearwater Beach, FL?

    Clearwater Beach is a great place to enjoy water sports. You can go swimming, sunbathing, kayaking, paddleboarding, and even jet skiing. If you're looking for something a bit more active, you can try parasailing or windsurfing. For something a bit more relaxed, there's always fishing. There are plenty of charter boats that can take you out to the best fishing spots.
  • What are the best holiday rentals with a pool in Clearwater Beach, FL?

  • What other towns or cities can be easily accessed from Clearwater Beach, FL?

    Clearwater Beach is well-connected to other towns and cities in the area. You can easily get to Tampa, St. Petersburg, and even Orlando via car. There's also a good bus service that can take you to many of the surrounding towns. If you're looking for a more scenic trip, you can take a ferry to nearby islands like Caladesi Island State Park.
  • What are the best rentals for families and kids in Clearwater Beach, FL?

  • What amenities are commonly available in vacation rentals in Clearwater Beach, FL?

    Most vacation rentals in Clearwater Beach come with all the amenities you'd expect, like a kitchen, bathroom, and bedrooms. Many also have a private pool, hot tub, and a balcony or patio with views of the beach. Some even have access to a communal pool or fitness centre. It's always worth checking the listing to see what amenities are included.
  • What are the best rentals or Airbnbs with a jacuzzi in Clearwater Beach, FL?

  • What time of year is best to rent a vacation rental Clearwater Beach, FL?

    The best time to visit Clearwater Beach is during the shoulder seasons, from April to May and September to October. The weather is still warm and sunny, but the crowds are smaller and the prices are lower. If you prefer warmer weather, you can visit during the summer months, but be prepared for larger crowds and higher prices. The winter months are great if you want to escape the cold, but the weather can be a bit unpredictable.

Popular destinations

Best Clearwater Beach, FL holiday rentals with a balcony

Enticing Views Of The Gulf Of Mexico Await You From This Magnificent Condo - Clearwater Beach, FL
9.6 24 reviews

Enticing Views Of The Gulf Of Mexico Await You From This Magnificent Condo

apartment, Clearwater
This two-bedroom flat is located in Clearwater Beach, offering direct access to the shore and close proximity to Clearwater Beach, Sand Key Park, and the Clearwater Marine Aquarium, home of Winter the dolphin.
This 110 square metre holiday home comfortably accommodates up to five guests, featuring a modern, renovated kitchen with a washer and dryer, air conditioning, a swimming pool, a sauna, and a balcony with Gulf of Mexico and sunset views.
Bayside Condos 29 City And Bay Views 659 - Clearwater Beach, FL
9.0 2 reviews

Bayside Condos 29 City And Bay Views 659

apartment, Clearwater
This Clearwater apartment is located just 1.8km from Clearwater Beach and 2.7km from Belleair Beach, offering easy access to the area's beautiful coastline. It has received excellent user ratings for its location and overall experience, as well as a very good rating for cleanliness. The apartment has one bedroom and one bathroom, spanning 38 square metres and comfortably accommodating two guests. It features a fully equipped kitchen, a balcony with city and bay views, an on-site restaurant, and access to water sports activities, making it a convenient and enjoyable option for your Clearwater stay.
Beachside Luxury Home - Clearwater Beach, FL
9.5 103 reviews

Beachside Luxury Home

house, Indian Rocks Beach
This Clearwater Beach holiday home is situated less than 1.6km from Indian Rocks Beach and a three-minute walk from Belleair Beach, offering easy access to the coast.
The 279 square metre property boasts four bedrooms, three bathrooms, a private balcony with sea views, a fully equipped kitchen, and access to a fitness centre and tennis court; perfect for families or groups seeking a luxurious beach getaway.
440 West Condos 501-s - Gulf View Condo - Clearwater Beach, FL
No reviews

440 West Condos 501-s - Gulf View Condo

apartment, Clearwater
This Clearwater Beach waterfront apartment, situated steps from the sand and Clearwater Beach Marina, offers direct Gulf views and proximity to Captain Bligh's Landing and Pier 60.
The 110 square metre (1184 square feet) two-bedroom, two-bathroom condo sleeps four, boasting a modern kitchen, updated bathrooms, a terrace, parking, a swimming pool (currently under construction, but access to a nearby hotel pool is available), and a gym and sauna within the building.

Best Clearwater Beach, FL holiday rentals with parking

Cwb Retreats At Bayside Villas - Studio 4 - Clearwater Beach, FL
9.8 365 reviews

Cwb Retreats At Bayside Villas - Studio 4

apartment, Clearwater
This ground-floor studio apartment is a short 0.8km stroll from Clearwater Beach, offering stunning bayfront views and private dock access for dolphin watching.
The self-catering unit sleeps two, features a fully equipped kitchenette, washer/dryer, patio with barbecue, and allocated parking; beach chairs and towels are provided.
Enjoyable 3-bedroom House With Ac In Sunny Clearwater - Clearwater Beach, FL
No reviews

Enjoyable 3-bedroom House With Ac In Sunny Clearwater

apartment, Clearwater
This three-bedroom, two-bathroom flat is located in Clearwater's Ambassadors of Brookhill district, a 6-minute drive from Coachman Park and a 3-minute drive from Largo Central Park.
This pet-friendly property offers accommodation for up to ten guests, featuring on-site parking, a private garden, a terrace, complimentary Wi-Fi, air conditioning, and laundry facilities.
The Purple Flower - 30 Second Walk To The Beach. Free Parking. - Clearwater Beach, FL
9.8 219 reviews

The Purple Flower - 30 Second Walk To The Beach. Free Parking.

cottage, Clearwater
This charming cottage is situated just 500 metres from the beautiful St. Petersburg - Clearwater Beaches and Clearwater Beach, and within 1.6 kilometres of Pier 60 Park and Beach Walk. It has consistently received excellent ratings from previous guests, making it a popular choice for travellers seeking a comfortable and convenient stay.
The one-bedroom cottage spans 40 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, a private patio, free Wi-Fi, and a washing machine, ensuring a relaxing and enjoyable stay.
New To Market 4 Bedroom Spacious Home. By Beach - Clearwater Beach, FL
9.7 125 reviews

New To Market 4 Bedroom Spacious Home. By Beach

apartment, Clearwater
This Clearwater Beach house, situated just over the bridge from Clearwater Beach and minutes from the Seminole Boat Ramp, offers easy access to Dunedin's amenities and Honeymoon Island.
Sleeping up to ten guests in four bedrooms with queen-size beds and additional blow-up mattresses, this recently remodelled property boasts two bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking for boats, and excellent guest reviews.
©2026 cozycozy.com