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?

Among the Airbnbs in Clearwater, FL, Surf N Sand Apartment 6 , Waterfrontclearwater Beach Unaffected By Hurricane and Oceanfront View Beachfront Condo New U2 are the most popular ones.

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?

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

The best rentals for families and kids in Clearwater, FL are Oceanfront View Beachfront Condo New U2 , Wfh Away From Home Free Wi-fi And Parking - 4mi To Clearwater Beach and Hidden Beach Retreat .

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?

The best vacation rentals or Airbnb with a jacuzzi in Clearwater, FL are Wfh Away From Home Free Wi-fi And Parking - 4mi To Clearwater Beach , Reef Club 208 and Updated Condo Just Steps To The White Sand Beaches Of Clearwater Beach .

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.

Best Vacation Rentals & Airbnb in Clearwater, FL for 2026

10 17 reviews

Oak Oasis Cozy Getaway

apartment, Clearwater

This one-bedroom flat is located on Oak Avenue in a quiet residential district, a mere 5 to 10-minute drive from the popular Clearwater Beach.
This apartment offers air conditioning, Wi-Fi, a fully equipped kitchen, and a patio, comfortably accommodating up to two guests for a stay in Clearwater.

9.6 112 reviews

Sunshine & Chill - 1 Bd Apt Near The Beach

apartment, Clearwater

This Clearwater apartment, near Crest Lake Park, is conveniently located 0.8km from Clearwater Beach and 1.6km from Clearwater's city centre.
The one-bedroom flat sleeps three, boasting a queen bed, recliner massage chair, and twin pull-out sofa bed, plus a fully equipped kitchen, on-site laundry, and parking; nearby attractions include Crest Lake Park and its dog park.

10 29 reviews

Find Coastal Family Comfort In Updated 3 Bed Home!

apartment, Clearwater

This three-bedroom Clearwater Beach house, a seven-minute (approximately 4.5km) drive from the beach, offers a convenient location for exploring the area.
Sleeping eight guests, the property boasts a spacious layout with modern amenities including a kitchen, air conditioning, and parking, plus a beautiful back patio ideal for outdoor gatherings.

9.7 29 reviews

Stylish New One Bedroom Condo Clearwater Beach

apartment, Clearwater

This Clearwater Beach condo is centrally located, offering easy access to Clearwater Beach and its attractions.
This fully renovated one-bedroom apartment sleeps two, boasting a king-sized bed, a new kitchen with granite countertops, a renovated bathroom with a walk-in shower, a large terrace, and access to a heated pool, gym, and clubhouse; beach essentials are provided.

9.8 140 reviews

Family Fun! Heated Pool/arcade/foosball + 2 Kings

house, Clearwater

This Clearwater family home, conveniently located near Clearwater Beach and its attractions, offers easy access to the city's best amenities.
Sleeping nine guests, this four-bedroom, two-bathroom property boasts a heated pool, expansive garden, fully equipped kitchen with dishwasher, two arcade games (NBA Jam and Mortal Kombat), a foosball table, and ample outdoor space with an outdoor TV and shower.

9.0 2 reviews

Bluejay's Nest Unit A - 12min To Clearwater Beach! With Backyard & Beach Items

apartment, Clearwater

This Dunedin seaside property is a short walk from Florida Auto Exchange Stadium and Dunedin Stadium, and within 3.2 kilometres of BayCare Alliant Hospital and Mease Dunedin Hospital.
This 79 square metre self-catering house sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen, free Wi-Fi, a patio, garden, and spa; enjoy the stunning sea views and easy beach access.

9.7 90 reviews

Most Comfortable Bed | 2 Baths | Pet Friendly

apartment, Clearwater

This family-friendly house in Clearwater is situated just a short distance from Eagle Lake Park and Morton Plant Hospital, with the Amish Country Store and Belleview Biltmore Golf Club within a slightly longer drive.
The 97 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen, a private fenced yard, and a spa tub, perfect for families seeking a relaxing and comfortable stay.

9.9 23 reviews

Beach House! 10 Min To Clearwater · Ev Charger

apartment, Clearwater

This family-friendly detached house is located in a residential area, approximately 1.6 kilometres from Clearwater Beach.
Sleeping up to 10 guests across 3 bedrooms, this property offers a fully equipped kitchen, a dedicated children's room with a PS5, and a patio with a barbecue and fire pit, with two parking spaces including an EV charger.

10 15 reviews

Beautiful Quiet Condo In Clearwater, Florida

apartment, Clearwater

This apartment in Clearwater offers a peaceful, central base, being a mere 7-minute drive from Downtown Clearwater and 10 minutes from its renowned beaches.
This one-bedroom condo comfortably accommodates up to four guests, featuring a king-size bed and a sofa bed, alongside an on-site swimming pool, hot tub, and fitness centre.

9.7 143 reviews

Feel At Home ! Only 5 Min From The Beach !

house, Clearwater

This Clearwater Beach apartment is ideally situated, a short 3km drive from Clearwater Beach and a mere 1.6km from Clearwater's downtown area.
The self-catering flat offers two king-sized bedrooms sleeping four, a fully equipped kitchen, on-site parking, and air conditioning.

10 3 reviews

Beautiful Clearwater Home

apartment, Clearwater

This Dunedin flat offers convenient access to historic downtown Dunedin, is a 15-minute drive from Clearwater Beach, and is 20 minutes from the airport.
This two-bedroom, one-bathroom flat accommodates up to five guests and features a kitchen, internet, parking, and a garden, with pets welcome.

No reviews

Your Slice Of Paradise Near Clearwater Beach 1br Condo

apartment, Clearwater

This one-bedroom condo in Clearwater is a short drive or cycle from Clearwater Beach, with convenient access to shops, restaurants, and attractions such as John's Pass Village & Boardwalk and Pier 60.
This 70 square meter apartment accommodates up to four guests, offering a fully equipped kitchen, a private balcony, free Wi-Fi, air conditioning, a communal swimming pool, and on-site laundry facilities.

Best family friendly Clearwater, FL vacation rentals

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

9.9 80 reviews

Sunnyside (Newly Renovated Condo In Clearwater!)

apartment, Clearwater

This Clearwater, Florida apartment is situated in a gated community, a short drive (distance unspecified, needs clarification in original text) from Clearwater Beach and within walking distance of local parks.
The two-bedroom, two-bathroom property sleeps four, offering a fully equipped kitchen, a heated pool, on-site fitness centre, and provided beach essentials including chairs, towels, and a cooler; a travel cot and highchair are also available.

9.8 6 reviews

Clearwater 3br Coastal Oasis | Free Heated Pool, Spa, Fire Pit, Game Room, Near Beach

apartment, Clearwater

This Greenbriar holiday home, a spacious three-bedroom property, is located in a peaceful neighbourhood, approximately 32km from Clearwater Beach, 29km from Honeymoon Island State Park, and 40km from Tampa International Airport.
The 119 square metre dwelling boasts a private heated pool and spa, a large fenced garden with outdoor games, a games room, and sleeps up to eight guests, offering exceptional cleanliness and beach-ready amenities.

9.8 46 reviews

Clearwater Iconic Heated Pool Home+games Sleeps 11

apartment, Clearwater

This spacious Clearwater, Florida holiday home is located under 24km from Clearwater Beach and Tampa International Airport.
Sleeping up to 11 guests, the four-bedroom property boasts a heated pool (extra charge), games room with billiards and shuffleboard, a fire pit, mini-golf, and a beach kit for convenient access to the coast.

9.9 19 reviews

Social Club Retreat | Pool, Spa & Mini Golf

apartment, Clearwater

This Clearwater holiday home, situated in the Highland Oaks neighbourhood, offers convenient access to Clearwater Beach and Pier 60, although precise distances require further clarification.
The four-bedroom, two-bathroom property comfortably sleeps nine guests and boasts a swimming pool, garden, and fully equipped kitchen including a dishwasher, alongside modern interior design and open-plan living space.

Best Clearwater, FL vacation rentals with a pool

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

9.9 8 reviews

Sol Vacation

house, Largo

Sol Vacatione, a holiday home in Largo, is located 8.4 kilometres from Pier 60 and 19.3 kilometres from John's Pass, with St. Pete-Clearwater International Airport just 8 kilometres away.
This 167 square metre holiday home offers 1 bedroom, 3 bathrooms, accommodates up to 17 guests, and features a kitchen, air conditioning, swimming pool, terrace, and complimentary Wi-Fi, with free private parking available.

No reviews

Studio In Clearwater With Pool #14

studio, Clearwater

This studio apartment is situated in the Lake Bellevue district of Clearwater, a short drive from Clearwater Beach and Pier 60 Park.
This fully furnished one-bedroom, one-bathroom flat accommodates two guests and offers amenities such as air conditioning, internet, a shared swimming pool, and parking.

9.8 84 reviews

My Cute Condo Clearwater Beachpoolpet Friendly

apartment, Clearwater

This Clearwater golf condo is centrally located, within 1.6km of Morton Plant Hospital and Pinellas County Primary Care, and within 3.2km of the Church of Scientology and Clearwater Country Club.
This one-bedroom apartment offers 46 square metres of space, sleeping up to two guests, and boasts a fully equipped kitchen, private balcony, in-unit laundry, free Wi-Fi, access to a swimming pool and fitness centre, and parking.

No reviews

Suite With 2 Queen Beds And Kitchen Pool #18

apartment, Clearwater

This studio flat is located in the Lake Bellevue district of Clearwater, a short drive from Clearwater Beach and within easy reach of John's Pass Village & Boardwalk.
This apartment offers a shared swimming pool and lounge areas, with accommodation for up to four guests, and is conveniently situated near Pier 60 Park and Jack Russell Stadium.

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?
Among the Airbnbs in Clearwater, FL, Surf N Sand Apartment 6, Waterfrontclearwater Beach Unaffected By Hurricane and Oceanfront View Beachfront Condo New U2 are the most popular ones.
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?
Surf N Sand Apartment 6, Oceanfront View Beachfront Condo New U2 and Waterfrontclearwater Beach Unaffected By Hurricane 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?
The best rentals for families and kids in Clearwater, FL are Oceanfront View Beachfront Condo New U2 , Wfh Away From Home Free Wi-fi And Parking - 4mi To Clearwater Beach and Hidden Beach Retreat.
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?
The best vacation rentals or Airbnb with a jacuzzi in Clearwater, FL are Wfh Away From Home Free Wi-fi And Parking - 4mi To Clearwater Beach, Reef Club 208 and Updated Condo Just Steps To The White Sand Beaches Of Clearwater Beach.
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

No reviews

4 Bedroom Clearwater Vacation Home With Amazing Backyard

house, Clearwater

House listing. This accommodation is based in Clearwater.
Services and facilities include a fridge, a dish washer and a washing machine. Take advantage of the air conditioning in this house!

8.9 98 reviews

Sunset Studio Retreat | Beso Del Sol Dunedin

apartment, Dunedin

This smoke-free studio apartment building in Dunedin is conveniently located within a mile of both the Dunedin Marina and Mease Dunedin Hospital, offering easy access to waterfront activities and healthcare facilities. The property has received very good user ratings and excellent scores for location and cleanliness.
The studio apartment, measuring 30 square metres, can accommodate up to two guests and features a fully equipped kitchen, a balcony, and a washing machine. The building also offers a range of amenities, including a swimming pool, a Jacuzzi, a spa, a fitness centre, a tennis court, a restaurant, and parking.

No reviews

111 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Clearwater

Vacation rental listing for 4 guests. This accommodation is located in Clearwater.
Services and facilities: a fridge, a kitchen and a garden. This house in Clearwater is ideal for families.

9.9 117 reviews

An Oasis Of Serenity: Secluded 1 Br With King Bed.

apartment, Clearwater

This one-bedroom apartment is located in the Avalon Complex in Clearwater, just 7 kilometres from Clearwater Beach. The complex offers a resort-style atmosphere with a heated pool, clubhouse, and fitness centre, and the apartment itself has received excellent ratings for cleanliness, location, and user experience.
The apartment has an open-plan layout and is 65 square metres in size. It includes a fully equipped kitchen, a private balcony, a king-size bed, a washer and dryer, free parking, and high-speed Wi-Fi.

Best Clearwater, FL vacation rentals with parking

8.0 847 reviews

Harbourside Resort, A New Hotel Collection Property

resort, Indian Rocks Beach

Harbourside Resort, A New Hotel Collection Property, is a 3-star hotel located in Indian Rocks Beach, a mere 4-minute walk from the shoreline and 10.9 kilometres from Clearwater Marine Aquarium and Sunsets at Pier 60.
This family-friendly accommodation offers rooms with balconies, a flat-screen TV, microwave, refrigerator, and coffee machine, alongside an on-site restaurant serving American cuisine and an optional water park with slides and a lazy river for an additional fee.

10 9 reviews

Nova-new Luxe Beach Villa-steps To The Beach-pool,spa &Jacuzzi-private Luxe Stay

house, Indian Rocks Beach

This ultra-luxury estate in Indian Rocks Beach is situated less than 100 metres from the white sand beach, offering direct ocean views and sunsets, and is within walking distance of over 14 restaurants and shops, with a water park located 2.4 kilometres away.
This expansive holiday home spans 929 square metres, accommodating up to 54 guests with 12 bedrooms and 13 bathrooms, and features a private 45-foot heated saltwater pool, two outdoor kitchens, and a gourmet chef's kitchen, alongside extensive family-friendly amenities and a comprehensive collection of beach essentials.

9.5 67 reviews

Lux Home Mins To Beach, Hospital* & Downtown

apartment, Clearwater

This three-bedroom flat is situated in a quiet, family-oriented district of Clearwater, offering convenient access to Clearwater Beach, just 1.6 kilometres away, downtown Clearwater's shops and eateries, and Morton Plant Hospital, a mere 800 metres distant.
This comfortable holiday home accommodates up to six guests and features air conditioning, Wi-Fi, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as a garden and parking.

9.9 78 reviews

Home Minutes From Clearwater Beach

apartment, Clearwater

This Clearwater duplex is conveniently located within walking distance of two parks and Clearwater's city centre, approximately 6.4km from Clearwater Beach.
The three-bedroom, two-bathroom apartment sleeps six, boasting a full kitchen, in-unit laundry, designated parking for two cars, and a private outdoor space; king, queen, and twin beds with a trundle are provided.

Compare Vacation Rentals & Airbnb in Clearwater, FL