Search vacation rental in Clearwater, FL from 100+ sites!

5370 available vacation rental offers

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

Best Vacation rentals and Airbnb offers in Clearwater, FL

Best Clearwater, FL vacation rentals with a balcony

O Beautiful Condo Minutes From Gorgeous Clearwater Beaches O - Clearwater, FL
10 1 review

O Beautiful Condo Minutes From Gorgeous Clearwater Beaches O

apartment, Clearwater
This Clearwater Beach condo is located 1.8 miles from Pier 60 and 12-13 miles from John's Pass Village & Boardwalk.
This 1100-square-foot apartment features two bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, swimming pool, fitness center, and free parking.
Landing | Chic 1bd, Pool, Gym - Clearwater, FL
No reviews

Landing | Chic 1bd, Pool, Gym

apartment, Clearwater
This fully-furnished one-bedroom condo is located in Downtown Clearwater, within walking distance to Pier 60 Park and Clearwater Beach, and a short drive to John's Pass Village & Boardwalk and Jack Russell Stadium.
This 750 sq ft residence accommodates up to two guests and features in-unit laundry, a dedicated workspace, a resort-style pool with an outdoor kitchen, and an on-site gym with a CrossFit wall and yoga studio.
Waterside 21, Studio, Free Parking, Beaches, Pool - Clearwater, FL
9.6 201 reviews

Waterside 21, Studio, Free Parking, Beaches, Pool

apartment, Clearwater
This Clearwater apartment is just a 10-minute walk from St. Petersburg - Clearwater Beaches and Beach Walk, offering easy access to the area's beautiful beaches and attractions. It has earned excellent ratings for its location, cleanliness, and overall experience.
The one-bedroom apartment features a comfortable layout with 410 square feet of space and can accommodate up to 4 guests. Guests can enjoy a fully equipped kitchen, a private balcony, and access to a swimming pool, jacuzzi, and spa.
Waterfront Retreat 2br 2ba - Clearwater, FL
No reviews

Waterfront Retreat 2br 2ba

apartment, Clearwater
This first-floor condo in Clearwater's Edgewater neighborhood offers direct Intracoastal Waterway views, located 4.6 miles from Clearwater Beach and 1.5 miles from Downtown Dunedin.
This apartment sleeps up to 6 guests and features 2 bedrooms, 2 bathrooms, a modern kitchen with a fridge, microwave, and dishwasher, air conditioning, a private patio with water views, and on-site parking.

Where to stay in Clearwater?

Clearwater Beach

This stunning beachfront area offers not only beautiful white sand and crystal clear waters but also a vibrant atmosphere filled with restaurants, shops, and entertainment options. You can also explore the famous Clearwater Beach Pier, which offers iconic view.

Downtown Clearwater

With its impressive historic architecture, trendy stores, bars and restaurants, Downtown Clearwater is an ideal lodging option for anyone looking to explore a new side of the city. It is also conveniently located near other popular attractions.

Browse Family-Friendly Vacation Rentals in Clearwater, FL

Find the perfect family vacation rental or Airbnb in Clearwater, FL with plenty of room to spread out near local beaches.

Minutes To Beach, Dining & Events - Clearwater, FL
10 6 reviews

Minutes To Beach, Dining & Events

apartment, Clearwater
This Clearwater vacation home boasts a prime beachfront location, less than 1.2 miles from Jack Russell Stadium, Coachman Park, and the Church of Scientology.
The two-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen, private garden with barbecue grills, a swimming pool, spa, and free Wi-Fi, plus easy access to Clearwater's water park.
New! Clearwater Gem, 10 Min To Beach, 2 Min To Downtown Dunedin, King Bed - Clearwater, FL
9.5 7 reviews

New! Clearwater Gem, 10 Min To Beach, 2 Min To Downtown Dunedin, King Bed

house, Clearwater
This Clearwater vacation home, near downtown Dunedin (2 minutes away) and Clearwater Beach (10 minutes away), offers easy access to Pier 60 (2.6 miles) and John's Pass (15 miles).
This 780-square-foot rental boasts two bedrooms, one bathroom, and sleeps seven, featuring a fully equipped kitchen, free Wi-Fi, on-site parking, and a terrace.
12 Br Estate!heatedpool  Pickle  Gamerm Events - Clearwater, FL
No reviews

12 Br Estate!heatedpool Pickle Gamerm Events

apartment, Clearwater
This 12-bedroom, 11-bathroom estate in Clearwater is a private 1-acre gated property located 15 miles from Clearwater Beach & Pier 60 and 30 miles from Tampa International Airport.
This residence accommodates up to 20 guests with two homes, a main house and a pool house, featuring a heated saltwater swimming pool, hot tub, pickleball court, basketball court, chef's kitchen, game lounge with a pool table and bar, and outdoor entertainment spaces including a fire pit and grill.
Clearwater Hideaway W Huge Lap Pool 7 Min To Beach - Clearwater, FL
9.4 7 reviews

Clearwater Hideaway W Huge Lap Pool 7 Min To Beach

house, Clearwater
This Clearwater vacation home is conveniently located 2.8 miles from Pier 60 and 15 miles from John's Pass Village & Boardwalk, offering easy access to Clearwater Beach attractions.
The 1800-square-foot property boasts a spacious four-bedroom layout, accommodating up to 23 guests, and features a private heated pool, free Wi-Fi, and a fully equipped kitchen with modern appliances including a dishwasher.

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'll also want to check out Pier 60, where you can watch the sunset and browse local crafts and art. And don't forget to visit the Clearwater Marine Aquarium, home to Winter the dolphin.
  • What are the best Airbnb and vacation rentals in Clearwater, FL?

    Surf N Sand Apartment 6, Oceanfront View Beachfront Condo New U2 and Waterfront Industrial Chic #2 Clearwater Beach are the most popular Airbnb and vacation rentals in Clearwater, FL among travelers.

  • What types of vacation rentals are available in Clearwater?

    Going on a holiday is important. Hence, when you are planning a holiday you need to look for the right vacation rentals. Clearwater has plenty of options to choose from when you are looking for vacation rentals that range from small apartments and condos to bigger homes and luxurious villas that can spoil you for choices and convenience. These condos and apartments are packed with all facilities and amenities to make your trip memorable. Also, these luxurious villas offer oceanfront views to ensure the best luxury and location you can buy while you are holidaying in Clearwater.
  • 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. If you're looking for something a little quieter, consider Indian Rocks Beach or Belleair Bluffs. For a more urban experience, downtown Clearwater is a good option.
  • What are the most popular Airbnbs in Clearwater, FL?

  • What are the unmissable activities to do in Clearwater?

    When you are in Clearwater you want to make the most of the time you have. Clearwater certainly has plenty of coastlines and therefore you can explore some of the local beaches that would allow you to unwind and relax. While you are here you can also explore the Honeymoon Island State Park and Caladesi Island State Park. If you are with kids you can also explore the Clearwater Marine Aquarium where visitors can explore the marine life. If you love sports you can go watch a game at Spectrum Field or just stroll the Cleveland Street District and shop around.
  • What are the top family-friendly attractions in Clearwater, FL?

    The Clearwater Marine Aquarium is a popular choice, especially for kids who love dolphins. The beach is always a hit with families, and there are plenty of parks and playgrounds around town. The Suncoast Seabird Sanctuary is a great place to see rescued birds of prey.
  • What are the best vacation rentals with a pool in Clearwater, FL?

  • Where is the best place to stay in Clearwater?

    When you are in Clearwater you can stay Downtown which would allow you to access most of the local attractions. It is also the cultural hub of the town and therefore you can find many hotels and even vacation rentals that would help you do more. Being Downtown also allows you to stay connected to other roads which connect to Tampa. If you are going to travel more across the city being in Downtown and neighbouring areas would allow you to find excellent restaurants, cafes, shopping areas and even parks.
  • 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 seasons, from April to May or September to October, when the weather is still good but the crowds are smaller. You can also find good deals during the winter months, but be aware that the weather can be unpredictable.
  • What are the best rentals for families and kids in Clearwater, FL?

  • What are popular theme parks near Clearwater?

    Celebration Station - Not too far from Downtown Celebration Station is a great amusement park that would offer plenty of thrilling rides. Kids can enjoy bumper boats, mini-golfing, go-karts and even arcade games along with snack counters. Clearwater Beach Waterslide - If you are looking for some beach entertainment, Clearwater Beach Waterslide is a great option for water slides and activities. Kids can also enjoy the bouncy trampolines at the park. The Exit Games - If you are looking for some adventure and survival games, The Exit Games can provide you with the best time with your friends and family.
  • What events or festivals should visitors check out in and around Clearwater, FL?

    The Clearwater Jazz Festival is a popular event in the spring, and the Clearwater Beach Wine & Food Festival is a great option for foodies. The Sunsets at Pier 60 festival is a nightly event that happens year-round, with street performers and vendors.
  • What are the best rentals or Airbnbs with a jacuzzi in Clearwater, FL?

  • What are the best events in Clearwater?

    Clearwater Jazz Holiday - If you are into jazz music you can visit the city for Clearwater Jazz Holiday that happens in October. This event brings some of the best jazz musicians from across the nation along with some shop, eat and dance events. 

    Pier 60 Sugar Sand Festival - Sand-sculpting festivals can be a good way to break your monotonous routine. The Pier 60 Sugar Sand Festival is a two-week event that brings some of the top sand-sculpting artists and creative people along with street performers and local vendors. 

    Chalk Art Festival - Another excellent event that you can enjoy in Clearwater is the Chalk Art Festival which brings together more than 40 chalk artists while the winner wins through the votes of the people.

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

    Walking or biking along the Pinellas Trail is a great way to see the area and get some exercise for free. You can also spend time at the beach, which is always free. The Clearwater Beach Farmers Market is a great place to find fresh produce and local crafts.
  • What are the best restaurants with local dishes in Clearwater, FL?

    Frenchy's Rockaway Grill is a local favorite for fresh seafood, and the original location is right on the beach. For a more casual experience, try the Clearwater Beach Cafe, which has a great view of the water. If you're looking for something a little fancier, try the Columbia Restaurant, which is known for its Spanish cuisine.
  • What are the best walking or cycling routes in Clearwater, FL?

    The Pinellas Trail is a paved, 47-mile trail that runs from Tarpon Springs to St. Petersburg, and it passes through Clearwater. The trail is great for walking, biking, and rollerblading. For a shorter walk, try the Clearwater Beach Walk, which runs along the beach from Pier 60 to the south end of the island.
  • Are there pet-friendly attractions in Clearwater, FL?

    The Clearwater Beach is pet-friendly, and there are several dog parks in the area. The Suncoast Seabird Sanctuary has a few trails that are open to dogs on a leash. Many restaurants have outdoor seating that is pet-friendly.
  • What are the benefits of choosing a vacation rental in Clearwater, FL?

    Vacation rentals offer more space and privacy than hotels, and they can be a good option for families or groups of friends. They often have kitchens, so you can save money by cooking some of your own meals. Many rentals also have amenities that you won't find in hotels, like pools and hot tubs.
  • 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. The Ruth Eckerd Hall is a performing arts center that hosts a variety of events, including concerts and Broadway shows. The Clearwater Beach Marina is a popular spot for boating and fishing.

Popular destinations

Best Clearwater, FL vacation rentals with parking

Coastal Escape Near The Beach  Pet Friendly - Clearwater, FL
9.7 154 reviews

Coastal Escape Near The Beach Pet Friendly

apartment, Clearwater
This Clearwater Beach studio apartment is conveniently located near Crest Lake Park (a 5-minute walk), downtown Clearwater (a 3-minute drive), and Clearwater Beach (3 miles away).
This pet-friendly unit sleeps up to four guests and features a fully equipped kitchenette, free Wi-Fi, on-site parking, and a shared washer/dryer, all within walking distance of shops and restaurants.
The Fairmont Getaway - Clearwater, FL
9.3 103 reviews

The Fairmont Getaway

house, Clearwater
The Fairmont Getaway is near Clearwater Beach, Florida, a 20-minute drive from Honeymoon Island State Park.
This four-bedroom, two-bathroom vacation home sleeps eight, offering a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, parking, a fireplace, and BBQ facilities.
Jefferson Executive Suites #4 - Clearwater 2/1 Apt - Clearwater, FL
9.6 11 reviews

Jefferson Executive Suites #4 - Clearwater 2/1 Apt

apartment, Clearwater
This Clearwater apartment rental is located less than a mile from downtown Clearwater, Coachman Park, and The Shell, and three miles from Clearwater Beach.
The two-bedroom, one-bathroom unit sleeps three, features a fully equipped kitchen with stainless steel appliances, a dedicated office with a convertible couch bed, free on-site parking and laundry, a 65" smart TV, and high-speed Wi-Fi.
Firepit, Hammock, Bbq  Minutes From Beach - Clearwater, FL
9.7 210 reviews

Firepit, Hammock, Bbq Minutes From Beach

apartment, Clearwater
This Clearwater vacation home is located just a short distance from the ocean, within 2 miles of Belleview Biltmore Golf Club, Eagle Lake Park, and Morton Plant Hospital. It has received excellent ratings for its location, cleanliness, and overall experience.
This family-friendly rental sleeps up to 10 guests in 3 bedrooms and has 2 bathrooms. It includes a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, parking, and internet access.

Neighborhoods and points of interest in Clearwater, FL

Choose the Right Vacation Rentals with a Pool in Clearwater, FL

A vacation rental with a pool in Clearwater, FL is the ideal way to complement your daily coastal adventures.

Family Fun! Heated Pool/arcade/foosball + 2 Kings - Clearwater, FL
9.6 7 reviews

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

apartment, Clearwater
This family-friendly vacation home in Clearwater is located less than 1 mile from Tampa Bay and Pier 60 Park, offering convenient access to local attractions.
This 2000 sq ft rental accommodates up to 9 guests with 4 bedrooms, 2 bathrooms, a heated swimming pool, outdoor TV, grill, and provided beach amenities, plus it's near The BayCare Sound and Congo River Golf.
Coastal Near The Beach Studio With Poolpets Ok #5 - Clearwater, FL
No reviews

Coastal Near The Beach Studio With Poolpets Ok #5

studio, Clearwater
This coastal studio is located in Clearwater's Lake Bellevue neighborhood, offering easy access to John's Pass Village & Boardwalk, Pier 60 Park, and Clearwater Beach, all within 1 mile.
This pet-friendly apartment features air conditioning, Wi-Fi, and on-site parking, accommodating up to 4 guests with a 10:00 AM check-out time, and is ideal for beach lovers seeking comfort and convenience.
3br | Saltwater Pool + Spa | Solar Heated | 9 Min To Airport | Sleeps 7 - Clearwater, FL
9.4 3 reviews

3br | Saltwater Pool + Spa | Solar Heated | 9 Min To Airport | Sleeps 7

house, Largo
This Largo villa, located in the Greenbrook Estates neighborhood, offers easy access to Splash Harbour Water Park, Tampa Bay, and Pier 60 Park.
This 14,920-square-foot house features three bedrooms, two bathrooms, sleeps seven guests, and includes a private heated pool, jacuzzi, and modern amenities like paid-off solar panels and a gourmet kitchen.
Fun House! Pickleball, Disc Golf, Hot Tub & Pool! - Clearwater, FL
10 3 reviews

Fun House! Pickleball, Disc Golf, Hot Tub & Pool!

apartment, Clearwater
This apartment in Clearwater is located near Tampa Bay and Clearwater Beach, with Splash Harbour Water Park and Congo River Golf - Clearwater within a short drive.
This pet-friendly vacation home accommodates up to 11 guests across 4 bedrooms and features a full-size pickleball court, disc golf baskets, a clubhouse, pool, hot tub, and fire pit, with a bouncy water slide available for an additional fee.

Browse Waterfront Vacation Rentals in Clearwater, FL

Relax near the shore in these coastal Clearwater, FL vacation rentals, combining comfortable amenities with beautiful seaside scenery just moments away.

Coastal Condo On Dunedin Causeway! Walk To The Bea - Clearwater, FL
9.5 50 reviews

Coastal Condo On Dunedin Causeway! Walk To The Bea

apartment, Dunedin
301 Bay Harbor Waterfront Condo Near Beach & Shops - Clearwater, FL
9.9 55 reviews

301 Bay Harbor Waterfront Condo Near Beach & Shops

apartment, Clearwater
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
Charming And Spacious Studio In Delightful Clearwater Beach - Clearwater, FL
9.8 19 reviews

Charming And Spacious Studio In Delightful Clearwater Beach

studio, Clearwater

Traveler-Approved Luxury Vacation Rentals in Clearwater, FL

These high-end vacation rentals in Clearwater, FL offer luxury living and unmatched quality near the shore.

Walk To Baycare Ballpark, Pool And Hot Tub - Clearwater, FL
9.8 173 reviews

Walk To Baycare Ballpark, Pool And Hot Tub

apartment, Clearwater

Explore Vacation Rentals with Saunas in Clearwater, FL

Elevate your wellness routine with a vacation rental featuring a sauna in Clearwater, FL , ideal for a restorative end to your day.

Snowbird Friendly Condo With Pool Hot Tub Sauna Fitness Room And On Site Tennis - Clearwater, FL
10 2 reviews

Snowbird Friendly Condo With Pool Hot Tub Sauna Fitness Room And On Site Tennis

apartment, Clearwater
4 Bedroom Clearwater Vacation Home With Amazing Backyard - Clearwater, FL
9.2 101 reviews

4 Bedroom Clearwater Vacation Home With Amazing Backyard

house, Clearwater
Waterfront Oasis 3 Br/4 Beds~3 Min Walk To Beach. - Clearwater, FL
10 3 reviews

Waterfront Oasis 3 Br/4 Beds~3 Min Walk To Beach.

house, Clearwater
Cbc 2-17f Beachfront Bliss With Gulf Views! - Clearwater, FL
9.8 20 reviews

Cbc 2-17f Beachfront Bliss With Gulf Views!

apartment, Clearwater
©2026 cozycozy.com