Holiday Rentals in Clearwater, FL

5370 available vacation rental offers

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Clearwater, FL holiday rentals
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Best Holiday rentals and Airbnb offers in Clearwater, FL

Best family friendly Clearwater, FL holiday rentals

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

Backyard Paradise- Cozy Bungalow 4 Mi To Beach - Clearwater, FL
9.6 192 reviews

Backyard Paradise- Cozy Bungalow 4 Mi To Beach

apartment, Clearwater
This Clearwater bungalow, situated approximately 6.4 km from Clearwater Beach and within easy reach of Southie Coffee and Wards Seafood, offers a convenient base for exploring the area.
This two-bedroom, one-bathroom property sleeps six guests and boasts a private fenced backyard with a swimming pool, deck, and outdoor games, plus a fully equipped kitchen and modern amenities including smart TVs.
Spacious & Fun Family Gem | Pool, Beach, Blue Jays - Clearwater, FL
9.9 69 reviews

Spacious & Fun Family Gem | Pool, Beach, Blue Jays

house, Palm Harbor
This apartment is situated in a peaceful neighbourhood in Palm Harbor, Florida, just a short drive (around 10km) from the bustling downtown area, Clearwater Beach, and Weeki Wachee Springs. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
This spacious home offers 155 square metres of living space and can comfortably accommodate up to 6 guests. It's packed with features for a comfortable and enjoyable stay, including a heated saltwater pool, a family-friendly design with a dedicated games room, and a well-equipped kitchen.
Bluejay's Nest: Private Retreat W/ Yard And Patio - Clearwater, FL
9.8 71 reviews

Bluejay's Nest: Private Retreat W/ Yard And Patio

apartment, Clearwater
This Dunedin semi-detached house, a two-minute drive from Dunedin town centre and 1.6km from Clearwater Beach, offers easy access to the Pinellas Trail and Toronto Blue Jays Stadium.
Sleeping four guests, this freshly renovated property boasts two bedrooms, one bathroom, a fully equipped kitchen including fridge, freezer and microwave, in-unit laundry, a private patio, fenced garden, and four parking spaces; ideal for families visiting Clearwater.
Corner Apt, Private, Quiet, Patio, Central Clw - Clearwater, FL
9.9 321 reviews

Corner Apt, Private, Quiet, Patio, Central Clw

apartment, Clearwater
This Clearwater, Florida apartment is situated approximately 6.4 km from Clearwater Beach, close to US Highway 19 and Gulf to Bay Boulevard, offering easy access to local attractions.
The self-contained flat comprises one bedroom, one bathroom, sleeps four guests in a queen bed and sleeper sofa, and includes a full kitchen, Wi-Fi, cable TV, washer/dryer, and a screened patio with private parking.

Best Clearwater, FL holiday rentals with a pool

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

Spacious 1 Bedroom Condo, Walk To The Water! - Clearwater, FL
10 1 review

Spacious 1 Bedroom Condo, Walk To The Water!

apartment, Clearwater
This one-bedroom condominium in Clearwater offers convenient access to the beach, with Coachman Park and Largo Central Park a mere 5-minute drive away.
This apartment for four features a fully equipped kitchen, on-site parking, a swimming pool, a garden, and a private balcony, with a washing machine and dryer for your convenience.
Relaxing Coastal Getaway  Near Beach & Shops - Clearwater, FL
9.9 29 reviews

Relaxing Coastal Getaway Near Beach & Shops

apartment, Clearwater
This three-bedroom flat in Clearwater offers convenient access to the beach, shopping, and local attractions, situated just a few hundred metres from the coast.
This apartment accommodates up to eight guests and features air conditioning, a kitchen with a fridge, microwave, and dishwasher, and an above-ground swimming pool for recreation, making it suitable for family holidays or group trips.
Heated Pool  4br  Near Clearwater Beach - Clearwater, FL
9.7 100 reviews

Heated Pool 4br Near Clearwater Beach

apartment, Safety Harbor
This luxurious, recently renovated four-bedroom house near Safety Harbour, Florida, is situated approximately 11-16km from St. Pete-Clearwater International Airport and 11km from Clearwater Beach and a local park.
The property boasts a spacious layout sleeping eight guests, featuring a king-size master suite with en-suite, a 75" TV in the living room, a 65" TV and fireplace in the dining room, a fully equipped kitchen, private pool, and access to multiple courtyards, a fishing pond, and sun decks.
Happy Clearwater Condo In The Avalon/king Bed/gym - Clearwater, FL
9.9 78 reviews

Happy Clearwater Condo In The Avalon/king Bed/gym

apartment, Clearwater
This first-floor apartment is situated in a gated community just 6.5 kilometres from Clearwater Beach, offering easy access to the area's attractions. The property has received excellent ratings for its location, cleanliness and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to three guests. Guests can enjoy a range of amenities including a large lagoon-style heated pool, fitness centre, clubhouse, private patio, and a Nespresso coffee machine.

Frequently asked questions about holiday 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 waters. You should also visit the Clearwater Marine Aquarium, home to Winter the dolphin, and the Pier 60 sunset celebrations.
  • What are the best Airbnb and vacation rentals in Clearwater, FL?

    Surf N Sand Apartment 6, Waterfront Mid-century Chic #4 Clearwater Beach and Oceanfront View Beachfront Condo New U2 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?

    The area around Clearwater Beach is the most popular choice for vacation rentals, with lots of options to choose from. If you prefer a quieter stay, consider the North Shore, which is a bit further north and has a more residential feel.
  • What are the most popular Airbnbs in Clearwater, FL?

  • What are the top family-friendly attractions in Clearwater, FL?

    The Clearwater Marine Aquarium is a top choice, with its dolphin shows and interactive exhibits. The Suncoast Primate Sanctuary is another great option, where you can see rescued monkeys and learn about their conservation. For some fun in the sun, consider a trip to Sand Key Park, which has a playground and a splash pad.
  • 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 seasons, from April to May and September to October, when the weather is still pleasant and the crowds are smaller. Peak season is from June to August, when the weather is hot and humid, and the prices are higher.
  • What are the best rentals for families and kids in Clearwater, FL?

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

    Take a stroll along the Clearwater Beach boardwalk, enjoy a picnic at Sand Key Park, and watch the sunset at Pier 60. These activities are all free and offer a great way to experience the beauty of Clearwater.
  • 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 fresh seafood, head to Frenchy's Rockaway Grill, a popular spot known for its casual atmosphere and delicious dishes. If you're looking for a more upscale experience, try The Island Way Grill, which offers stunning views of the water and a menu of fresh, seasonal dishes.
  • What are the best walking or cycling routes in Clearwater, FL?

    The Pinellas Trail is a paved, 47 km trail that runs from Clearwater to St. Petersburg. It's a great option for both walking and cycling, and offers beautiful views of the area. 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?

    Yes, there are many pet-friendly attractions in Clearwater. Clearwater Beach is dog-friendly, and many restaurants and shops welcome well-behaved dogs. The Clearwater Beach Dog Park is a great place to let your furry friend run around and play.

Popular destinations

Best Clearwater, FL holiday rentals with a balcony

Landing Beautiful 1bd Pool Gym - Clearwater, FL
8.0 1 review

Landing Beautiful 1bd Pool Gym

apartment, Clearwater
This Nolen apartment in Clearwater is located a 16-minute walk from Pier 60 and 22.5 kilometres from John's Pass Village and Boardwalk.
This 70 square metre flat offers one bedroom, one bathroom and accommodates up to three guests, featuring air conditioning, a fully equipped kitchen and complimentary WiFi.
Pelican Pointe 426:walk To Beach~pool~free Parking - Clearwater, FL
9.8 6 reviews

Pelican Pointe 426:walk To Beach~pool~free Parking

apartment, Clearwater
This Clearwater Beach flat is located just a short walk from Beach Walk and St. Petersburg - Clearwater Beaches, and less than 1.6km from Pier 60 Park, a lively area with street performers and local vendors. The property has excellent user, location and cleanliness ratings.
The apartment has one bedroom and one bathroom, with a floor area of 35 square metres and a capacity for six guests. Amenities include a swimming pool, a tennis court, a balcony, free parking, and free Wi-Fi.
Royal Tropical At Avalon Clearwater - Pool & Free Parking - 10 Min Drive To Clearwater Beach - Clearwater, FL
10 100 reviews

Royal Tropical At Avalon Clearwater - Pool & Free Parking - 10 Min Drive To Clearwater Beach

apartment, Clearwater
This two-bedroom apartment at the Avalon Royal Tropical is located in Clearwater, just 3 kilometres from the popular Pier 60 entertainment spot. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 102 square metre apartment comfortably accommodates up to six guests. It offers a range of amenities including a swimming pool, fitness centre, restaurant, bar, and a garden, providing everything you need for a relaxing and enjoyable stay.
Heated-private Pool, 5min To Beach, King Bd, Bbq, - Clearwater, FL
9.6 5 reviews

Heated-private Pool, 5min To Beach, King Bd, Bbq,

apartment, Largo
This serviced apartment is situated in Largo's Medical Arts District, offering convenient access to St. Petersburg - Clearwater Beaches and Sand Key Park, with John's Pass Village & Boardwalk a short drive away.
This 139 square meter, four-bedroom residence comfortably accommodates up to eight guests and features a private heated pool, a modern chef's kitchen with stainless steel appliances, air conditioning, Wi-Fi, and on-site parking, with beach chairs and a wagon provided for your convenience.

Best Clearwater, FL holiday rentals with parking

Sunset Beach House - Clearwater, FL
9.5 109 reviews

Sunset Beach House

house, Clearwater
This Clearwater house is located a short walk from the beautiful Caladesi Island State Park Beach and less than 1.6km from Clearwater Beach, with Pier 60 being a 7km drive away. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house is a spacious 3-bedroom property with a floor area of 1 square metre, comfortably accommodating up to 12 guests. The house offers a range of amenities including a private pool, a balcony, a fully equipped kitchen, air conditioning, free Wi-Fi, and parking.
Bayside Condos 29 City And Bay Views - Clearwater, FL
8.9 136 reviews

Bayside Condos 29 City And Bay Views

apartment, Clearwater
This waterfront apartment is located just a 10-minute walk from St. Petersburg - Clearwater Beaches and Beach Walk, close to Pier 60 Park and Captain Blighs Landing. It has received very good user ratings and excellent scores for location and cleanliness.
The apartment has one bedroom, one bathroom and can accommodate up to four guests in its 46 square metres of space. Guests can enjoy a fully equipped kitchen, a balcony, a swimming pool, a restaurant and on-site parking, as well as access to the internet.
Waterfront Condo In Dunedin/clearwater - Clearwater, FL
9.8 95 reviews

Waterfront Condo In Dunedin/clearwater

apartment, Clearwater
This Clearwater beachfront apartment, situated on the Dunedin-Clearwater border, is 8km from Clearwater Beach, 2km from Downtown Dunedin, and a short walk from the Pinellas Trail and Dunedin Blue Jays Stadium.
The one-bedroom, one-bathroom flat sleeps two, features a fully equipped kitchen, shared laundry facilities, a private patio with sunset views, and offers an inflatable mattress for extra guests.
Beach Within Reach Apt 1 - Clearwater, FL
9.8 16 reviews

Beach Within Reach Apt 1

apartment, Clearwater
This Clearwater apartment, situated 1.4 kilometres from The Landings Golf Club and within 5 kilometres of Eagle Lake Park and St. Petersburg College, offers convenient access to local attractions.
The 70-square-metre property features two bedrooms, one bathroom, sleeps four guests, and includes a private patio, swimming pool, spa, and free Wi-Fi; nearby activities include the Clearwater Mall and Congo River Golf.
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