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Search results; Over 1,000 homes in Clearwater Beach

Top guest favourite
Home in Clearwater Beach
The Cottage - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill. Just Steps from the beach.
1 bedroom, 1 bed, 1 private bathroom
31 Aug – 5 Sept
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4.94 out of 5 average rating, 211 reviews
Top guest favourite
Home in Largo
Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
3 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 14 reviews
Home in Dunedin
Downtown Dunedin 2026 Golf Cart & Bikes!
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Largo
Family Salt Water Heated Pool Mini Golf 10Min To B
3 bedrooms, 6 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 74 reviews
Top guest favourite
Villa in Indian Rocks Beach
Organic & Modern~90° Heated Salt Pool~Walk 2 beach
2 bedrooms, 4 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Bungalow in Indian Rocks Beach
Your private Waterfront Pool home!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.97 out of 5 average rating, 231 reviews
Home in Largo
Near Beaches | Luxurious King Beds | HUGE yard
3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Home in Clearwater
Fun, Funky, Fire Pit, Pool! 4 miles to Beach
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 45 reviews
Apartment in Clearwater
Accessible 2BR Suite - Bay View - Step-Free
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Aug
Top guest favourite
Home in Largo
Stargazing Giant Hammock/HeatedPool/Spa/Near Beach
5 bedrooms, 8 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Palm Harbor
The Palm Haus • Heated Pool • Near Beach • Games
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
4.99 out of 5 average rating, 126 reviews
Guest favourite
Home in Clearwater
NEW! LaPlage - Centrally Located - Family Friendly
4 bedrooms, 7 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Indian Rocks Beach
Steps 2 Sand | Magical Sunsets | Carefree Checkout
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.95 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Clearwater
Waterfront Modern and Spacious Condo 2 Bed/2bath
2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Home in Indian Rocks Beach
Muse by the Shore
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.98 out of 5 average rating, 55 reviews
Top guest favourite
Home in Clearwater
Paradise Point Private Pool Oasis |15 min to beach
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Home in Seminole
5 Bedrm Resort‑Style Pool •4 Kings •Near Beaches
5 bedrooms, 7 beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Guest house in Clearwater
New private guesthouse walk to downtown Dunedin
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.98 out of 5 average rating, 66 reviews