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Family-friendly vacation rentals in Caspersen Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Caspersen Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caspersen Beach family-friendly rentals
Family-friendly home rentals with a hot tub
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Home in Sarasota
4.97 out of 5 average rating, 114 reviewsGorgeous Home / Heated Pool and Spa
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Home in Sarasota
4.98 out of 5 average rating, 162 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
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Condo in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
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Guest suite in Sarasota
4.96 out of 5 average rating, 156 reviewsROYS PLACE Romantic, Private, Paradise!
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Home in Punta Gorda
4.9 out of 5 average rating, 125 reviewsTropical themed Island style home!
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Condo in Siesta Key
4.92 out of 5 average rating, 142 reviewsSiesta Key Serenity At The Palm Bay Club
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Rental unit in Venice
4.7 out of 5 average rating, 218 reviewsGulf Getaway, pool, hot tub, kayaking to beach.
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Home in Englewood
5 out of 5 average rating, 53 reviews"Peaceful Sol" - large 3 bd, just steps to BEACH!
Family- and pet-friendly home rentals
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Condo in Nokomis
4.83 out of 5 average rating, 151 reviewsPrivate Beachside Kitchenette
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Bungalow in Sarasota
4.92 out of 5 average rating, 267 reviewsDowntown Bungalow...Beaches- Restaurants- Cafes!
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Guesthouse in Punta Gorda
4.9 out of 5 average rating, 233 reviewsCharming Cottage
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Bungalow in Sarasota
4.88 out of 5 average rating, 104 reviews2BR, 2BA home in the heart of downtown Sarasota
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Home in Longboat Key
4.87 out of 5 average rating, 108 reviewsSummer House longboat key
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Guest suite in Sarasota
4.85 out of 5 average rating, 274 reviewsSapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
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Home in Sarasota
4.93 out of 5 average rating, 144 reviewsSarasota Sandpiper: 4 Bed/3 bath + Pool
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Home in Sarasota
4.95 out of 5 average rating, 191 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Family-friendly home rentals with a pool
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Rental unit in Sarasota
4.85 out of 5 average rating, 296 reviewsSarasota Downtown close to Lido Beach
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Guest suite in Cape Coral
4.9 out of 5 average rating, 483 reviewsCosy pool side Cabana
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Rental unit in Longboat Key
4.83 out of 5 average rating, 127 reviewsOcean Front Studio Special From $99/night
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Home in Rotonda West
4.91 out of 5 average rating, 160 reviews❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*
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Condo in Siesta Key
4.93 out of 5 average rating, 185 reviewsSteps away from beach and village! #1 in Siesta!
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Bungalow in Sarasota
4.92 out of 5 average rating, 319 reviewsPool & fenced-in yard in downtown edge bungalow
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Condo in Sarasota
4.91 out of 5 average rating, 218 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
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Home in Sarasota
4.88 out of 5 average rating, 136 reviews5 minutes to private Siesta Key Beach + 2 pools
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