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
Home in Sarasota
4.98 out of 5 average rating, 160 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Jun 27 – Jul 4
Home in Sarasota
4.97 out of 5 average rating, 110 reviewsGorgeous Home / Heated Pool and Spa
Nov 7 – 14
Condo in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
Jun 23 – 30
Home in Punta Gorda
4.93 out of 5 average rating, 123 reviewsTropical themed Island style home!
Apr 8 – 15
Condo in Siesta Key
4.92 out of 5 average rating, 137 reviewsSiesta Key Serenity At The Palm Bay Club
Oct 24 – 31
Apartment in Venice
4.7 out of 5 average rating, 215 reviewsGulf Getaway, pool, hot tub, kayaking to beach.
Apr 7 – 14
Home in Englewood
5.0 out of 5 average rating, 51 reviews"Peaceful Sol" - large 3 bd, just steps to BEACH!
Feb 27 – Mar 6
Home in Venice
4.98 out of 5 average rating, 53 reviewsCasa Coco | Garden
Jul 13 – 20
Family- and pet-friendly home rentals
Bungalow in Sarasota
4.92 out of 5 average rating, 265 reviewsDowntown Bungalow...Beaches- Restaurants- Cafes!
Jul 27 – Aug 3
Home in Sarasota
4.95 out of 5 average rating, 182 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Sep 17 – 24
Townhouse in Sarasota
4.95 out of 5 average rating, 329 reviewsPeacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙
May 27 – Jun 3
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
Aug 25 – Sep 1
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
Feb 28 – Mar 7
Home in Sarasota
4.87 out of 5 average rating, 205 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
Mar 6 – 13
Home in Sarasota
4.75 out of 5 average rating, 128 reviews"Safe & Clean" Pool Home 1 mile to Siesta Key
Sep 29 – Oct 6
Home in Sarasota
4.93 out of 5 average rating, 141 reviewsSarasota Sandpiper: 4 Bed/3 bath + Pool
Sep 13 – 20
Family-friendly home rentals with a pool
Home in Englewood
4.99 out of 5 average rating, 102 reviewsParadise on the Bay
Feb 23 – Mar 2
Home in Siesta Key
5.0 out of 5 average rating, 125 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Sep 9 – 16
Apartment in Sarasota
4.96 out of 5 average rating, 207 reviewsPrivate 2 Bedroom Suite with Kitchenette
Jun 15 – 20
Apartment in Sarasota
4.85 out of 5 average rating, 293 reviewsSarasota Downtown close to Lido Beach
Jul 26 – Aug 2
Home in Port Charlotte
4.85 out of 5 average rating, 213 reviewsPeaceful Port Charlotte 2Bd/2Ba on water
Jun 1 – 8
Condo in Siesta Key
4.96 out of 5 average rating, 105 reviewsSiesta Key Condo. Checkout our great rates!
Oct 21 – 28
Condo in Sarasota
4.91 out of 5 average rating, 216 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
Jan 3 – 10
Condo in Longboat Key
4.8 out of 5 average rating, 213 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Apr 4 – 11
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