
Family-friendly vacation rentals in Siesta Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Siesta Key
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 Siesta Key family-friendly rentals
Family-friendly home rentals with a pool

Gorgeous Home / Heated Pool and Spa

Paradise Cove

Twin Palms: Big House Steps to Beach w/Lush Pool

Summer House longboat key

2bed/2bath with POOL house, close by SIESTA KEY!!!

Tropical Paradise - Private Pool - Close Beaches

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis

Well Appointed and relaxing Pool Home
Family-friendly home rentals with air conditioning

A Wave From It All - PETS! Oasis Near Gulf Beaches

3/2 Home Heated Pool/close to Anna M. Beaches/ IMG

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

The Happy House - Seeing is Believing!

Family friendly with large pool

Heated Pool_Hot Tub/Spa_Close To Beaches_Remodeled

FAMILY-FRIENDLY HOME CLOSE TO EVERYTHING

UNIT 1 AT SIESTA KEY COTTAGE
Family-friendly home rentals with a hot tub

Siesta Key Serenity At The Palm Bay Club

B100 step to the sugar sand gulf front view & pool

Estate Living in The Meadows Golf Community

Traders' Haven - Historic 8th Ave Mega Beach Condo

NEW APR SALE Openings! Sarasota #1 Lux BEACH Villa

Shorewalk upgraded condo upstairs unit 4415

5min to Siesta, Heated Pool & Jacuzzi, Grill, WiFi

Modern Condo! Pools~Free WiFI. By IMG~Beaches~AMI.
Quick stats about vacation rentals that are family-friendly in Siesta Key
Total rentals
1.5K properties
Nightly prices starting at
G$12,548 GYD before taxes and fees
Total number of reviews
21K reviews
Pet-friendly rentals
270 properties allow pets
Rentals with a pool
1.2K properties have a pool
Rentals with dedicated workspaces
690 properties have a dedicated workspace
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- Crescent Beach
- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- North Beach
- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Myakka River State Park
- Tropicana Field
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Splash Harbour Water Park
- Jannus Live
- Sunken Gardens
- Englewood Beach
- River Strand Golf and Country Club