Luxury Vacation Rentals for Families in Sarasota
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 29 family vacation rentals – enter your dates for availability.
Sweet deal
Sarasota, Florida
Wander Sarasota Paradise
Next avail.
Nov 29 - Dec 1
36
Siesta Key, FL, US
Wander Siesta Key Bayfront
Next avail.
Nov 17 - Nov 23
47
Sarasota, Florida
Wander Sarasota Springs
Next avail.
Dec 1 - Dec 3
48
Sarasota, FL, US
Wander Sarasota Keyview
Next avail.
Nov 29 - Dec 1
48
Sarasota, Florida
Wander Sarasota Sky
Next avail.
Mar 28 - Apr 3
49
Sarasota, FL, US
Wander Sarasota Modern
Next avail.
Nov 22 - Nov 28
610
Sarasota, FL, US
Wander Sarasota Bayview
Next avail.
Nov 21 - Nov 27
510
Sarasota, FL, US
Wander Sarasota Bay Breeze
Next avail.
Dec 5 - Dec 7
610
Welcome to family adventures in Sarasota
Gather the whole crew in style with our luxury family vacation rentals in Sarasota. Wander brings the polish of a five-star hotel to spacious private homes, giving you the freedom to settle in and make memories without compromise.
Think generous multi-bedroom layouts, inviting living spaces, and sunny outdoor areas made for poolside downtime. Many homes include private pools or hot tubs, game or media spaces, and thoughtful details that keep every age comfortable. Hotel-grade amenities come standard, from ultra fast WiFi and pristine cleaning to fitness options and 24/7 concierge support. It is the easiest way to enjoy Sarasota as a family, with everything you need already in place.
Sweet deal
Sarasota, Florida
Wander Sarasota Paradise
Next avail.
Nov 29 - Dec 1
36
Sarasota, FL, US
Wander Sarasota Modern
Next avail.
Nov 22 - Nov 28
610
Sarasota, Florida
Wander Sarasota Springs
Next avail.
Dec 1 - Dec 3
48
Sarasota, Florida
Wander Sarasota Retreat
Next avail.
Nov 30 - Dec 2
410
Siesta Key, Florida
Wander Siesta Key Sands
Next avail.
Dec 2 - Dec 4
716
Siesta Key, Florida
Wander Siesta Key Tides
Next avail.
Dec 2 - Dec 4
312
Sarasota, FL, US
Wander Sarasota Bayview
Next avail.
Nov 21 - Nov 27
510
Siesta Key, Florida
Wander Siesta Key Sunset
Next avail.
Dec 8 - Dec 10
310
Sweet deal
Sarasota, Florida
Wander Sarasota Paradise
Next avail.
Dec 12 - Dec 15
36
Sarasota, FL, US
Wander Sarasota Bay Breeze
Next avail.
Dec 5 - Dec 8
610
Siesta Key, Florida
Wander Siesta Key Sunset
Next avail.
Dec 12 - Dec 14
310
Sarasota, Florida
Wander Sarasota Serenity
Next avail.
Dec 12 - Dec 14
511
Siesta Key, Florida
Wander Siesta Key Tides
Next avail.
Dec 5 - Dec 7
312
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in Sarasota
Sweet deal
Sarasota, Florida
Wander Sarasota Paradise
Next avail.
Nov 29 - Dec 1
36
Siesta Key, FL, US
Wander Siesta Key Bayfront
Next avail.
Nov 17 - Nov 23
47
Sarasota, Florida
Wander Sarasota Springs
Next avail.
Dec 1 - Dec 3
48
Sarasota, FL, US
Wander Sarasota Keyview
Next avail.
Nov 29 - Dec 1
48
Sarasota, Florida
Wander Sarasota Sky
Next avail.
Mar 28 - Apr 3
49
Sarasota, FL, US
Wander Sarasota Modern
Next avail.
Nov 22 - Nov 28
610
Sarasota, FL, US
Wander Sarasota Bayview
Next avail.
Nov 21 - Nov 27
510
Sarasota, FL, US
Wander Sarasota Bay Breeze
Next avail.
Dec 5 - Dec 7
610
Discover more family fun in Sarasota
Sugar-soft sand, calm Gulf waters, and glowing sunsets set the tone for family time on Florida’s Cultural Coast. Sarasota’s beaches are famously gentle, with shallow shorelines that make it easy for little swimmers and long sandcastle sessions.
Days can be as curious as they are carefree. Meet rescued turtles and rays at Mote Marine Laboratory and Aquarium, wander living exhibits at Marie Selby Botanical Gardens, bike the Legacy Trail, or paddle the Lido Key mangrove tunnels in clear, protected water. Add a stop at The Ringling for art and the Circus Museum, then cap it all with dinner by the bay.
This is why Wander’s luxury family vacation rentals in Sarasota are the perfect choice, whether you are traveling for work or leisure.