Luxury Vacation Rentals with a Private Pool 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 28 private pool vacation rentals – enter your dates for availability.
Sarasota, FL
Wander Sarasota Modern
Next avail.
Jan 16 - Jan 22
610
Sarasota, Florida
Wander Sarasota Serenity
Next avail.
Jan 19 - Jan 21
511
Sarasota, Florida
Wander Sarasota Retreat
Next avail.
Jan 25 - Jan 27
410
Sarasota, Florida
Wander Sarasota Springs
Next avail.
Feb 2 - Feb 4
48
Sarasota, FL
Wander Sarasota Bay Breeze
Next avail.
Jan 16 - Jan 18
610
Sarasota, Florida
Wander Sarasota Luxury
Next avail.
Feb 1 - Feb 3
818
Sarasota, Florida
Wander Sarasota Key
Next avail.
Jan 24 - Jan 26
412
Siesta Key, Florida
Wander Siesta Key Dunes
Next avail.
Feb 9 - Feb 11
622
Welcome to private poolside luxury in Sarasota
Trade ordinary for extraordinary with Wander in Sarasota. Our luxury private-pool vacation rentals in Sarasota, Florida pair the polish of a five-star stay with the privacy of a modern coastal home. Every residence is beautifully designed, professionally cleaned, and supported by 24/7 concierge, so you can arrive to a flawless poolside setting and settle in without a worry.
Think temperature-controlled pools, spacious sun terraces, and lounge-ready lanais framed by swaying palms. Inside, expect hotel-grade linens, ultra fast WiFi, smart workstations, and thoughtful touches that make blending work and relaxation effortless. If pool time is nonnegotiable, these homes make every hour golden.
Sarasota, Florida
Wander Sarasota Springs
Next avail.
Feb 2 - Feb 4
48
Sarasota, FL
Wander Sarasota Modern
Next avail.
Jan 16 - Jan 22
610
Siesta Key, Florida
Wander Siesta Key Palms
Next avail.
Jan 20 - Jan 22
722
Sarasota, Florida
Wander Sarasota Retreat
Next avail.
Jan 25 - Jan 27
410
Sarasota, Florida
Wander Sarasota Haze
Next avail.
Jan 25 - Jan 27
1012
Siesta Key, Florida
Wander Siesta Key Sunset
Next avail.
Jan 31 - Feb 2
310
Sarasota, Florida
Wander Sarasota Paradise
Next avail.
Feb 6 - Feb 8
36
Sarasota, Florida
Wander Sarasota Breeze
Next avail.
Feb 21 - Feb 23
812
Sarasota, Florida
Wander Sarasota Serenity
Next avail.
Feb 7 - Feb 9
511
Sarasota, FL
Wander Sarasota Bay Breeze
Next avail.
Feb 7 - Feb 10
610
Sarasota, Florida
Wander Sarasota Luxury
Next avail.
Feb 21 - Feb 23
818
Sarasota, Florida
Wander Sarasota Key
Next avail.
Feb 14 - Feb 16
412
Siesta Key, Florida
Wander Siesta Key Dunes
Next avail.
Feb 14 - Feb 16
622
Siesta Key, Florida
Wander Siesta Key Palms
Next avail.
Feb 21 - Feb 23
722
Sarasota, Florida
Wander Sarasota Cottage
Next avail.
Feb 7 - Feb 9
412
Sarasota, FL
Wander Sarasota Palms
Next avail.
Feb 21 - Feb 24
610
Highlights in Sarasota
Discover a vibrant coastal city where stunning white-sand beaches meet a rich cultural scene, from world-class art museums to circus history.
The Ringling
Siesta Key Beach
Marie Selby Botanical Gardens
St. Armands Circle
Mote Marine Laboratory & Aquarium
Lido Key Beach
Myakka River State Park
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
Sarasota, FL
Wander Sarasota Modern
Next avail.
Jan 16 - Jan 22
610
Sarasota, Florida
Wander Sarasota Serenity
Next avail.
Jan 19 - Jan 21
511
Sarasota, Florida
Wander Sarasota Retreat
Next avail.
Jan 25 - Jan 27
410
Sarasota, Florida
Wander Sarasota Springs
Next avail.
Feb 2 - Feb 4
48
Sarasota, FL
Wander Sarasota Bay Breeze
Next avail.
Jan 16 - Jan 18
610
Sarasota, Florida
Wander Sarasota Luxury
Next avail.
Feb 1 - Feb 3
818
Sarasota, Florida
Wander Sarasota Key
Next avail.
Jan 24 - Jan 26
412
Siesta Key, Florida
Wander Siesta Key Dunes
Next avail.
Feb 9 - Feb 11
622
Most popular amenities for private pool vacation rentals in Sarasota
More popular private pool destinations near Sarasota
Other popular amenities & vacation types in Sarasota
Discover more beyond the pool in Sarasota
Sarasota brings Gulf Coast beauty into sharp focus. Powder-soft sands on Siesta Key and Lido Key meet calm, teal water that invites long, sunlit days. Beyond the shoreline, mangrove tunnels, dolphin-filled bays, and spectacular sunsets keep the camera out, while the city’s creative pulse beats through The Ringling, the opera, and a full calendar of performances.
From boutique shopping on St. Armands Circle to boat days and championship golf, the pace is easy yet elevated. With mild winters and vibrant summers, it is a year-round escape that balances coastal calm with cultural depth. This is why Wander’s luxury private-pool vacation rentals in Sarasota, Florida are the perfect choice, whether you are traveling for work or leisure.
FAQs: Vacation Rentals in Sarasota
Why should I book a Wander in Sarasota over other private pool vacation rentals?
Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.
Every home in Sarasota delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?
Which are Wander’s most popular private pool vacation rentals in Sarasota?
Some of our most popular private pool vacation rentals in Sarasota include Wander Sarasota Springs, Wander Sarasota Modern, and Wander Siesta Key Palms. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.
How many different private pool vacation rentals does Wander have available in Sarasota?
Wander offers 28 private pool vacation rentals in Sarasota, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.
What time is check-in and check-out at Wander’s private pool vacation rentals in Sarasota?
You can check-in to Wander private pool vacation rentals in Sarasota after 4.00pm and check-out before 10.00am.
Do Wander’s private pool vacation rentals in Sarasota have WiFi access?
Yes. Every Wander home in Sarasota has ultra fast, reliable WiFi so you can stay connected throughout your stay.
What is Wander’s cancellation policy?
You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.