Luxury Vacation Rentals 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 52 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Sarasota

Home in Sarasota

3 bedrooms•2 baths

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New

Home in Sarasota

3 bedrooms•2 baths

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New

Home in Sarasota

6 bedrooms•7 baths

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Home in Sarasota

3 bedrooms•2 baths

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Home in Sarasota

6 bedrooms•7 baths

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Home in Sarasota

4 bedrooms•4 baths

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New

Home in Siesta Key

4 bedrooms•2.5 baths

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Home in Siesta Key

5 bedrooms•4 baths

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Welcome to Sarasota

Make Sarasota your backdrop with Wander’s collection of luxury vacation rentals in Sarasota, Florida. Each home is selected for elevated design and dependable comfort, so what you see is exactly what awaits. Expect airy, coastal-inspired layouts, generous natural light, and seamless indoor-outdoor living.

Enjoy hotel-grade details at every turn, from pristine cleaning and plush linens to chef’s kitchens and spa-like baths. Work or unwind with ultra fast WiFi, dedicated workspaces, private pools, and fitness areas, all supported by 24/7 concierge.

Whether it is a restorative escape or a productive change of scenery, our Sarasota homes blend privacy and polish for an effortless stay.

Destinations near Sarasota

Available soon in Sarasota

Home in Sarasota

3 bedrooms•2 baths

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New

Home in Sarasota

3 bedrooms•2 baths

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New

Home in Sarasota

3 bedrooms•2 baths

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Home in Siesta Key

4 bedrooms•2.5 baths

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Home in Siesta Key

5 bedrooms•4 baths

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Home in Siesta Key

8 bedrooms•6 baths

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Home in Siesta Key

3 bedrooms•2.5 baths

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Home in Siesta Key

8 bedrooms•6 baths

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New

Featured vacation rentals in Sarasota

Home in Siesta Key

4 bedrooms•2.5 baths

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Home in Siesta Key

5 bedrooms•4 baths

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Home in Siesta Key

8 bedrooms•6 baths

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Home in Siesta Key

6 bedrooms•5 baths

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Home in Siesta Key

3 bedrooms•2.5 baths

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Home in Siesta Key

8 bedrooms•6 baths

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New

Luxury

Home in Siesta Key

7 bedrooms•6.5 baths

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Home in Siesta Key

7 bedrooms•8 baths

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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

Myakka River State Park

Lido Key Beach

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.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Sarasota

Home in Sarasota

3 bedrooms•2 baths

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New

Home in Sarasota

3 bedrooms•2 baths

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New

Home in Sarasota

6 bedrooms•7 baths

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Home in Sarasota

3 bedrooms•2 baths

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Home in Sarasota

6 bedrooms•7 baths

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Home in Sarasota

4 bedrooms•4 baths

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New

Home in Siesta Key

4 bedrooms•2.5 baths

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Home in Siesta Key

5 bedrooms•4 baths

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View all homes

Most popular amenities for vacation rentals in Sarasota

Other popular amenities & vacation types in Sarasota

Family vacation rentals in Sarasota

Large group vacation rentals in Sarasota

Hot tub vacation rentals in Sarasota

Private pool vacation rentals in Sarasota

Discover more of Sarasota

Sarasota pairs Gulf beauty with cultural depth. Lounge on the cool quartz sands of Siesta Key, browse the boutiques of St. Armands Circle, or take in a performance at the Sarasota Opera and the Van Wezel. Art devotees can immerse themselves in The Ringling’s galleries and bayfront grounds, while design lovers trace the Sarasota School of Architecture across town.

Nature is always close, from dolphin-dotted Sarasota Bay to the mangrove tunnels near Lido Key and the wild expanse of Myakka River State Park. Golf, boating, and unforgettable sunsets set the rhythm, with mild winters and brilliant summer seas.

For a getaway that balances beach, culture, and outdoor adventure, Wander’s luxury 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 vacation rentals?

Wander offers a level of consistency and quality you won’t find with most 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 vacation rentals in Sarasota?

Some of our most popular vacation rentals in Sarasota include Siesta sunset - Close to beach, Sea La Vie, and Tamiami Vice - 2327. 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 vacation rentals does Wander have available in Sarasota?

Wander offers 52 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 vacation rentals in Sarasota?

You can check-in to Wander vacation rentals in Sarasota after 4.00pm and check-out before 10.00am.

Do Wander’s 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.