Discover a selection of 54 vacation rentals in Bay Isle, Sarasota that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $155 per night, and houses and condos are popular options for a stay in Bay Isle. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Bay Isle

What are the top vacation rentals in or near Bay Isle?

The heart wants what the heart wants, and right now it wants to take a vacation. Now's the time to pack your suitcase and retreat to one of these top vacation rentals in or near Bay Isle:

  • "A Bayside Treasure - Outstanding Waterfront Views" is popular with guests. Around 4 miles from Bay Isle, it has 2 bedrooms and loads of amenities to help you feel at home, including an oven and nearby ecotour services.
  • Alternatively, make a booking at "The Casa Coco | Coronado: Updated Home". Around 20 miles from the heart of Bay Isle, it has 2 bedrooms and comes with a washing machine and a dryer.

For even more great options, use the search bar at the top of the page to find the perfect Bay Isle vacation rental for you.

What are the best tiny house vacation rentals in or near Bay Isle?

For an unforgettable experience, book a tiny house rental in Bay Isle. We warn you though — after you've experienced life in a tiny house, the temptation to move into one of thes miniature digs will be hard to resist!

  • Experience a simpler way of life at "Mystic Sea Tiny House 4 Min To The Beach". Amenities at this small wonder in Englewood include lowered locks and towels.
  • "Pinecraft Tiny Home 2 - New, Cozy And Clean" offers conveniences such as a TV and air conditioning. Located in Southgate, you'll be able to live big in this small but well-designed hideaway.

What are the top-rated vacation rentals for weekend getaways in or near Bay Isle?

Forget about those chores, because weekends were made for fun. Escape to one of these weekend getaways in and around Bay Isle and take advantage of all the terrific things to do close by:

  • "Cleaned To New Standards: 4bedroom" is a top-rated option around 2 miles south of the center of Bay Isle. You'll never need to venture far to find something to keep you busy around this escape. Pull out your map and head for Payne Park and Woodmere Park. Activities like sailing and basketball will add the perfect finishing touch to your mini break.
  • "Waterfront Hideaway On Siesta Key In Sarasota" is another dream escape to consider. Around 5 miles southeast of Bay Isle, use it as a base to do a little golf or cycling. Cockroach Creek Greenway and Rolling Green Golf Club should also be on your itinerary while you're here.

Can I find studio apartments for rent in and around Bay Isle?

Studio apartments set a high bar when it comes to convenience and location. Get comfy in one of these studio apartments for rent in or near Bay Isle and experience the local vibe:

  • Explore the world around you and then sleep soundly at "Living The Dream Lido Available In October". This vacation rental is an excellent base for discovering the sights and offers amenities including a boat and a theme park.
  • Alternatively, organize a stay at "Cleaned To New Standards: Gorgeous Cottages Steps From Beach", which offers conveniences including a microwave oven and outdoor furniture.

There are many highlights around Bay Isle to put on your must-do list. Nourish your inner culture lover and visit John and Mable Ringling Museum of Art and Beatrice Friedman Symphony Center.

Can I find short term rentals in or near Bay Isle?

Yes, you sure can! Vrbo's short-term rentals in Bay Isle are an excellent alternative to a typical hotel room. Offering many of the conveniences of home, you'll be able to switch into vacation mode the second you arrive. Try one of these fabulous rentals on for size:

  • Conveniently located within easy reach of top attractions like Sarasota National Cemetery, "Living The Dream Lido Available In October" will make the ideal home away from home in Bay Isle.
  • "Cleaned To New Standards: Gorgeous Cottages Steps From Beach" is another terrific property that welcomes short-term guests. Make the most of your fleeting visit by exploring local hot spots, including Venetian Golf and River Club.

What are the best romantic weekend getaways in or near Bay Isle?

Nothing says "I love you" quite like a romantic weekend rendezvous. If you're eager to spend a couple of relaxing nights away with your beloved, we've got some romantic getaways in and around Bay Isle that will sweep you off your feet:

  • Put on some relaxing music and kick back together at "A Bayside Treasure - Outstanding Waterfront Views". Around 4 miles from Bay Isle, this property has everything you need for a romantic weekend away, including a nearby bay and a resort.
  • Another place where you can enjoy a few magical days together is "The Casa Coco | Coronado: Updated Home". Located around 20 miles from Bay Isle, beauty services and a nearby bay add to the atmosphere here.

What are the best large group vacation rentals in or near Bay Isle?

Big groups mean big-time fun. They also mean finding someplace that'll easily fit your whole squad. Browse our large group vacation rentals in or around Bay Isle and get everybody together under one roof:

  • You'll have ample space to spread out at "Contemporary Beach House, 5bd, 4 Bath". Around 20 miles southeast of Bay Isle, this generously sized property has 5 bedrooms and sleeps up to 12 guests. Top amenities include a swimming pool and a fireplace.
  • "Siesta Key Oceanfront Palace With Private Beach" is another option that'll fit the whole crew. It's around 1 mile to the southwest of Bay Isle, has 5 bedrooms and accommodates up to 12 guests. A garden and a swimming pool are among the things that'll help make your visit more comfortable.

What are the best houses for rent with a pool in or near Bay Isle?

A pool is often a must-have feature of any good vacation. Enjoy hours of entertainment frolicking about or simply chilling out by the water at one of these refreshing retreats in or near Bay Isle:

  • At the top of our list of cool pool escapes is "Siesta Breeze Beach House: 3bed". Traveling groups will feel right at home here, with amenities like nearby birdwatching activities and towels also at hand.
  • Alternatively, make a reservation at "This House Is A 3 Bedroom - S - , 2 Bathrooms" and spend your vacation poolside. A dishwasher and a fridge are other things your crew will love about this property.

What are the best large family vacation rentals in or near Bay Isle?

Every get-together with the family should be a memorable one. Whether you're planning a break with the kids or a celebration with relatives, Vrbo's large family vacation rentals in or near Bay Isle offer a home away from home with plenty of space for everyone:

  • Around 2 miles to the south of Bay Isle, "Cleaned To New Standards: 4bedroom" has 3 bedrooms and sleeps up to 7 guests. It comes with a host of amenities, including a dining table and a swimming pool.
  • "Beach Front 3bedroom 2 Ba Villa Near Siesta Key Village" also offers the space you need to connect with the ones you love. This rental is around 2 miles to the southwest of central Bay Isle and accommodates as many as 8 guests in its 3 bedrooms. A separate dining area and pet-friendly facilities will help keep everyone happy and comfortable.

If you want to see some family-friendly attractions in the area, you won't have to go far. St. Armands Circle, Sarasota Jungle Gardens and Mote Marine Laboratory & Aquarium offer fun for all ages.

What are the best large houses to rent with indoor pools in or near Bay Isle?

Nothing says ooh-la-la like having an indoor pool. Pack your swimsuit and splash around in the comfort and privacy of one of these roomy vacation homes in or near Bay Isle:

  • Unpack your bags at "Sarasota Bay Haven" and while away your days poolside. This roomy rental has 3 bedrooms that sleep up to 9 guests and a host of other quality amenities. A kitchen and a swimming pool are among them.
  • Another inviting property is "Gorgeous, Update Pool Home 5 Minutes To Siesta". With 3 bedrooms sleeping up to 8 guests, you can invite all your friends to swim, lounge and hang out. A swimming pool and a firepit are other amenities you'll find here.

Use the search bar at the top of the page and adjust the filters to find more outstanding Bay Isle vacation rental options for your next big getaway.