The Best Airbnb Vacation Rentals for Groups in Sarasota, Florida (February 2021)

Sarasota's beaches offer natural beauty, white sand, excellent restaurants, and a number of great vacation rentals that will make you stay comfortable, convenient and fun. Below is a list of great vacation rentals for groups on Longboat Key, Venice, Lido Key, Manasota Key, Siesta Key, and Casey Key. All of these places have the extra space you need for a group of friends, and are much better than hotels rooms. With full kitchens, extra bedrooms, and more, they are all great vacation rentals. Some even have pools!

Jump to:
- Longboat Key
- Venice
- Lido Key
- Manasota Key
- Siesta Key
- Casey Key

Longboat Key

Longboat Key is a relaxed and less crowded island along Sarasota's coastline. There are a number of great vacation rentals in the area, many of which are great for groups. Below are just a few.

Cedars East Resort Townhouse

2 Bedrooms/2.5 Bathrooms
This 2 bedroom townhouse is a nice option for groups of up to 6 people. It's located in the Cedars East Resort and has access to a quiet beach, and many great amenities. There are tennis courts, a heated pool, a fitness center, free bikes, and a dock. There are also plenty of restaurants nearby. Do note that this isn't a good place for those traveling with young children 2 or under.

3 Bedroom Country Club Home

3 Bedrooms/2 Bathrooms
This modern 3 bedroom home is a great option for groups of up to 6 people. It's a private home that is close to St. Armand's Circle as well as the beach. Groups really appreciate the private pool and the view.

2 Bedroom Longboat Key Condo

2 Bedrooms/2 Bathrooms
The 2 bedroom condo is part of a small boutique complex on Longboat Key. It's a nice option for smaller groups. There's a kitchen, living room, and 2 bedrooms. The complex also has a heated pool, hot tub, tennis court, and fishing dock. The unit is located right on the gulf and is walking distance to restaurants.


Groups enjoy Venice because it has a fun downtown area with boardwalks, cafes, and popular beaches. The island also has the longest beach in Sarasota, Caspersen Beach. There are a number of hiking paths and natural areas as well, so whether your groups enjoy nature, relaxation, or dining out, there really is something for everyone. Below are some of the area's best vacation rentals for groups.

Villa Sorrento

3 Bedrooms/2 Bathrooms
The heated pool at this house is popular with groups. The house is also about a 6 minute walk from the beach and just a mile from Historic Venice Avenue with its many shops and restaurants. The house has an island style and is located in a quiet area. There's a nice kitchen, a grill, and everything else your group may need to enjoy their vacation. It's great for groups of up to 8 people.

Venice Island Pool House

4 Bedrooms/3 Bathrooms
This pool house is a fun option for groups of up to 8 people. It's walking distance to both the beach and Venice Avenue. There's a heated pool and the house is designed with beautiful Spanish architecture that gives the house character. It also has a truly tropical feel, so it won't be long before you feel like you're living in paradise.

Lido Key

Between Longboat Key and Siesta Key is Lido Key, which has three beaches - North Lido, Lido Beach, and South Lido. It's a nice spot for groups and there are a number of vacation rentals in the area.

Lido Beach Villa

2 Bedrooms/1 Bathroom
This charming villa has 2 bedrooms and can sleep up to 6 people. It has a cute outdoor space and is just 1 block from the Lido Beach. It's also less than a 10 minute walk from St. Armand's Circle. This makes a great retreat for groups who want to enjoy everything that Lido Beach has to offer.

Manasota Key

Manasota Key is a favorite for nature enthusiasts. There are mangroves and sand dunes, as well as three main beaches - Manasota, Blind Pass, Englewood, and Stump Pass. The island has a number of pavilions, picnic tables, and grills, and there's also a state park.

Manasota Key has a number of vacation rentals available for groups and some favorites are described below.

Starfish Stays

2 Bedrooms/1 Bathroom
Starfish Stays is a modern 2 bedroom apartment that can sleep up to 6 people including a sofa bed. The condo is just a short walk from the beach and there's a nice deck where you can enjoy the Florida weather. The apartment is designed with relaxation in mind, so it's easy to forget your worries here and simply enjoy a beach vacation.

Siesta Key

Siesta Key is an 8 mile long island with some of the best beaches in the area. There's a lot of activities that groups can enjoy, whether you like relaxing by the beach or partying at night.

Below are some nice vacation rentals for groups headed to Siesta Key.

Bright and Beach Condo

2 Bedrooms/1 Bathroom
This bright and beachy condo really feels like a slice of paradise. There are 2 bedrooms and space to sleep up to 7 people including the sofa bed.There's private beach access as well as a community pool. There's a full kitchen you can use, or you could hit up one of the many nearby restaurants.

Crescent Arms

2 Bedrooms/2 Bathrooms
This 4th floor corner condo is a great option for groups of up to 6 people. There's a view of the Gulf, plenty of places to lounge, a full kitchen, and a heated pool. For groups who want to enjoy a full scale beach vacation, this is a nice place.

Casey Key

Casey Key is on the south end of Sarasota. There are picnic areas, food stands, lifeguards, and a nice park.

Secret Garden

2 Bedrooms/1 Bathroom
If you're looking for a true tropical paradise, then you've found it. This beach villa is truly one of a kind. From the freeform pool with waterfalls to the wraparound balcony, chef kitchen, and tropical landscaping, this house is a favorite in the Sarasota area. Small groups of up to 5 people will truly enjoy a vacation in paradise at this house.

Happy Travels!
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The Best Airbnb Vacation Rentals for Groups in Sarasota, Florida (February 2021) | Budget Your Trip

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