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Best Resort Rooms for Families Visiting Siesta Key

Siesta Key is among the most well-kept secrets of Florida’s vacation destinations. From its gorgeous white sand beaches to the delectable seafood restaurants and attractions for every age and interest, Siesta Key makes the ideal getaway spot for families. There’s something for everyone here, and our Siesta Key hotel rentals will guarantee you the ideal home during your stay. Read on to learn more about our top family-friendly rental options.

Overview shot of living and dining area in Siesta Key hotel rental for families

Waikiki House

This 3-bed, 3-bath rental is newly renovated and perfect for families of up to 10. You’ll find comforting amenities such as free WiFi, daily housekeeping, a full kitchen, and plenty of living space to socialize. Outside, find access to the BBQ grill, public courtyard, and nearby pool.

Living area in Siesta key hotel rental

Maui House

With 3 bedrooms and 2 bathrooms, groups of 10 will love this option. You will be able to use all of the BBQ grills, pools, and huts on the property, as well as rent from our preferred vendors for your kayaks, paddle boards, and more. Your rental also includes free parking and close proximity to the beach.

View of living room in Siesta Key hotel vacation rental

Crab Trap

Crab Trap holds 2 bedrooms and 1 bathroom to suit 6 guests. This cozy room has a full kitchen and large living and dining spaces for plenty of quality time. You’re just minutes from town and the gorgeous beaches, and bike rentals and beach chairs are free!

Overview shot of Siesta Key hotel room

The Marathon Key

This 2-bed, 1-bath rental option is just steps away from the pool and spa, putting luxury at your door. Enjoy a full kitchen, community heated pools, gaming areas, and the close proximity to all the best attractions in town.

Kitchen area of a 2 bedroom Siesta Key hotel room

The Casey Key 

Bring your family of 6 to The Casey Key, complete with 2 bedrooms and 1 bathroom. It has been newly remodeled to ensure your optimum comfort, and you can step outside to experience gorgeous courtyard views and all the fun to be had at the pool and spa.

Living and kitchen view of 2 bedroom Siesta Key hotel room

The Key West

This 2-bed, 1-bath unit is ideal for groups of up to 6. The Key West gives you the option to rent beach and water equipment from our preferred vendors, and the Adventure Tiki, gaming areas, tiki huts, and more guarantee you’ll always have something to do!

Overview of the space in a Siesta Key hotel rental

The Longboat Key

With 2 bedrooms and 1 bathroom, The Longboat Key is one of the many great options at our Siesta Key Beach hotel. Just a block away from the beach and the town, this selection is ideal for getting out the door in a hurry and experiencing all the town has to offer.

Kitchen of 2 bedroom hotel room in Siesta Key, FL

The Plantation Key

Enjoy phenomenal courtyard views from this 2-bed, 1-bath option. It features a new remodel complete with a full kitchen and ample space in the living and dining rooms, plus you have access to all the great amenities of the hotel. It’s also dog-friendly for a small additional fee!

View of the private pool and back patio area that comes with a Siesta Key hotel room

Crab Shack

Try this 2-bed, 1-bath rental with a private pool for you and your family to enjoy whenever you wish! You’ll also find incredible common spaces, tiki huts, and BBQ grills throughout the resort, and your full kitchen makes it easy to feed your group of 9.

Inside view of Siesta Key hotel room

Key Lime Cabana

Key Lime Cabana suits 8 between 2 bedrooms and 1 bathroom. You’re just steps from the pool and a couple of blocks from the beach, giving you immediate access to the water. Experience free beach equipment rentals, parking, WiFi, and more!

These are just a few of the incredible getaway rentals at our Siesta beach resort. For more information on family-friendly activities in the area and our full selection of rentals, contact us today!

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