Boutique hotel vacation rentals in Sarasota County

4.77 out of 5 average rating, 43 reviews

Bayside Bliss - 1 KING BR, 1 BA; Coffee Shop

Stay in a piece of history! The Bayside Bliss Room on the second floor, is part of the historically significant (former) Charles Ringling estate; now The Reserve Retreat. The property boasts 2 restaurants, coffee/tea shop, wine, craft beer bar. Complimentary drip coffee in our Café (open 8a-2p Fri-Sun). Across the street from Sarasota Bay, & five minutes to Lido Key Beach & St. Armand's Circle. Short distance to Siesta Key Beach downtown & the best Sarasota attractions & cultural destinations.

4.79 out of 5 average rating, 71 reviews

Junior Suite 2 king/beds, private bath

This spacious 2nd floor room was part of the former, significantly significant, Ringling home. The 2-king-bed room is romantically decorated in '20s style. The room faces Tamiami Trail at the 14th St round about, so road noise should be expected. The property boasts 2 restaurants, coffee/tea shop, wine, & craft beer bar. Complimentary drip coffee in our Café (opens 8a Fri-Sun). The other restaurant is upscale with a menu featuring masterfully prepared food from Italy and the Mediterranean.

4.94 out of 5 average rating, 79 reviews

The Footloose Studio at Casa Limonada.

Casa Limonada Boutique Motel is situated in the heart of picturesque Lido Key, a great place to enjoy outdoor adventures, incredible sunsets, world-class dining experiences, and boutique shopping in the warm sunshine of Florida’s West Coast. Guests are a short stroll from the white sands of Lido Beach, minutes from the vibrant tourist destination of St. Armand’s Key, and a quick drive to downtown Sarasota, Siesta Key, or Longboat Key. We are the perfect destination for your Florida vacation!

4.9 out of 5 average rating, 49 reviews

The Shiver Me Timbers Mini Studio at Casa Limonada

4.72 out of 5 average rating, 82 reviews

August Ringling 1 KING, 1 BA Bay, Beach, Downtown!

This room was originally part of the Ringling family home. The Reserve Retreat has 2 restaurants, a coffee/tea shop & a craft beer and wine bar. The Café is open for breakfast & lunch-Fri-Sun 8a-2p. The room faces Tamiami Tr. at the 14th St round about, so road noise should be expected. Across the street from Sarasota Bay, & five minutes to Lido Key Beach & St. Armand's Circle. Short distance to Siesta Key Beach downtown & the best Sarasota attractions & cultural destinations.

4.86 out of 5 average rating, 21 reviews

Reserve Retreat Room 1BR-king/ensuite/kitchn/beach

Stay in a piece of history! Your 2nd floor room is part of the historically significant (former) Charles Ringling estate. The property boasts 2 restaurants, coffee/tea shop, wine, & craft beer bar. Complimentary drip coffee in our Café (opens 8a Tues-Sun). Across the street from Sarasota Bay, & five minutes to Lido Key Beach & St. Armand's Circle. Short distance to Siesta Key Beach downtown & the best Sarasota attractions & cultural destinations. We are AirBNB Superhosts.

4.65 out of 5 average rating, 63 reviews

Charles Ringling 1 KING BR, 1 BA, kit. Bay/Beaches

Stay in a piece of history! The Charles Ringling Room on 2nd floor, is part of the historically significant (former) Charles Ringling estate. The property boasts 2 restaurants, coffee/tea shop, wine, & craft beer bar. Complimentary drip coffee in our Café (opens 8a Thurs-Sun). Across the street from Sarasota Bay, & five minutes to Lido Key Beach & St. Armand's Circle. Short distance to Siesta Key Beach downtown & the best Sarasota attractions & cultural destinations.

Top guest favourite

4.96 out of 5 average rating, 51 reviews

Island House Apartment Motel - Queen bed

Your motel room is crisp and clean inspired by the tranquil colors of our beach. It is 1 of 4 units that share a common hallway on the second floor above the office (no elevator) that do not face the beach. A walk down the stairs and around the building will find your toes in the sand and a lovely view of the Gulf. Our beachfront motel which was built in 1959 and has been in our family since 1960. Guests return year after year to enjoy our location.

4.86 out of 5 average rating, 28 reviews

Island House - Motel Room - 2nd Flr/Full/twin Bed

Your motel room is one of 4 motel rooms on the second floor sharing an interior hallway in our beachfront building, however, they do not face the beach. A simple walk down the stairs and around the corner finds your toes in the sand and you enjoying the beautiful unspoiled beaches of Casey Key. Our guests return year after year and enjoy the sun, swimming in the gulf, and visiting with one another at sunset on the beach.

4.49 out of 5 average rating, 49 reviews

Casey Key Modern Bayside Cabana w/Private Beach

Just 15 feet from the Venice Inlet, this cabana has just been remodeled with queen tempurpedic bed, kitchenette and roll-in marble shower. The private Gulf beach of Casey Key is just 200 feet from your door on this Gulf to Bay Resort. Casey Key Resort provides a unique experience on Casey Key -- With Gulf Front beach on one side of the property and Venice Inlet waterfront on the other!

5 out of 5 average rating, 20 reviews

The GulfSide Studio @ Casa Limonada

A spacious and colorful studio centrally located in Lido Key. Here you will be a short stroll from Lido Beach and a 10 minutes by foot from St. Armands circle. The studio is super nice and equipped with a full kitchen, flat screen TV, king size bed, outdoor sitting, beach chairs and many more amenities that will make your beach vacation a memorable one. The studio sleeps 2 guests.