Vacation Rentals
90 properties available
Unit 244 – Second Floor | Gulf View 2BR/2BA | Sleeps 6
Wake up in paradise! Unit 244 is a unique Gulf-view two-bedroom, two-bath condo offering a relaxing island escape with a bright, coastal-inspired atmosphere. Located on the second floor and accessible by stairs only, this inviting retreat combines comfortable accommodations, thoughtful ameniti
Unit 168 – 2-Bedroom | 2-Bath Standard Condo | Sleeps 6
Welcome to your island escape! Unit #168 is a comfortable two-bedroom, two-bath vacation condominium offering the space, convenience, and relaxed coastal atmosphere you want for a memorable Anna Maria Island getaway. Individually owned and thoughtfully decorated with charming coastal touches,
TW#24 — South Deluxe Cottage
1 Bedroom | 1 Bathroom | Sleeps 4
Settle into the relaxed rhythm of island life at TW#24, a spacious South Deluxe Cottage designed for comfort, convenience, and carefree days by the beach. With a bright, open layout and inviting spaces inside and out, this cottage offers the perfect place to slow down and enjoy your t
Room #246B – Second-Floor Hotel Room with Mini Kitchen | Sleeps 2
Relax, recharge, and enjoy the island at your own pace. Room #246B offers comfortable second-floor hotel-style accommodations with the added convenience of a mini kitchen and shared walkway. Ideal for couples or solo travelers, this inviting retreat provides a peaceful place to unwi
Unit 163A – 1-Bedroom | 1-Bath Standard Condo | Sleeps 4
Welcome to your island escape! Unit #163A is an inviting one-bedroom, one-bath vacation condominium offering comfort, convenience, and a relaxed coastal atmosphere for your Anna Maria Island getaway. Individually owned and thoughtfully decorated with charming coastal touches, this comfortabl
TW#35 — Spacious Two-Bedroom Island Retreat
2 Bedrooms | 1½ Bathrooms | Sleeps 6
Make yourself at home at TW#35, a spacious two-bedroom retreat offering plenty of room for families or groups traveling together. With generous living space, comfortable accommodations, and a private screened-in lanai, this inviting unit provides a relaxing home base
Room #134B – Ground-Floor Island Hotel Room | Sleeps 2
Keep it simple. Keep it comfortable. Enjoy the island. Room #134B offers relaxed hotel-style accommodations in a convenient ground-floor location, making it an excellent choice for couples or solo travelers looking for an easy Anna Maria Island getaway.
Just steps from the resort pool and a s
Unit 220 – Second Floor | Deluxe Gulf View Studio/1BA | Sleeps 4
Wake up in paradise! Unit 220 is a charming Deluxe Gulf-view studio offering a comfortable and relaxing island escape. Located on the second floor and accessible by stairs only, this inviting retreat combines coastal-inspired décor with updated finishes to create a bright, polished i
Room #135B – Ground-Floor Hotel Room | Sleeps 2
Island simplicity meets vacation comfort. Room #135B is a cozy ground-floor hotel room designed for couples or solo travelers who want a comfortable place to relax while keeping the focus on everything Anna Maria Island has to offer.
Located just steps from the resort pool and a short walk from the
Unit 166 – 2-Bedroom | 2-Bath Deluxe Condo | Sleeps 6
Welcome to your island escape! Unit #166 is a spacious two-bedroom, two-bath deluxe vacation condominium offering expanded living space, upgraded features, and the comforts of home for a relaxing Anna Maria Island getaway. Thoughtfully designed for families and small groups, this inviting condo
Unit #256 – Bayfront Studio with Glassed-In Lanai | Studio/1BA | Sleeps 4
Welcome to your bayfront island escape! Unit #256 is a beautifully coastal-decorated studio retreat located on the second floor overlooking the tranquil waters of Sarasota Bay. Designed for up to four guests, this inviting oasis combines relaxed island style, comfortable acc
Unit #136A – Ground-Floor Island Studio | Studio/1BA | Sleeps 2
Your island getaway starts here! Unit #136A is a comfortable ground-floor studio designed for easy, relaxed vacation living. With a King bed, full kitchen, semi-private courtyard, and convenient access to the pool and resort grounds, this inviting retreat is a great choice for couples
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