BEFORE YOU BOOK: We rent Saturday to Saturday… Usually.
Want to rent starting or ending on a different day? Contact us before you book by clicking the “Ask a Manager a Question” button to send us a message with your dates.
We’ll let you know if we can accommodate you within 24 hours Monday through Saturday. Messages received Saturday evening and Sunday will be answered on Mondays. Our office operates on Eastern Standard Time.
We’ll make every effort to work with you if you book dates other than Saturday without contacting us first, but we reserve the right to decline a reservation that does not meet our schedule requirements.
Once you book a vacation, one of our agents will contact you by phone or email to confirm your reservation details and collect the security deposit.
IMPORTANT NOTE ABOUT HOLIDAY RATES:
If your dates include a holiday week, the cost of your reservation will be adjusted to reflect the full holiday rate.
Carefree Cay is an immaculate 3 bedroom and 2.5 bath tropical home that is tucked away on a quiet residential street on the North end of Anna Maria Island. This superbly decorated home is just a two minute walk away from the gorgeous white sandy beaches of the Gulf of Mexico. The location doesn't get any better than this! With its lush landscaping and private backyard, you will feel as though you are on your own tropical island. Only a block away from the popular Pine Avenue-you are still only a brief walk or bike ride away from the fantastic shops and restaurants on "The Greenest Main Street in America"-this home is convenient to everything Anna Maria offers, but feels secluded. Stroll to the beach, fabulous shopping and delicious dining-you are on vacation after all!
Adorned with a tropical private heated pool and a spacious spa, you will have a hard time deciding whether to spend your days in your secluded backyard haven or on the sands of Anna Maria's world renowned beaches. This home is equipped with every detail to make your stay comfortable and enjoyable. The downstairs gaming area opens to the pool and features a flat screen TV, shuffleboard table for all ages to enjoy, and hand painted mural reflecting the scenery of the Anna Maria Island beaches. The spacious deck offers a wonderful retreat for sitting in the sun or enjoying a meal outdoors.
You will fall in love with the island themed décor throughout-the bright and airy feel will make you feel right at home. The master bedroom is equipped with a King sized bed and an en-suite bathroom that offers both a walk in shower and a soaking tub. The second bedroom has two Twin beds and is conveniently located adjacent to the guest bathroom that includes a tub. The third bedroom contains a king bed and TV.
Carefree Cay participates in our linen service program. Take the fuss and worry out of packing your private sheets and beach towels knowing that when you arrive to your dream vacation rental, in place are high quality and commercially cleaned luxury bedding, bath towels, wash clothes and beach towels ready for your stay. Carefree Cay sleeps up to 6 people. 1732 Sq.Ft. Upstairs.
Fall in love with this wonderful home away from home and book your stay at Carefree Cay today!
**Please note that the garage is not available for guest use. We appreciate your understanding!**