Entire home

Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and

Vacation home with a hot tub, 10-minute walk to Bean Point Beach

Photo gallery for Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and

A heated pool
Dining
Outdoor dining
Fridge, microwave, oven, stovetop
Exterior
Experience the laid-back island atmosphere at Carefree Cay, a spacious home in Anna Maria. Stroll to the beach or unwind by your private pool and in-ground spa, surrounded by lounge chairs for soaking up the Florida sunshine.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 6161 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pool
  • Barbecue grill

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and

Carefree Cay by Anna Maria Island Accommodations

217 Sycamore Avenue, Anna Maria, FL, 34216
VR16-000412

Welcome to Carefree Cay, a spacious vacation home nestled in the desirable north end of Anna Maria Island. This three bedroom, two and a half bath retreat offers a private pool, in-ground spa, and lush outdoor living, perfect for families or groups seeking relaxation and fun. Located just a short walk from pristine Gulf beaches, boutique shops, waterfront dining, and a trolley stop, Carefree Cay provides the ideal setting for an unforgettable island escape filled with sunshine, water adventures, and island charm.

Highlights
-3-minutes / 2 Blocks to Anna Maria Beach 
-3 Bedroom / 2.5 Bathrooms
-2 Kings, 2 twin beds
-Private heated pool, in-ground spa
-Outdoor living space
-BBQ grill
-2 living areas
-Shuffleboard
-2 Blocks to Pine Avenue shops and waterfront restaurants
-Parking for 3 vehicles

Inside, the home offers a laid-back island atmosphere accented by tropical decor, vibrant colors, and natural light. The main living room features plush seating and a large TV, ideal for enjoying family movies or relaxing after a day on the water. The additional second living area downstairs boasts a beautiful beach mural, cozy sofas, a game table perfect for board games, and a shuffleboard, creating a perfect space for fun or quiet relaxation. The fully stocked kitchen includes essential appliances and a breakfast bar for casual dining.

Retreat to the primary bedroom, located on the second floor, with a king bed, a large TV, and a spa-like ensuite bathroom with a walk-in shower and luxurious soaking tub. The second bedroom also features a king bed and ample closet space, while the third bedroom has two twin beds, ideal for kids or additional guests. The hall bathroom, with a fun color scheme, offers a shower/tub combo and stylish fixtures. A washer and dryer are conveniently located nearby for freshening up your clothes.

Room Details
-Primary Bedroom (2nd floor): King bed, ensuite with walk-in shower and soaking tub 
-Second Bedroom (2nd floor): King bed
-Third Bedroom (2nd floor): Two twin beds

Enjoy relaxing outside in your tropical backyard oasis. Dip in the private pool or unwind in the in-ground spa, surrounded by lush landscaping and plenty of loungers. The outdoor dining area and BBQ grill make meals in paradise easy and fun. Just two blocks from the beach and local shopping or dining on Pine Avenue, this home offers endless ways to enjoy the island’s natural beauty and vibrant community.

Book Carefree Cay today for a relaxing, water-accessible, family-friendly vacation. With its spacious outdoor spaces, water views, and close proximity to beaches, shops, and world-class dining, this home offers everything you need for a memorable Anna Maria Island experience. Reserve your dates now and start living your best island life!

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Please note: The garage is not available for guest use.

There are no pets allowed in this home.

3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Accommodations Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,732 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

421

About the neighborhood

Map
Anna Maria, FL

What's nearby

  • Anna Maria Island Museum and Historical Park - 5 min walk - 0.4 km
  • Anna Maria City Pier - 11 min walk - 1.0 km
  • Anna Maria Beach - 17 min walk - 1.5 km
  • Bean Point Beach - 1 min drive - 0.7 km
  • Bradenton Beach - 3 min drive - 2.4 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 46 min drive

Restaurants

  • ‪The Ugly Grouper - ‬6 min drive
  • ‪The Sandbar Restaurant - ‬6 min walk
  • ‪The Waterfront Restaurant - ‬11 min walk
  • ‪Ginny's & Jane E's - ‬6 min walk
  • ‪North Shore Cafe - ‬2 min walk

Frequently asked questions

Is Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?

Check-in begins at 4:00 PM.

What time is check-out at Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?

Check-out is at 10:00 AM.

Where is Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and located?

Situated by the sea, this vacation home is within a 10-minute walk of Palmetto Avenue Beach and Bean Point Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 5 minutes.

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