SKY on Anna Maria

Welcome to your very own piece of luxury! Floor-to-ceiling windows, a backyard oasis, and the beach across the street. What more could you want? With two bedrooms plus a den, two bathrooms, and an elevator to the main level of the house, relaxation is accessible for everyone. While you and your party are inside the house, you can cook a delicious meal while gazing out the windows at a beautiful sky view. After dinner, grab a drink and cozy up around the stunning indoor fireplace as you take in the statement pieces that fill the home. The ambiance doesn’t stop indoors, though. 

When you walk out into the backyard, you will be transported into your own zen oasis. A lush variety of trees provide shade for you and your group as you gather around in the Adirondack chairs. And just across the street… the beach awaits. Come with as little as yourself and a towel, or bring one of the available paddleboards to explore the ocean. Itching to explore more? Grab one of the bikes and take a ride around Anna Maria Island’s 7 miles. 

SKY offers you a prime location for all that Anna Maria Island has to offer. During your stay, you can explore the pier and drive down to Pine Avenue, where award-winning restaurants and local shops wait for you. When you’re done exploring, though, you’ll have the delight of coming back home to SKY - your dream luxury retreat. 

Note: All Guests Age 18+ must sign an Amenity & Equipment Waiver. Pre-approval of all pets required - Pet Fee per pet, Signed Waiver, and proof of vaccinations required.

Read More
8 Occupants 2 Bedrooms 2 Bathrooms

Amenities

  • Internet
  • Wireless
  • Air conditioning
  • Kitchen
  • Gym
  • Fireplace
  • Washing Machine
  • Dryer
  • Elevator
  • 24-hour checkin
  • Hair Dryer
  • Heating
  • Smoke detector
  • Carbon Monoxide Detector
  • First aid kit
  • Fire Extinguisher
  • Essentials
  • Shampoo
  • Hangers
  • Iron
  • Laptop Friendly workspace
  • TV
  • Pets allowed
  • Free parking
  • Suitable for events
  • Balcony
  • Private living room
  • Suitable for children
  • Suitable for infants
  • Iron board
  • Linens
  • Outdoor grill
  • Toaster
  • Dishwasher
  • Microwave
  • Oven
  • Electric kettle
  • Coffee/tea maker
  • Shower
  • Tub
  • Baby crib
  • Stove
  • Refrigerator
  • Towels
  • Dining room
  • Garden or backyard
  • High chair
  • Kitchen utensils
  • Hot water
  • Private entrance
  • Extra pillows and blankets
  • Cooking basics
  • Beach essentials
  • Garage
  • Laundromat
  • Bay
  • Coin laundry
  • Health beauty spa
  • Marina
  • Museums
  • Theme parks
  • Water parks
  • Winery tours
  • Zoo
  • Toilet
  • Car not necessary
  • Childrens dinnerware
  • Pack n play travel crib
  • Dining area
  • Ice maker
  • Antiquing
  • Bird watching
  • Boating
  • Eco tourism
  • Gambling
  • Horseback riding
  • Outlet shopping
  • Paddle boating
  • Shopping
  • Water sports
  • Wildlife viewing
  • Beach
  • Beach view
  • Near ocean
  • Ocean front
  • Ocean view
  • Water view
  • Waterfront
  • Bicycle
  • Golf
  • Kayak canoe
  • Tennis
  • Water sports gear
  • Luggage dropoff allowed
  • Long term stays allowed
  • Deadbolt lock
  • Breakfast possible
  • Cleaning optional
  • Chauffeur
  • Massage
  • Private chef
  • Basketball court
  • Cycling
  • Deepsea fishing
  • Fishing
  • Fishing bay
  • Fishing fly
  • Fishing freshwater
  • Fishing surf
  • Golf
  • Hiking
  • Hunting
  • Jet skiing
  • Kayaking
  • Mountain biking
  • Parasailing
  • Pier fishing
  • Sailing
  • Scuba or snorkeling
  • Water Skiing
  • Snorkeling
  • Snorkeling diving
  • Surfing
  • Swimming
  • Tubing water
  • Wind surfing
  • Family
  • Historic
  • Romantic
  • Enhanced Cleaning Practices
  • Contactless Check-In/Out
  • Dishes & utensils for children
  • Meal delivery
  • Free WiFi
  • WiFi speed (500+ Mbps)
  • Smart TV
  • Kitchen island
  • Dining table
  • Outdoor furniture
  • Cleaning products
  • Body soap
  • Conditioner
  • Clothing storage
  • Board games
  • Ceiling fan
  • Baking sheet
  • Barbeque utensils
  • Blender
  • Coffee
  • Freezer
  • Wine glasses
Show More Amenities

Other Details

  • Check-In: 04:00 PM
  • Check-Out: 10:00 AM
  • Additional Rules:
    Please review and agree to the Reservation Agreement. Rates and Availability are subject to change until reservation is completed. A deposit must be received in order to reserve the dates you desire.
    >91 days before your arrival all funds refundable less $300
    <90 days no refund
    Pets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval. Pet Fee and Pet Waiver Required. $500 per pet
    Any unauthorized pets=25%surcharge
    Traveler must provide photo ID and guest list
    If for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.)
    Due to the extensive equipment provided at the home, there are additional documents required. The use of the bikes, SUP and Kayak require a signed Equipment and Amenity Waiver for anyone 18 +. The use of the Street Legal Golf Cart requires a signed Golf Cart Agreement, valid driver's license and proof of auto insurance.
    Show more

Availability

Reviews

  • Had everything we needed. Convenient to everything. Very comfortable. Didn’t expect steps - don’t know if I just missed that on the description. Elevator was helpful but didn’t always work properly. Golf cart was a big plus - a lot of fun.
    10 April 9, 2024
  • We loved the charm & location! We would absolutely stay there again.
    10 February 11, 2024
  • Beautiful and quiet location on AMI. Really appreciated the golf cart and the hot tub as the days were a bit windy/cold when we visit. Will definitely be back!
    10 March 25, 2024
  • The house was perfect and great location!
    10 March 22, 2024