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Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!

Photo gallery for Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!

A heated pool
Property video
Outdoor dining
Exterior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms7 bathroomsSleeps 83116 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Hot tub
  • Pool
  • Air conditioning

About this property

Entire place

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

Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!

🌴 Kay's Landing | Rooftop Deck + Heated Pool & Spa

💖 Why You'll Love This Home
Wake up to the coastal charm of Anna Maria Island in a home designed for both luxury and play. From a private heated pool with spa and putting green to panoramic rooftop views of sunrise and sunset, every corner of Kay's Landing is crafted for memory-making.

👨‍👩‍👧 Perfect For
Multi-family getaways, adult groups, or couples seeking a refined island retreat with room to gather and private spaces to unwind.

🎞️ Imagine This
Start your morning with coffee on the rooftop deck as the sun rises over the Gulf. Spend afternoons floating in your private heated pool, then challenge friends to a putting contest on the backyard green. Fire up the grill for alfresco dining, stroll just minutes to boutique shops and dining, and finish your day with a glass of wine under a painted Anna Maria sunset.

🛌 Where You'll Sleep
• Bedroom 1: King Bed · Ensuite Bath, TV
• Bedroom 2: King Bed · Ensuite Bath, TV
• Bedroom 3: King Bed · Ensuite Bath, TV
• Bedroom 4: King Bed · Ensuite Bath, TV
• Bedroom 5: King Bed · Full Bath in Den, TV
• Bedroom 6: Full-Over-Full Bunk · Ensuite Bath, TV
• Common Space: Queen Sleeper Sofa · Extra Flexibility

📍 Explore the Area
• 0.4 miles to Anna Maria Beach Access
• 0.5 miles to Pine Avenue boutiques & dining
• 0.7 miles to Anna Maria City Pier & waterfront restaurants
• 1.5 miles to Coquina Beach
• Free island trolley nearby for easy exploring

⌛ Don't Wait
Kay's Landing books quickly—especially in peak season. Every reservation includes our CottageClean™ program: a 6-hour deep clean plus 35-point inspection for your total peace of mind.

📝 Need to Know: Pool heated November 15 – April 15. This home has stairs—please contact us for alternatives if needed. Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights.

Property manager

The Cottages on the Key, Inc.

Languages

Dutch, English, French, German

Add dates for prices

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 6.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Heated pool
  • Water park
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 3,116 square feet

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  • Hot tub
  • Kitchen
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10.0 out of 10, Exceptional, 27 reviews
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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 26

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

Property is also known as

856990

About the area

Map
Anna Maria, FL

What's nearby

  • Anna Maria Island Museum and Historical Park - 2 min walk - 0.1 miles
  • Anna Maria City Pier - 5 min walk - 0.3 miles
  • Bradenton Beach - 8 min walk - 0.5 miles
  • Anna Maria Beach - 18 min walk - 1.0 mile
  • Bean Point Beach - 2 min drive - 0.7 miles

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 45 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪The Sandbar Restaurant - ‬9 min walk
  • ‪Skinny's Place - ‬9 min drive
  • ‪Hurricane Hanks - ‬7 min drive
  • ‪The Waterfront Restaurant - ‬4 min walk

Frequently asked questions

Does Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!?

Check-in begins at 4:00 PM.

What time is check-out at Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!?

Checkout is at 10:00 AM.

Where is Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches! located?

This family-friendly Anna Maria holiday home is located by the sea, within a 15-minute walk of Historic Green Village and Bean Point Beach. Bay Boulevard Beach and Anna Maria Island Museum and Historical Park are also within 5 minutes.

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Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Rebecca D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We visited Kay's Landing for 5 days with friends and 5 kids (11 and under). The location was perfect, close to beaches and shops, and the pool at the house was perfect. The house was clean and easily accommodated our large group. Communication was answered very promptly when questions arose. We would definitely stay at this location again.
Stayed 4 nights in Jun 2025

10/10 Excellent

Kimberly M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual Family Vacation

We had 9 adults and the house had plenty of space for all of us to feel comfortable. The beds were comfortable, and the bedrooms were spacious. I would recommend changing out the bunkbeds for another king size bed though. The kitchen was equipped with plenty of cookware, dinnerware, and utensils. There was a full size grill, which is so nice to a family who cooks most meals. We enjoyed the pool, and the beach was only a short walk. I would recommend to renting a golf cart. We will be back next year. The check in procedures were super easy, and the check out procedures were simple. The rental company staff were very kind! Not only were they friendly and answered all of our questions promptly; they greeted us with very tasty cupcakes welcoming us to the home. We thought the check out time was a little early (but we understand ). It would be nice for check out time to be pushed back until 11 am; we wanted to grab lunch before heading out from vacation, but the restaurants on AMI do not open until 11 am. We really enjoyed the home and our stay in AMI.
Stayed 7 nights in Jun 2025