Entire home

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

Family-friendly holiday home with water park and Hot tub

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

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

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

Fridge, microwave, oven, stovetop - Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches! (Anna Maria)

Close to Anna Maria Beach and Bean Point Beach, Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches! provides a water park, a firepit and an arcade/games room. For some rest and relaxation, visit the hot tub. In addition to laundry facilities, guests can connect to free in-room WiFi, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices).

Exceptional

Entire home

6 bedrooms7 bathroomsSleeps 8290 sq m

Popular amenities

Parking available
Dryer
Washer
Hot tub
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.

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 checking out the view 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 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
Shampoo
Shower
Towels provided

Living spaces

Dining table
Living room
Separate dining area

Entertainment

Smart TV with cable/satellite channels

Outdoor areas

Balcony
Fenced yard
Firepit
Gas grill

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
Kayak
Optional golf privileges
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 skiing 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

Similar properties

Pool
Kitchen
Dryer
Air conditioning

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

Information provided by the property may be translated using automated translation tools

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

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

Property is also known as

856990

About the area

Anna Maria, FL

What's nearby

Anna Maria Island Museum and Historical Park - 2 min walk - 0.2 km
Historic Green Village - 2 min walk - 0.2 km
Anna Maria City Pier - 5 min walk - 0.4 km
Island Players - 6 min walk - 0.6 km
Bean Point Beach - 17 min walk - 1.4 km

Getting around

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

Restaurants

‪The Ugly Grouper - ‬6 min drive
‪The Sandbar Restaurant - ‬9 min walk
‪The Waterfront Restaurant - ‬4 min walk
‪Ginny's & Jane E's - ‬8 min walk
‪North Shore Cafe - ‬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.

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

On-site parking is available at the 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

10

Exceptional

10/10

Cleanliness

10/10 Excellent

bart K.

27 Sept 2025

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

Beautiful home in a great location. Walking distance to restaurants and beach. Loved our trip.

Stayed 7 nights in Sep 2025

10/10 Excellent

Rebecca D.

18 Jun 2025

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.

28 Jun 2025

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