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

Top rated by guests
Your private resort—sparkling pool, aqua loungers, and balconies rising above it all.
Step inside and be greeted by an amazing kitchen.
Gather around the island—sunlight pouring in, dishes set, and plenty of space for creating meals together.
Cook, chat, and gather in your chef-inspired kitchen.
Brew the perfect cup—Keurig or classic drip, your choice.
review stars
9.6Outstanding
(5 Ratings)
"Beautiful home in a great location. Walking distance to restaurants and beach. Loved our trip."
bart K.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(5 Ratings)

House in Anna Maria Island, FL

8 guests · 6 bedrooms · 6 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

🌴 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.

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

Non-smoking
No pets allowed
Family friendly

Map of Anna Maria Island, FL


Ratings and reviews

9.6 / 10
Outstanding(5 Ratings)
10 / 10Outstanding·Sep 2025
Beautiful home in a great location. Walking distance to restaurants and beach. Loved our trip.
10 / 10Outstanding·Jun 2025
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.
10 / 10Outstanding·Jun 2025
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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

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

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.