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. The primary guest making the reservation must be at least 26 years of age. A rental agreement is required to be signed after booking and prior to check-in. By booking, you acknowledge that you will be required to complete and sign the rental agreement.
💖 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. The primary guest making the reservation must be at least 26 years of age. A rental agreement is required to be signed after booking and prior to check-in. By booking, you acknowledge that you will be required to complete and sign the rental agreement.
Amenities
Free Parking
Air conditioning
Pool
Non-smoking
TV
Heating
Coffee/tea maker
Refrigerator
Kitchen
Balcony/Terrace
WiFi/Internet
Hot tub/Jacuzzi
Parking Available
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Washer/dryer
Patio
No pets allowed
Oven
Stove
Laundry services
Shower
Outdoor Cooking
Family friendly
Ironing facilities
Towels
Linens
Dining table
Hairdryer
Fire extinguisher
Map of Anna Maria Island, FL
Ratings and reviews
10 / 10Outstanding·Aug 2026
We loved this property! The location is perfect for keeping busy, walking to get food, shopping or going to the beach. Everyone had privacy when they needed with their own bedroom and bathroom and there was plenty of space for communal vacationing. It felt like our own private resort. Loved being on Pine and people watching off the little deck in front. We will be going back. The house and location are spot on.
10 / 10Outstanding·Jun 2026
Thank you! Great trip.
8 / 10Excellent·Apr 2026
Great Location on AMI. Very walkable area. Enough rooms to accommodate all our guests. Decor was up to date. The only negative is that we had issues with the electricity. Oven not working if A/C was running and fans running in rooms. Breakers flipped in several areas. Lights were flickering throughout our stay. The service did reply quickly and were very communicative, but never solved the issues fully. Great Stay Overall!
10 / 10Outstanding·Feb 2026
The house was excellent, we had an amazing stay.
$$$$
Top rated by guests
9.6Outstanding
(8 Ratings)
"We loved this property! The location is perfect for keeping busy, walking to get food, shopping or going to the beach. Everyone had privacy when they needed with their own bedroom and bathroom and th..."
Kim L.Don't miss out! Price and availability may change
