Verified
10/10 Excellent
Jenny S.
16 Feb 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jenny S.
Stayed 4 nights in Jan 2026
Entire home
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!
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 firepit, an arcade/games room and laundry facilities. For some rest and relaxation, visit the hot tub. Stay connected with free in-room WiFi.
Reviews
9.69.6 out of 10
Exceptional
Entire home
6 bedrooms7 bathroomsSleeps 83116 sq ft
Popular amenities
- Pool
- Hot tub
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
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.
💖 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 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
- 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
Tortuga Inn Beach Resort
Bradenton Beach
Tortuga Inn Beach Resort
Bradenton Beach
- Pool
- Parking included
- Free Wi-Fi
- Business services
9.4 out of 10, Exceptional, 938 reviews
9.4
Exceptional
938 reviews
Compass Hotel by Margaritaville Anna Maria Sound
Bradenton
Compass Hotel by Margaritaville Anna Maria Sound
Bradenton
- Pool
- Breakfast included
- Pet-friendly
- Parking included
9.4 out of 10, Exceptional, 2,170 reviews
9.4
Exceptional
2,170 reviews
The price is £139
£139
includes taxes & fees
28 May - 29 May
The Retreat at Anna Maria Island Inn
Bradenton Beach
The Retreat at Anna Maria Island Inn
Bradenton Beach
- Pool
- Pet-friendly
- Parking included
- Free Wi-Fi
8.8 out of 10, Excellent, 115 reviews
8.8
Excellent
115 reviews
The price is £131
£131
includes taxes & fees
21 May - 22 May
Seaside at Anna Maria Island Inn
Bradenton Beach
Seaside at Anna Maria Island Inn
Bradenton Beach
- Pool
- Pet-friendly
- Air-conditioning
- Housekeeping
9.6 out of 10, Exceptional, 107 reviews
9.6
Exceptional
107 reviews
The price is £423
£423
includes taxes & fees
21 May - 22 May
Driftwood at Anna Maria Island Inn
Holmes Beach
Driftwood at Anna Maria Island Inn
Holmes Beach
- Pool
- Parking included
- Free Wi-Fi
- Housekeeping
8.4 out of 10, Very good, 116 reviews
8.4
Very good
116 reviews
The price is £198
£198
includes taxes & fees
26 May - 27 May
Kompose Boutique Hotel
Sarasota
Kompose Boutique Hotel
Sarasota
- Pool
- Hot tub
- Pet-friendly
- Free Wi-Fi
9.2 out of 10, Wonderful, 5,377 reviews
9.2
Wonderful
5,377 reviews
The price is £78
£78
includes taxes & fees
20 May - 21 May
Bali Hai Beachfront Resort and Spa
Holmes Beach
Bali Hai Beachfront Resort and Spa
Holmes Beach
- Pool
- Spa
- Pet-friendly
- Parking included
8.6 out of 10, Excellent, 700 reviews
8.6
Excellent
700 reviews
The price is £297
£297
includes taxes & fees
20 May - 21 May
Golden Host Resort - Sarasota
North Trail
Golden Host Resort - Sarasota
North Trail
- Pool
- Parking included
- Free Wi-Fi
- Air-conditioning
8.4 out of 10, Very good, 2,485 reviews
8.4
Very good
2,485 reviews
The price is £63
£63
includes taxes & fees
31 May - 1 Jun
Haley's at The Anna Maria Island Inn
Holmes Beach
Haley's at The Anna Maria Island Inn
Holmes Beach
- Pool
- Pet-friendly
- Parking included
- Free Wi-Fi
8.6 out of 10, Excellent, 450 reviews
8.6
Excellent
450 reviews
The price is £185
£185
includes taxes & fees
19 May - 20 May
Pelican Post at Anna Maria Island Inn
Bradenton Beach
Pelican Post at Anna Maria Island Inn
Bradenton Beach
- Pool
- Hot tub
- Pet-friendly
- Parking included
9.2 out of 10, Wonderful, 403 reviews
9.2
Wonderful
403 reviews
The price is £230
£230
includes taxes & fees
26 May - 27 May
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
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.
About the area
Located in Anna Maria, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and ecotours. Visit our Anna Maria travel guide
View more Holiday homes in Anna Maria
Anna Maria, FL
What's nearby
Anna Maria Island Museum and Historical Park2 min walk - 0.1 miles
Bradenton Beach8 min walk - 0.5 miles
Bean Point Beach18 min walk - 1.0 mile- Anna Maria City Pier6 min walk - 0.4 miles
- Island Players6 min walk - 0.4 miles
Getting around
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)45 min drive
Restaurants
- Anna Maria Island Beach Cafe9 min drive
- The Ugly Grouper6 min drive
- The Sandbar Restaurant9 min walk
- The Waterfront Restaurant4 min walk
- Ginny's & Jane E's8 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?
Located in the heart of Anna Maria, this holiday home is within a 10-minute walk of Historic Green Village and Bradenton Beach. Bean Point Beach and Anna Maria Beach are also within 1 mile (2 km).
Have a question?
BetaBetaGet instant answers with AI powered search of property information and reviews.
Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches! Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new windowRating 10 - Excellent. 4 out of 5 reviews
10 - Excellent
4
Rating 8 - Good. 1 out of 5 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 5 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 5 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 5 reviews
2 - Terrible
0
9.6
Cleanliness
10
Location
Reviews
Verified
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.
bart K.
Stayed 7 nights in Sep 2025
Verified
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.
Rebecca D.
Stayed 4 nights in Jun 2025
Verified
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.
Kimberly M.
Stayed 7 nights in Jun 2025