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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 spacious kitchen with a large island, white cabinetry, and pendant lighting.
A modern living room with white sofas, a wooden coffee table, and pendant lighting.
A spacious kitchen with a large island, modern pendant lights, and a view of the outdoors.
A two-story house with a swimming pool, outdoor furniture, and a balcony.
A two-story house with a balcony, two garage doors, and a staircase leading to the upper level.

Reviews

9.8 out of 10
Exceptional
Located in the city center, this vacation home features water views and accommodates 8 guests across 6 bedrooms and 6 bathrooms. It includes 1 hot tub. Enjoy outdoor activities like snorkeling, fishing, and tubing, while the nearby marina offers water sports. Relax on the patio and explore attractions like Anna Maria Island Museum and Historical Park.

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Bean Point Beach
6 bedrooms6+ bathroomsSleeps 8

Popular amenities

  • Waterpark access
  • Private pool
  • Patio
  • Outdoor barbecue
  • Air-conditioning
  • Washing machine

Explore the area

View in a map
Anna Maria, FL
  • Place, Anna Maria Island Museum and Historical Park
    ‪2 min walk‬
  • Place, Anna Maria City Pier
    ‪6 min walk‬
  • Place, Bradenton Beach
    ‪8 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪41 min drive‬

Rooms & beds

6 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

1 Single Bunk Bed

Common Space

1 Double Sofa Bed

6 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Bathroom 6

Toilet · Shower only

Half Bathroom 7

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area

About this property

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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 26
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 9966956
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

About the area

Anna Maria

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. Travelling with kids? Consider Fish Hole Adventure Golf and Florida Maritime Museum at Cortez. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and ecotours.
View more Holiday homes in Anna MariaOpens in a new window
Map
Anna Maria, FL

What's nearby

  • Anna Maria Island Museum and Historical Park - 2 min walk - 0.2 km
  • Anna Maria City Pier - 6 min walk - 0.6 km
  • Island Players - 6 min walk - 0.6 km
  • Bradenton Beach - 8 min walk - 0.7 km
  • Bean Point Beach - 18 min walk - 1.6 km

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
  • ‪The Ugly Grouper - ‬6 min drive
  • ‪Ginny's & Jane E's - ‬8 min walk
  • ‪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.

How much does it cost to stay at Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!?

As of 4 Sept, 2026, prices found for a 1-night stay for 2 adults at Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches! on 8 Sept, 2026 start from S$4,757, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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 10-minute walk of Anna Maria Island Museum and Historical Park and Bradenton Beach. Bean Point Beach and Anna Maria Beach are also within 1 mile (2 km).

About the host

Hosted by The Cottages on the Key, Inc.

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Languages:

English, French, German, Dutch

Premier Host

They consistently provide great experiences for their guests
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