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!

A spacious kitchen with a large island, white cabinetry, and pendant lighting.
A two-story house with a swimming pool, outdoor furniture, and a balcony.
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 balcony, two garage doors, and a staircase leading to the upper level.

Reviews

9.8 out of 10
Exceptional

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

Popular amenities

  • Balcony
  • Hot tub on site
  • Private pool
  • Waterpark access
  • Outdoor barbecue
  • Air-conditioning

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

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Pool
Fish Stix: Elevator, 4 Houses to Beach, Pool by Anna Maria Life Vacation Rentals
Holmes Beach
  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
9.8 out of 10, Exceptional, (24 reviews)
Fish Stix: Elevator, 4 Houses to Beach, Pool by Anna Maria Life Vacation Rentals

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

  • ‪The Sandbar Restaurant - ‬9 min walk
  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪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 26 Oct 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 30 Oct 2026 start from £3,344, 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).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 7 out of 8 reviews
Rating 8 - Good. 1 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

9.6/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property
Stayed 6 nights in Sep 2026
Response from Management on 22 Oct 2026
Hi Lane, Thank you so much for your five-star rating! We truly appreciate you choosing to stay with us and are so glad you had a great experience. We hope to have the pleasure of welcoming you back again soon. Warm regards, Guest Services Team
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you! Great trip.
Stayed 7 nights in Jun 2026
Response from VrboOwner on 12 Jul 2026
Hi Mark, Thank you so much for your five-star rating! We truly appreciate you choosing to stay with us and are so glad you had a great experience. We hope to have the pleasure of welcoming you back again soon. Warm regards, Guest Services Team
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was excellent, we had an amazing stay.
Stayed 4 nights in Jan 2026
Response from VrboOwner on 17 Feb 2026
Hi Jenny, Thank you so much for your kind words! We’re thrilled to hear the house was excellent and that you had an amazing stay. It truly means a lot to us. We’d love to welcome you back anytime for another great getaway! Regards, The CottageCrew
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Aug 2026
Response from VrboOwner on 27 Aug 2026
Hi Kim, Thank you so much for your wonderful review! We’re thrilled you loved the home and its fantastic location, with the beach, dining, and shopping all within easy reach. It’s also wonderful to hear the bedroom and bathroom setup gave everyone their own space while still offering plenty of room to gather and enjoy your vacation together. Hearing that the home felt like your own private resort is such an incredible compliment! Thank you for choosing to stay with us, and we’re so happy to hear you’ll be back. We look forward to welcoming you again! Warm regards, Guest Services Team
Verified review

10/10 Excellent

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
Response from VrboOwner on 2 Oct 2025
Hi Bart, We’re so glad you loved your stay and enjoyed the home’s location near the beach and restaurants. Thank you for your kind review! Regards, The CottageCrew
Verified review

10/10 Excellent

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
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 7 nights in Apr 2026
Response from VrboOwner on 17 Apr 2026
Thank you for your kind words about the location, space, and decor at Kay's Landing — we're glad the home accommodated your group comfortably and that you enjoyed the walkable area on AMI. We really appreciate you sharing the details about the electrical issues you experienced. We're bringing this feedback directly to the property owner so we can explore what options are available to address the electrical system and ensure future guests have a seamless experience. It's great to know our service team was responsive, and we want to make sure the follow-through matches that same level of care. We hope to welcome you back soon!
Verified review

10/10 Excellent

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
Response from VrboOwner on 15 Jul 2025
Hi Kimberly, Thank you so much for the detailed and thoughtful review! We're glad the home worked well for your group and that you enjoyed the amenities, location, and warm welcome. We appreciate your feedback on the bunk beds and checkout time—it’s noted and truly helpful. We look forward to hosting you again next year! Regards, The CottageCrew
Tell us how we can improve our siteShare feedback