$0
for 0 nights

Home in Anna Maria Island, FL

6 bedrooms

7 beds

7 bathrooms

8 guests

3116 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

🌴 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.

Where you’ll sleep

Living Room

1 queen sofa

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

2 full bunk beds

Living Room

1 queen sofa

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

2 full bunk beds

Amenities

Common Amenities

  • Patio
  • Free parking
  • Wifi
  • Ocean view
  • Balcony
  • First aid kit
  • Air conditioning
  • Laundromat nearby
  • Beach access
  • Game Room
  • Garage
  • Heating
  • Foosball table
  • Kitchen
  • Microwave
  • Beach essentials
  • Hot water
  • Carbon monoxide detector
  • Fire extinguisher
  • Smoke detector

Pool

  • BBQ Area
  • BBQ Utensils
  • Outdoor seating
  • Outdoor pool
  • Hot tub

Balcony

  • Outdoor seating
  • Outdoor dining area

Living Room

  • TV
  • Ceiling fan

Dining Room

  • Dining table

Kitchen

  • Oven
  • Cooking basics
  • Stove
  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Coffee
  • Kettle
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies
  • Wine glasses
  • Toaster
  • Blender

Bedroom 1

  • Bed linens
  • TV
  • Ensuite bathroom
  • Ceiling fan
  • Dresser

Ensuite Bathroom 1

  • Ensuite bathroom
  • Hair dryer
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 2

  • Bed linens
  • Dresser
  • Ceiling fan
  • Ensuite bathroom

Ensuite Bathroom 2

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 3

  • Bed linens
  • Dresser
  • Ceiling fan
  • Ensuite bathroom

Ensuite Bathroom 3

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 4

  • Bed linens
  • TV
  • Ceiling fan
  • Dresser
  • Ensuite bathroom

Ensuite Bathroom 4

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 5

  • Bed linens
  • Ensuite bathroom
  • Ceiling fan
  • TV
  • Dresser

Ensuite Bathroom 5

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 6

  • Bed linens
  • TV
  • Dresser

Ensuite Bathroom 6

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Bathtub

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies

4.6 · 5 reviews

Where you’ll be

Anna Maria Island, FL 34216, US

Anna Maria Island, FL, US
27.5305397-82.7335236
Timezone: America/New_York

Restaurants

The Porch Restaurant Anna Maria

The Porch Restaurant on Anna Maria Island offers a cozy, charming atmosphere where fresh, made-from-scratch New American dishes, including top-quality steaks and seafood, are served with warm, attentive service and inviting outdoor porch seating. It’s perfect for relaxed, memorable dining.

The Ugly Grouper

The Ugly Grouper is a laid-back outdoor restaurant on Anna Maria Island serving fresh seafood, especially their signature crispy grouper tacos, paired with live music and island vibes in a fun, family-friendly atmosphere complete with games and a lively bar scene.

Sandbar Seafood + Spirits

Sandbar Seafood + Spirits is an iconic Anna Maria Island beachfront restaurant offering fresh wild-caught seafood and locally-sourced cuisine with the unforgettable experience of dining with your toes in the sand while watching Gulf sunsets, all within a laid-back atmosphere steeped in over a century of coastal charm.

Beach House Waterfront Restaurant

Beach House Waterfront Restaurant offers fresh, locally sourced seafood and farm-to-table dishes in a relaxed, upscale casual setting right on the beach, with stunning Gulf views and unforgettable sunsets. Its climate-friendly outdoor deck and toes-in-the-sand dining create a perfect spot for sun, fun, and feast.

The Waterfront Restaurant

The Waterfront Restaurant offers fresh, locally sourced seafood in a relaxed setting with stunning river or bay views, perfect for enjoying classic dishes and attentive service. Its inviting ambiance blends casual elegance with waterfront charm.

Anna Maria Island Beach Cafe

Anna Maria Island Beach Cafe is a casual beachfront dining spot in Holmes Beach where you can enjoy American cuisine with your toes in the sand, complete with Gulf views, tropical cocktails, and nightly live entertainment. Famous for their all-you-can-eat pancakes and fresh fish platters, it's the perfect place to experience island life without breaking the bank.

Ginny's & Jane E's Cafe and Gift Store

Ginny's & Jane E's is a charming Anna Maria Island cafe and bakery serving made-from-scratch breakfast and lunch alongside an eclectic collection of local art and coastal gifts, all wrapped in a warm, quirky "Old Florida" atmosphere that keeps visitors coming back.

The Kokonut Hut

The Kokonut Hut is a lively tiki bar on Anna Maria Island, serving tropical cocktails and casual grill fare right on the beach. Enjoy generous portions, cheerful service, and stunning sunset views in a relaxed, beachy atmosphere.

Wicked Cantina Bradenton Beach

Wicked Cantina Bradenton Beach serves fresh Austin-style Tex Mex and American classics with a side of Gulf views, live music, and award-winning margaritas in a lively, family-friendly setting.

Attractions

Bean Point Beach Access

Bean Point Beach Access offers a peaceful escape at the northern tip of Anna Maria Island, where visitors can enjoy soft white sands, clear turquoise waters, and stunning Gulf views. It's perfect for nature lovers and those seeking tranquility away from crowded beaches.

Manatee Public Beach

Manatee Public Beach offers soft white sands, clear warm waters, and family-friendly amenities like a playground and volleyball courts, making it ideal for energetic families and groups seeking a fun, relaxing beach day with stunning Gulf sunsets.

Robinson Preserve

Robinson Preserve is a sprawling 600-acre coastal sanctuary in Bradenton offering diverse adventures from kayaking through serene mangrove tunnels to climbing the innovative Canopy Zone treetop playground, making it perfect for nature lovers, families, and outdoor enthusiasts of all ages seeking both relaxation and excitement.

Ana Maria island

Anna Maria Island is a charming Old Florida beach destination offering pristine sandy shores, vibrant waterfront dining, and abundant water activities like kayaking and dolphin-watching tours. Whether you're seeking relaxation on beautiful beaches, exploring quaint shops and historic villages like Cortez, or adventuring through mangrove trails, this island appeals to families, nature lovers, and anyone craving authentic coastal charm.

De Soto National Memorial

Step into history at De Soto National Memorial, where scenic trails, living history camps, and ranger-led kayak tours bring the story of early Florida exploration vividly to life. Perfect for history buffs, nature lovers, and families seeking adventure.

Anna Maria Island Beach

Anna Maria Island Beach offers pristine white sands and calm turquoise waters perfect for swimming, sunbathing, and water sports like kayaking and paddleboarding, making it ideal for families, nature lovers, and anyone seeking a relaxing coastal escape.

Palma Sola Botanical Park

Palma Sola Botanical Park is a serene 10-acre oasis in Bradenton featuring rare tropical fruits, exotic plants, and native wildlife set along peaceful shell pathways and tranquil lakes—perfect for nature lovers, photographers, and anyone seeking a free, meditative escape into Florida's lush botanical beauty.

Coquina Beach

Coquina Beach offers a pristine stretch of soft white sand and crystal-clear Gulf waters perfect for swimming, sunbathing, and spotting dolphins and other wildlife, making it an ideal destination for families, couples, and anyone seeking a quintessential Florida beach experience with excellent amenities and water sports opportunities.

Things to know

Cancellation policy

Free cancellation up to 14 days before check-in. 50% refund up to 7 days before. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
May 30, 2026$2299Not Available
May 31, 2026$2265Not Available
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