Island Life Villa - 5 Bed at Anna Maria, Florida - Luxury Home Exchange in Holmes Beach, Florida, United States

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Island Life Villa - 5 Bed at Anna Maria, Florida

United States>Florida>Holmes Beach

Property ID 34063

4-12 Keys

5 Bedrooms10 Guests4 Baths

Description

Photos taken May 2025.
High season rentals run Saturday to Saturday. Adjust your dates or contact our reservations team for assistance, questions, or stays longer than 7 nights.

Live the Island Life at Island Life Villa!
Escape to a coastal paradise where magical memories are made. This one-of-a-kind, 3,338 sq. ft. bayfront retreat blends luxury, fun, and privacy—perfect for families, friends, or multi-generational groups. Check out the vibes: www.instagram.com/island_life_villa.

Why You’ll Love It:
Perched on an oversized double lot with direct bay access and a 4-minute stroll to sugar-sand beaches, this 5-bed, 4-bath haven offers the best of both worlds. Watch manatees glide by, kayak from your private dock, or marvel at unobstructed views of the glowing Skyway Bridge from your balcony or heated pool. With two kitchens, two living rooms, and a unique main house + guest suite setup, everyone enjoys space and togetherness in perfect harmony.

Outdoor Oasis Built for Fun:
Heated pool with jet spas and built-in table for poolside cocktails
Custom tiki bar, fire pit, and 1,300 sq. ft. deck for epic gatherings
100’ dock with 3 green lights and next-door boat slip
Giant Adirondack chair, hanging hammock, outdoor shower, and games like cornhole and ping pong
BBQ grill, putting green, and ample seating for sunset soirées
Balcony with views Skyway Bridge that lights up at night
Adventure & Entertainment Galore:
Kayaks, paddleboard, beach wagons, chairs, umbrellas, and toys for all ages.
PS5, Xbox, Sonos sound, and 85” SMART TVs with Apple TV in both living areas.
Outdoor putting green, ping pong, and cornhole for friendly competitions.
1-minute walk to the free Island Trolley stop for easy island exploration.
Inside the Villa:
Step through a stunning 30’ glass entryway into a bright, open main house with 10’ ceilings. The gourmet kitchen flows into a dining area for 8, while the main living room boasts a wet bar, reclining leather sofa, and card table for game nights. Sliding doors open to a sprawling balcony with high-top seating for 4, a luxe daybed, and jaw-dropping bay views. The master suite is a dream, with a spa-like bathroom featuring dual vanities, a multi-jet shower, and a massive walk-in closet.
The attached guest suite, with its own entrance, offers a full kitchen, living room, 85” TV, and two bedrooms—perfect for privacy without sacrificing pool and bay views. A laundry room with washer/dryer adds convenience.

Prime Location:
Drop your kayak or paddleboard in your “backyard” bay.
Walk 4 minutes to pristine beaches.
Park boats or trailers with 2 driveways and boat ramp
Catch the free Island Trolley just a 1-minute walk away.
Book Your Island Escape! This exclusive property is rented as a single home, designed for unforgettable vacations. Don’t miss your chance to relax, recharge, and reconnect in this bayfront gem. Treat yourself to Island Life Villa—where every moment feels like paradise!
Bedroom/Bed Sizes - Main Home
• Bedroom #1 - King (First Floor)
• Bedroom #2 - Queen/ Full Bunk Bed (Ground Floor)
• Bedroom #3 - King (Second Floor)

Bedroom/Bed Sizes - Guest Suite
• Bedroom #1 - King (Second Floor)
• Bedroom #2 - Queen/Twin (Ground Floor)

General
• 3,338 sq. ft. interior
• Oversize double lot walking distance beach & direct bay access
• 2 living room and kitchens
• Duplex with separate private access
• Beach chairs and cart provided for guest use
• Stunning views of the bay and Skyview Bridge
• Laundry room with washer and dryer

Living Area- Main House
• Apple TV
• Sonos
• Wet bar seating for 5
• Sofa with electrical recliners
• Card table seats 8

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Property Amenities

No Pets Allowed | Not Handicap Accessible

Entertainment

40"+ TV

Multiple TVs

Satellite/Cable TV

Streaming Service(s)

Surround Sound

Facilities

Bar

Chef’s Kitchen

Location features

Waterfront

Other

Air Conditioning

Espresso Machine

Fireplace

High Speed Internet

Washer & Dryer

Wireless Internet

Outdoor

Firepit

Outdoor Grill

Outdoor Lounge

Outdoor Pool

Property Details

Size

Private Residence with 2 Levels
5 Bedrooms, 4 Baths, 3340 square feet, 311 square meters

Bedrooms

King, King, King, Bunk, and 2x Twin
10 Guests maximum

Nearest airport

Sarasota–Bradenton International Airport (SRQ)
35 minutes by car

Property View

Unobstructed views of the bay and Sunshine Skyway Bridge

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Activities of Interest

Arts
Fish
Golf
Shopping
Watersports
Island Gallery West
Bridge Street - shopping, dining, and a quaint fishing pier
Florida Maritime Museum
Fishing charters
Nature trails - biking and walking
Parks / playgrounds / picnic areas
Swimming / paddle boarding / kayaking

Places of Interest

Manatee Public Beach (less than half a mile away)
Anna Maria Public Beach (less than half a mile away)
Coquina Beach (10 minute drive)
Bean Point Beach (15 minute drive)
DeSoto National Memorial Park (15 minute drive)
Beach House Restaurant (10 minute drive)
Anna Maria City Pier (10 minute drive)
Neal Preserve (5 minute drive) - wetlands with trails and a lookout tower

Reviews

Kaili W.

June 2025

Love Anna Maria Island and the home!

They truly thought of everything. Anna Maria Island is such a gem, chill laid back area. The house is only a quick walk to the beach and not far from "town" and even Bradenton beach and longboat key area. The house is gorgeous and the backyard on the canal is so fun! We saw manatees everyday and the beaches in the area are fabulous (and we are from Hawaii so have some high standards). We had a couple hiccups and the owner and property management company were very responsive. Almost don't want to give a good review because we want to keep this one to ourselves. Highly recommend!”

Robert P.

September 2023

Family Fun Time

Island Life Villa at Anna Maria Island was a truly great vacation. The home was very clean and well equipped. Lovely pool and nice dock. You could see Manatees in the canal behind the house. It is an easy walk to the beach. This is a 5 bedroom house, but two of the bedrooms are in the Mother-in Law suite attached to the house. There is no direct entry from this suite into the house unless you go out and into the main house from the front or the back. The only issue we had was on arrival. We were given a code to the front entrance, and when we put in the code we still could not open the door because it had a deadbolt lock and we had no key. We called the property manager, and there was a key pad lock on the wall that held the key. They could not find the code for it. They tried to get us into the house through the laundry room, which also has a separate keypad code, but there is no entry into the house from the laundry room. They then tried the Mother-in-Law suite, which also has a keypad code different from the laundry room and the main house. Since there is no entrance to the main house, we thought we were out of luck but they finally came up with the code for the lockbox key to the main house. Moral to this story is that if you book this house, and you should, make sure you not only have the entry code to the house, but also the code to the lockbox the holds the key to the deadbolt. Also take a notepad so you can keep track of all of the codes. Once we got into the house we had a really great week. We certainly would go back and I hope we get that chance. Mai Paker ”

Brooke Pfautz a.

January 2023

Incredible Property!

We visited recently with my wife, parents, brother and sister-in-law. The property was incredibly decorated and was setup for a great vacation. Not only did it have a great view of the water but was also a short walk to the beach. Best of both worlds! I will 100% come back again. ”