Property Summary
Property Ref: AMI_222R | Happy Place | 222 S Harbor Dr, Holmes Beach, Fl *Minimum of 7 Nights Stay Required.
**During high season (February/March/Easter + Summer), rentals are SaturdayâSaturday.** Please adjust your travel dates accordingly, or reach out to our reservations team if you have questions or would like assistance.
Enjoy 30-Day Flex Free Cancellation when you cancel up to 30 days before arrival. Travel insurance fees are non-refundable, if applicable.
Highlights
Backs onto canal
0.2 mile, 5 minute walk to the beach
Duplex
Photos taken May 2025.
This home is a duplux, with 3 bedrooms in the main home and 2 bedrooms in the guest suite, all 5 bedrooms are under one roof and not shared with anyone. Perfect for some extra privacy but all still under one roof together. Experience the Island Lifestyle at Island Life Villa. Welcome to a bayfront getaway designed for unforgettable coastal living. Island Life Villa is a distinctive 3,338 sq. ft. waterfront retreat that combines comfort, privacy, and entertainmentâideal for families, groups of friends, or multi-generational vacations.
Why Guests Love It
Situated on an oversized double lot directly on the bay, this 5-bedroom, 4-bathroom home is just a 5 minute walk from the island's beautiful sugar-sand beaches. From the property you can enjoy peaceful waterfront living while still being close to the shoreline. Watch manatees pass by, launch a kayak from your private dock, or relax while taking in the unobstructed views of the illuminated Skyway Bridge from the balcony or heated pool area.
The home is thoughtfully designed with two kitchens and two living rooms, along with a main house plus a separate guest suite, giving groups the perfect balance of shared space and private retreats.
Outdoor Space Designed for Relaxation and Fun
The outdoor areas are made for entertaining and enjoying the Florida sunshine.
Heated pool with jet spas and a built-in table ideal for relaxing with poolside drinks
Custom tiki bar, fire pit, and expansive 1,300 sq. ft. deck for gatherings and outdoor dining
100-foot dock with three green lights plus a boat slip located next door
Oversized Adirondack chair, hanging hammock, outdoor shower, and yard games including cornhole and ping pong
BBQ grill, putting green, and plenty of seating to enjoy sunset evenings
Balcony views of the Skyway Bridge, which lights up beautifully after dark
Entertainment and Activities for All Ages
Whether you're seeking adventure or relaxing entertainment, the villa offers something for everyone.
Kayaks, paddleboard, beach wagons, beach chairs, umbrellas, and toys for guests of all ages
PS5, Xbox, Sonos sound system, and 85â SMART TVs with Apple TV in both living areas
Outdoor putting green, ping pong table, and cornhole for friendly competitions
Free Island Trolley stop is just a 2 minute walk, making it easy to explore the island without driving
Inside the Villa
Enter through a striking 30-foot glass entryway into a light-filled main home with 10-foot ceilings and an open layout. The gourmet kitchen connects seamlessly to a dining space that seats eight guests, while the main living room includes a wet bar, reclining leather sofa, and card table for evenings of games and relaxation.
Upstairs large sliding doors lead to a spacious balcony overlooking the bay, furnished with high-top seating for four and a comfortable daybed, providing spectacular waterfront views.
The primary suite offers a relaxing retreat with a spa-style bathroom featuring dual vanities, a multi-jet shower, and a large walk-in closet.
Downstairs an attached guest suite with its own private entrance includes a full kitchen, living room, 85â television, and two bedrooms, giving guests additional privacy while still enjoying views of the pool and bay. A laundry room with washer and dryer is also available for added convenience.
Excellent Island Location, this property places you right where you want to be. Launch your kayak or paddle-board directly from the bay behind the home. 5 minute walk to the island's pristine beaches. Island Trolley stop just 2 minute walk away for easy transportation around the island
Two driveways with space to park boats or trailers, plus a nearby boat ramp
Island Life Villa is offered as one private residence, creating the perfect setting for memorable vacations with family and friends. Enjoy the beauty of bayfront living, relax by the pool, and experience the charm of island life. Book your stay at Island Life Villa and enjoy a vacation where every day feels like paradise.
Everything you could want is in close proximity, including the beach, restaurants, and shopping centers, and up the street is an Anna Maria Island trolley stop that can take you and your guests anywhere you like on this coastal 7-mile island.
Holmes Beach, nestled on Anna Maria Island in Florida, is a charming coastal destination that perfectly balances natural beauty and a laid-back vibe. Known for its pristine white-sand beaches and crystal-clear waters, it offers visitors a serene escape from the hustle of everyday life. Holmes Beach stretches along the central part of the island, making it an ideal spot to enjoy the tranquil Gulf of Mexico.
The beach itself is a paradise for relaxation and recreation, with plenty of opportunities for swimming, sunbathing, and shell collecting. Its gentle waves and family-friendly atmosphere make it an excellent choice for visitors of all ages. Beyond the beach, the area boasts a selection of quaint shops, locally-owned restaurants, and casual beach bars that highlight the island's laid-back charm. Whether you're savoring fresh seafood, biking along the scenic pathways, or catching a breathtaking sunset over the Gulf, Holmes Beach provides an idyllic setting for a quintessential Florida getaway.
There are many Holmes Beach restaurants and bars within a mile away such as The Ugly Grouper, The Chateau, Isola Bella Italian Eatery, Minnie's Beach Cafe, Pizzano's Pizza, AMI Mediterranean Express and more such as Blueberries Cafe, Anna Maria Island Coffee Shack, Scott's Deli and Small Town Creamer Ice Cream store. Bars include The Doctors Office, The Freckled Fin, D'Coy Ducks, Duffy's Tavern, Fifty Three Fifty The Pourhouse & Hurricane Hanks.
Holmes Beach is also home to AMI Health & Fitness Gym, a soccer field, playground, pickle ball and tennis courts, skate park and public boat ramp.
There is a free shuttle and the Monkey Bus if you would like to check out bars and restaurant's outside of Holmes Beach.
Property Summary
General
Complimentary high-speed wireless internet
Smoke-free and pet-free for your comfort
Towels and linens are provided
Fully equipped kitchen
Keyless entry
Living Area/Kitchen
Smart TV
Sofa
Sonos
Wet bar with seating for 5
Card table seats 8
Bedroom/Bed Sizes
Bedroom 1 - King (ground floor main home)
Bedroom 2 - Queen/Full bunk (ground floor main house)
Bedroom 3 - King (second floor)
Bedroom 4 - King (ground floor guest suite)
Bedroom 5 - Queen/Twin bunk (ground floor guest suite)
Pool Area
Dock with seating for 10
Firepit
BBQ grill
Table with seating
4 x Sun loungers
Daybed
Tiki bar
Outdoor shower
Why book this rental?
Professionally managed to offer you superior, personalized service.
No hassle with key pick-up! Drive straight to your vacation rental!
Detailed guest information guide provided within each property.
Terms And Conditions:
City of Holmes Beach Vacation Rental License: VRC 20-000313
Max Occupancy: 10 Guests | Max Vehicles: 4
The boat lift has a boat on and is not for guest use.
This property is managed by Florida Vacation Homes, a vacation rental management company.
Quiet Hours: 10 p.m. - 7 a.m. - please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
This home does not provide access to a garage.
Check-in time is 4:00 pm
Check-out time is 10:00 am
All properties are non-smoking and no pets are allowed
Tax is not included in nightly rates
There is a one-time departure cleaning fee for all stays
A Limited Damage Protection (LDP) fee will be required to cover any reported accidental damage to this property and its contents
Mid stay cleaning service is NOT included but please ask for a quote
Final payment due 45 days prior to your arrival
Travel insurance is highly recommended if making a reservation for dates in hurricane season (Jun 1st to Nov 30th).
Red Tide - Please stay informed about red tide to ensure a safe and enjoyable stay on Anna Maria Island. What It Is: Red tide refers to algal blooms that can produce toxins affecting marine life and may cause respiratory irritation in humans. Occurrence: While red tide is a natural phenomenon in Florida's Gulf Coast, its presence and intensity can vary. Guests are advised to avoid swimming in affected waters, especially if they have respiratory conditions. It's also recommended to stay indoors if experiencing irritation.
The guest making the reservation must be 25 years of age or older. Persons under 25 to are not allowed to occupy a property unless accompanied by someone over 25 years of age.
Bookings made within 30 days of the arrival date must verify ID before the access information is released. The credit/debit card used for payment must be shown along with a valid driving license or passport in the same name as the card. As well as a utility bill with the same address as the card billing address. Pre-Paid cards are not accepted. If an alternative payment method cannot be used the booking will be canceled.
Please note it is not permitted to host parties or group events such as weddings in this vacation home.
This property has exterior security cameras.
A rental agreement must be signed by the lead guest making the reservation, along with a full list of guest names that will be staying in the property
We use a third party to verify identification and fraud risk, based on the findings we could cancel the reservation.
Driveway has on-site parking for a maximum of 4 cars
