Rating 5 (8)

Tern Key

$900.00 - $1,850.00 / night + taxes & fees

Bedroom 4 bedrooms
Bathroom 4 baths
Guests 8 guests
Pets Not Allowed Pets Not Allowed

  • Address: 106 Tern Drive
  • Location: Anna Maria
Banner Once Upon A Luxe

An intentionally assembled collection of elevated coastal homes designed for comfort, style, and effortless island living. Distinctive spaces and resort-inspired amenities create a stay that feels refined, relaxing, and truly unforgettable.


Location Location

Description Description

Welcome to Tern Key!
On Anna Maria Island (Anna Maria, FL)

Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.

The Space
Tern Key
is a home that feels both artful and effortless — where every line, light, and texture come together in perfect harmony. The moment you step inside, the canal views draw your eye through the great room, inviting you to slow down and stay awhile. Thoughtfully designed to blend craftsmanship, connection, and comfort, this luxury retreat rests just minutes from Bean Point and Pine Avenue — where inspired design meets the ease of island living.

Perfect for: Families, friends, or couples who appreciate elevated design, thoughtful detail, and modern coastal living.

Highlights
- Private single-family home on a tranquil canal
- 4 king bedrooms, each with its own en-suite bathroom
- Heated private pool with spa and sun shelf
- Fully equipped outdoor bar with two TVs and seating
- Double kitchen islands and premium appliances
- Elevator available for guest use (with prior approval and fee)
- Located near Bean Point and Pine Avenue

Interior Spaces
- Living Area: Expansive great room with soaring ceilings, abundant natural light, and refined coastal décor. Comfortable seating, a large TV, and canal views create an inviting space for gathering and relaxation.
- Dining Area: A large dining table with seating for eight, complemented by island seating for four — ideal for group dinners or morning coffee with a view.

Bedrooms:
- Primary Suite: King bed, TV, spa-inspired en-suite with dual shower heads, and walk-in closet.
- Guest Suites (3): Each with a king bed, en-suite bathroom, and TV, offering private comfort for every guest.
- Bathrooms: Five total (four full en-suites plus one half bath), all with premium finishes, fresh linens, and thoughtful design details.

Layout Overview
- Ground Level: Garage, foyer, and elevator access (available with prior approval and fee).
- First Living Level: Open-concept kitchen, dining, and living area with balcony, two king suites with en-suite baths, laundry room, and half bath.
- Second Living Level: Two additional king suites with en-suite baths and a loft walkway with stunning views of the great room below.

Outdoor Living
Step outside to your private canal-front oasis — the perfect blend of style and serenity.

- Pool & Spa: Heated pool with spa and sun shelf overlooking the water.
- Outdoor Bar & Lounge: Covered bar with two TVs, grill, dining table, and sectional seating for evening cocktails or al fresco meals.
- Private Dock: Ladder access for fishing, paddleboards (not included), or simply watching the boats pass by.
- Outdoor Shower: Enclosed and ideal for rinsing off after a beach day.

Here, every detail is designed to elevate the experience — from the glimmer of the canal at sunset to the thoughtful lighting that makes every evening feel cinematic.

Kitchen & Dining
- This chef’s kitchen is the centerpiece of the home — both functional and inspiring.
- Gas stove and double islands with quartz countertops
- Premium appliances, double dishwashers, and refrigerator with ice/water
- 12-cup coffeemaker, espresso machine, Keurig, toaster, and blender
- Fully stocked with cookware, dinnerware, and serving pieces

It’s a space that invites creativity — whether preparing a full meal or plating takeout from Pine Avenue’s local favorites.

Additional Amenities
- Washer and dryer
- Cable TV and high-speed Wi-Fi
- A/C and heat for year-round comfort
- Hair dryer, iron, and ironing board
- Beach towels and professionally laundered linens
- Beach gear rental credit included (chairs, umbrellas, bikes, and more)

Parking
- One-car garage and space for two to three additional vehicles in the driveway
- Max vehicles: 4

Start your story at Tern Key — where inspired design meets the ease of island living.

Policies
Policies updated October 6, 2025 — see full Terms & Conditions for details.
🔗 Cancellation Policy & Trip Insurance
🔗 Terms & Conditions

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.

- No Pets / No Smoking
- Primary guest must be 25+ and remain on-site for the duration of the stay

- Minimum Stay: Requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.
- Quiet Hours: 10 PM – 8 AM — please respect our island community
- Pool & Spa: Heated to 82–85°F year-round; temperature may vary with weather. Spa operates as part of the pool system, not a stand-alone hot tub.
- Beach Gear: A rental credit is included with your stay; select items before arrival for delivery. Some gear may be on-site but is not guaranteed.
- Cleaning & Linens: Professionally cleaned between stays with starter supplies provided. Mid-stay cleans required for stays over 28 days.
- Golf Carts: Reserve through Once Upon A Beach Carts for an exclusive guest discount.
- Security: Exterior cameras monitor entry points and equipment for safety and occupancy compliance. Cameras do not face private areas.
- Accessibility: Multiple levels with elevator access available by request ($149 fee); home not wheelchair accessible.

Elevator Note
This home includes a residential elevator for guest convenience; however, please note that elevator operation is dependent on third-party service providers. In the event the elevator becomes inoperable during your stay, repair timelines cannot be guaranteed, and stairs will be required for access to upper levels.

City of Anna Maria Vacation Rental License: VR18-000055
Max Occupancy: 8 Guests | Max Vehicles: 4
Information deemed reliable but not guaranteed; subject to change or withdrawal without notice.


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Swipe Swipe for Availability

Amenities 150 Amenities
Accommodations
  • Wifi
Amenities
  • Bed Linens
  • Cable/satellite TV
  • Dryer
  • Elevator
  • Elevator in the building
  • Hair Dryer
  • Hangers
  • Heating
  • Internet
  • Internet Access
  • Iron
  • Iron Board
  • Linens
  • Linens provided
  • Living Room
  • Parking
  • Private Entrance
  • Self Check-In
  • Smartlock
  • Towels
  • Towels provided
  • TV
  • Washer
Attractions
  • Bay
  • Botanical Garden
  • Coin Laundry
  • Health Beauty Spa
  • Marina
  • Museums
  • Playground
  • Theme Parks
  • Water Parks
  • Zoo
Car
  • Not Necessary
  • Recommended
Changeover/Arrival Day
  • 24Hr Check-In
Cleanliness
  • All towels and bedding washed in hot water that's at least 60ºC
  • Cleaning Disinfection
  • Enhanced Cleaning Practices
  • High-touch surfaces cleaned with disinfectant
  • Self Check In / Check Out
Emergency
  • Emergency Exit Route
  • Emergency Fire Contact
  • Emergency Medical Contact
  • Emergency Police Contact
Entertainment
  • Laptop Friendly
  • Satellite or Cable
  • Television
Household
  • Newly Listed
Kitchen and Dining
  • BBQ
  • Coffee Maker
  • Cooking Basics
  • Dining Area
  • Dining table
  • Dishes Utensils
  • Dishwasher
  • Freezer
  • Fridge
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Room
  • Spices
  • Stove
  • Toaster
  • Wine glasses
Leisure
  • Antiquing
  • Bird Watching
  • Boating
  • Bowling
  • Eco Tourism
  • Gambling
  • Horse riding nearby
  • Horseback Riding
  • Miniature Golf
  • Outlet Shopping
  • Paddle Boating
  • Shopping
  • Water Sports
  • Wildlife Viewing
Local Features
  • ATM Bank
  • Fitness Center
  • Groceries
  • Hospital
  • Laundromat
Location Types
  • Beach
  • Near Ocean
  • Water View
  • Water views
  • Waterfront
Outdoor
  • Balcony
  • Balcony/Terrace
  • Beach Access
  • Deck Patio Uncovered
  • Garden Or Backyard
  • Grill
  • Patio
  • Patio Or Balcony
  • Private yard
Pool/Spa
  • Heated outdoor pool
  • Heated Outdoor Pool Private
  • Heated Pool
  • Private Pool
  • Spa
Safety Features
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Fire Extinguisher
  • First Aid Kit
  • Outdoor Lighting
  • Smoke Detector
Sports and Adventure
  • Basketball Court
  • Cycling
  • Deepsea Fishing
  • Fishing
  • Fishing Bay
  • Fishing Fly
  • Fishing nearby
  • Fishing Surf
  • Golf
  • Golf course within 30 min drive
  • Jet Skiing
  • Kayaking
  • Parasailing
  • Pier Fishing
  • Rafting
  • Sailing
  • Scuba or Snorkeling
  • Skiing Water
  • Snorkeling
  • Snorkeling / Diving
  • Surfing
  • Swimming
  • Tennis
  • Tennis courts nearby
  • Tubing Water
  • Watersports nearby
  • Wind Surfing
Suitability
  • Air Conditioning
  • Ceiling fans
  • Children Welcome
  • Decked area
  • Free Parking
  • Hot Water
  • Minimum Age Limit
  • Pets Not Allowed
Themes
  • Family
  • Luxury
  • Romantic

Reviews Rating 5 (8) Reviews
Rating 5
Excellent
The house was amazing and had a very functional layout. The outdoor area was great for hanging out and relaxing. Definitely recommend and hosts were great.

Thank you so much for sharing your experience! We’re thrilled to hear you loved the home and found the layout and outdoor space perfect for relaxing. It’s wonderful to know you’d recommend it, and we truly appreciate your kind words about our team. We’d love to welcome you back anytime for another great stay on the island! 🌴✨
Justin - Posted: 10/15/2025
Rating 5
Absolutely amazing!!!
We stayed at Tern Key for a 5 night stay with 4 couples. When we arrived and walked into the home, we immediately realized we had hit a gold mine of a house. Every couple had their own room (king size beds!!) and own bathroom. This was huge for the comfort of the couples and much appreciated. The pool and backyard were just like a resort and we ended up spending the days at the beach and the nights on the ocean. We especially loved being right on the canal and enjoyed sending hours fishing and more. We highly highly highly recommend this home and will absolutely be back!

Thank you so much for the glowing review! We’re beyond happy to hear that Tern Key was such a perfect fit for your group. It sounds like you made the most of everything the home has to offer—from the comfort and privacy of the king suites to the relaxing resort-style pool and unforgettable evenings on the water.

We love that you took advantage of the canal access and found time to unwind with some fishing and fun! It’s always our goal to create spaces that feel special, and we’re so grateful you felt that from the moment you walked in.

We can’t wait to welcome you all back for another amazing stay!
Stephanie - Posted: 7/28/2025
Rating 5
Excellent
Had a fantastic time in AMI and Tern Key. 2nd consecutive year we stayed at Tern Key and there was no evidence of issues caused by the hurricanes. Everything was great! We look forward to coming back next year!

Thank you so much for your kind words! We’re thrilled to hear you had another fantastic stay at Tern Key and that everything was just as you hoped. It means the world to us to welcome back returning guests—especially after such a challenging year for the island. We can’t wait to host you again next year for another unforgettable getaway on AMI! 🌴☀️💙
Stephen - Posted: 7/7/2025
Rating 5
Tern Key Excellence
OUTSTANDING 7-day experience. Everything was perfect for our annual family get-together. We will definitely be back next year!
Anonymous U from Lakeland - Posted: 7/20/2024
Thank you so much for your wonderful review! We’re thrilled to hear that your 7-day stay was perfect for your annual family get-together. It means the world to us that you had an outstanding experience! We can’t wait to welcome you back next year – and as a token of our appreciation, don’t forget to take advantage of our return guest discount! Until then, thank you for choosing to stay with us!
Once Upon a Beach staff
Posted: 2/25/2025
Rating 5
Tern Key
Our family of 10 enjoyed a week vacation at Tern Key in January. From the moment we arrived until the day we left we were delighted with the home. Everything was sparkling clean and decorated tastefully and comfortably. The beds were so comfortable! Coffee on the porch overlooking the private pool and coastal byway in the morning, biking and kayaking in the afternoon, walks and sunsets on the beach, wine and family games in the evenings. It was just what we were hoping for. We hope to be back again many times! Also if you visit make sure you walk down the beach to the restaurants near town. It is delightful having your toes in the sand while you are served a wonderful meal in the shade of a beach umbrella. And say hi to the dolphins for us!
Cindy M - Posted: 6/19/2023
Thank you so much for sharing this beautiful review! We’re absolutely thrilled to hear that Tern Key was everything your family hoped for and more. 💙 From sparkling clean spaces and cozy beds to porch coffee mornings and dolphin sightings—it sounds like the perfect blend of rest, adventure, and quality time. We love knowing you enjoyed biking, kayaking, beach walks, and those unforgettable sunsets. And yes—meals with your toes in the sand are definitely a must while on AMI! 🐬☀️🍷 It was a pleasure hosting your family, and we’d be honored to welcome you back again and again. We’ll be sure to keep everything just as delightful for your next stay!
Once Upon a Beach staff
Posted: 5/9/2025
Rating 5
Tern Key
This is a true home: gracious, comfortable, accommodating, BEAUTIFUL. It is close to everything, yet you feel like you have privacy. There is water access via the channel. It is close to beach access where you can catch the sunrise AND the sunset. Very walkable. Tons of fun little restaurants and shops. And the house! It is designed by someone who knows how to live and play and relax and entertain. The beds are comfy. Tons of room yet plenty of quiet places to curl up with a book or intimate conversation. I hope to be back very soon! It was everything we were hoping for and more.
Julia S - Posted: 6/19/2023
Thank you so much for this beautiful feedback! Your words truly capture the essence of what we hope every guest experiences—a home that invites you to relax, connect, and fully enjoy the beauty of Anna Maria Island. 💛 We’re so glad you felt the perfect blend of comfort, privacy, and convenience. From water access and beach walks to cozy nooks for quiet moments and the thoughtful design of the home itself—it sounds like you fully embraced all the special touches that make this place unique. It means so much to us that it was everything you were hoping for and more. We would be absolutely honored to welcome you back very soon!
Once Upon a Beach staff
Posted: 5/9/2025
Rating 5
Tern Key
A couples' trip. House location allowed us to walk everywhere: beach, restaurants, shopping. This is a luxury home not a typical rental property. En suite showers, plenty of hot water, lots of refrigerator space. Quiet. When you are in the back yard by the pool you feel like you are in a nature sanctuary. Manatees, nesting birds, flying fish entertain you from your comfortable spot overlooking the canal as you enjoy your morning coffee. Many accommodations. Extra refrigerators, everything needed for beach time, including carts, chairs, outdoor shower, etc. Watch the stars come out as you enjoy the evening pool side. Beds that are likely to be even better than yours at home with quality linens. Don't look any farther if you are looking for a home away from home on AMI. (P. S. Thank you to the owners for the thoughtful welcome gifts! We felt like valued friends rather than renters.)
Don S - Posted: 6/19/2023
Thank you so much for this incredible review! We’re absolutely delighted to hear that your couples’ trip was such a memorable and relaxing experience. 💙 It means the world to us that you found the home to be more than just a rental—luxurious, peaceful, and truly a home away from home. From the en suite showers and spacious amenities to the nature-filled backyard sanctuary, it sounds like you experienced all the magic we hope our guests will enjoy. 🌿🦩🌊 We’re so glad the thoughtful touches—like the welcome gifts and beach gear—helped you feel like more than just renters, because that’s exactly how we see you. You’re part of the Once Upon A Beach family now, and we’d love to welcome you back anytime.
Once Upon a Beach staff
Posted: 5/9/2025
Rating 5
The Perfect Girlfriend Get Away
This is a true home: gracious, comfortable, accommodating, BEAUTIFUL. It is close to everything, yet you feel like you have privacy. There is water access via the channel. It is close to beach access where you can catch the sunrise AND the sunset. Very walkable. Tons of fun little restaurants and shops. And the house! It is designed by someone who knows how to live and play and relax and entertain. The beds are comfy. Tons of room yet plenty of quiet places to curl up with a book or intimate conversation. I hope to be back very soon! It was everything we were hoping for and more.
Julia - Posted: 3/12/2022
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We have rented from Once Upon a Beach in the past. When talking to an agent at that time, it was mentioned that returning renters were eligible for a 10% discount. Is this still available? 

Steve L - Posted: 12/16/2023

Answer:

We offer our returning guests a 5% discount on new bookings.

Do you have baby items like a pack n play, town stroller, high chair, any baby items for staying at your rental? If so is this included at request? Also wondering if there are fishing rods available at the house. Thank you!

Whitney Y - Posted: 03/21/2024

Answer:

For safety and sanitation reasons, we do not provide baby equipment in our homes. However, we’re happy to connect you with trusted local vendors who offer high-quality rentals for your convenience. We also do not guarantee any amenities other than what is provided in our Starter Set in the homes; however, every reservation now includes a credit towards personalized beach gear rental with your stay. Choose from a variety of items like chairs, carts, umbrellas, bikes, coolers, games, and more. Simply make your selections prior to your stay, and we’ll have everything ready at your vacation home! We are also happy to provide any additional vendors for any items you'd like to have available during your stay!

Good. Day, is it possible for one of the bedrooms be separated into 2 beds instead of a king? Thank you

Clare H - Posted: 04/14/2024

Answer:

Thank you for your question. We do have homes where we can convert twin beds into a king to better suit your needs. However, we are unable to convert a king bed into two twin beds. If you have any other specific requests or need assistance with your booking, please feel free to reach out—we're here to help!

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