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Stunning new luxury home, pool and spa, walk to the beach! Summer awaits!

Family-friendly holiday home in Anna Maria with a hot tub

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Nestled in Anna Maria's North End, Oar House by AMI Locals offers a serene retreat. Unwind on the rooftop deck with amazing views, or relax in the private heated pool and spa. With luxury bedding, a stocked kitchen with stainless steel appliances, and grilling area for outdoor feasts.

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms7 bathroomsSleeps 8329 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Hot tub
  • Pool
  • Barbecue grill

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Stunning new luxury home, pool and spa, walk to the beach! Summer awaits!

Oar House by AMI Locals
421 Pine Ave, Anna Maria, FL 34216

Welcome to Oar House, a new 6-bedroom, 7-bath luxury home right on Pine Avenue on the north end of Anna Maria Island. It is made for easy group getaways, with a private heated pool, a large spa, and a rooftop deck with wide water views. You will also find plenty of fun, resort-style amenities. Step out the door to Pine Avenue cafes and boutiques, stroll to Bayfront Park, and reach the Gulf beaches in minutes for a relaxed Anna Maria Island vacation.

Highlights
-10-minute walk to Anna Maria Beach
-6 Bedrooms / 7 Bathrooms
-5 Kings, 1 Full-over-Full bunk and 1Queen sleeper sofa
-Private pool with in-ground spa and basketball hoop
-Rooftop deck with panoramic views
-Putting green
-Outdoor games (Tetris, ping pong, connect four, cornhole)
-Outdoor bar, covered dining and loungers
-BBQ grill
-Front and rear balconies
-4 Parking spots
-On Pine Avenue: walk to shops and restaurants.

Days drift easily between the sun-shelf pool (with in-water loungers and a basketball hoop) and the large spa under palm-framed skies. Perfect your short game on the private putting green, challenge the crew to ping pong, connect four, cornhole, or a round of giant outdoor Tetris. Then mix evening refreshments at the outdoor bar and grill dinner before gathering at the covered dining area. Head up to the rooftop deck for golden-hour views that sweep from the Bay toward the Gulf.

Soaring, lofted ceilings and high-end finishes define the open great room, styled in modern coastal hues with plush seating for movie nights. The chef’s kitchen features new stainless appliances, generous counter space for prepping, and all the culinary essentials for effortless group meals. With access to front and back balconies, enjoy views overlooking the pool and tropical landscaping.

All six bedrooms feature ensuite bathrooms, luxe bedding, TVs, and thoughtful storage. On the second floor, three king suites each include an ensuite with a walk-in shower. On the third floor, two additional king suites offer spa-like baths (one with a separate tub and shower). The sixth bedroom is a full-over-full bunk suite with a shower-tub combo, a favorite for kids. A seventh full bath adds convenience across the living spaces, and a loft provides a queen sleeper sofa for flexible lounge or overflow sleeping as permitted.

Room Details
-Primary Bedroom (2nd floor): King; ensuite with walk-in shower
-Second Bedroom (2nd floor): King; ensuite with walk-in shower
-Third Bedroom (2nd floor): King; ensuite with walk-in shower
-Fourth Bedroom (3rd floor): King; ensuite with walk-in shower
-Fifth Bedroom (3rd floor): King; ensuite with walk-in shower and separate tub
-Sixth Bedroom (3rd floor): Full-over-Full bunk; ensuite with shower-tub combo
-Loft (3rd floor): Queen sleeper sofa

Enjoy a quiet backyard finished with turf and lush landscaping, multiple balconies, and the convenience of Pine Avenue right outside your door for morning coffee, boutique shopping, and dinner reservations. Stroll to Bayfront Park for sunrise over the pier or make your way to nearby Gulf beach access for soft sands and emerald water. Explore the island car-free via the trolley, bikes, or on foot; easy island living for large group stays seeking luxury beach homes with private pools and spas.

With a rooftop deck of postcard-worthy views, a resort-style pool and spa, putting green, and a prime spot on Pine Avenue, Oar House by AMI Locals delivers the elevated, family-friendly island escape you have been searching for. Book your stay at Oar House today!

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This home is managed by AMI Locals, an Anna Maria Island property management company.

There are no pets allowed in this home.

4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This property has an active Ring doorbell at the main entrance.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details.

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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 6.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Heated pool
  • Table tennis
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 3,545 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

656

About the area

Map
Anna Maria, FL

What's nearby

  • Anna Maria Island Museum and Historical Park - 2 min walk - 0.2 km
  • Anna Maria City Pier - 5 min walk - 0.4 km
  • Bayfront Park - 5 min walk - 0.4 km
  • Island Players - 6 min walk - 0.6 km
  • Bean Point Beach - 17 min walk - 1.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 47 min drive

Restaurants

  • ‪The Ugly Grouper - ‬6 min drive
  • ‪The Sandbar Restaurant - ‬9 min walk
  • ‪The Waterfront Restaurant - ‬5 min walk
  • ‪Ginny's & Jane E's - ‬8 min walk
  • ‪North Shore Cafe - ‬4 min walk

Frequently asked questions

Is Stunning new luxury home, pool + spa, walk to the beach! Summer awaits! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Stunning new luxury home, pool + spa, walk to the beach! Summer awaits!?

On-site parking is available at the property.

What time is check-in at Stunning new luxury home, pool + spa, walk to the beach! Summer awaits!?

Check-in begins at 4:00 PM.

What time is check-out at Stunning new luxury home, pool + spa, walk to the beach! Summer awaits!?

Checkout is at 10:00 AM.

Where is Stunning new luxury home, pool + spa, walk to the beach! Summer awaits! located?

This family-friendly Anna Maria holiday home is located by the sea, within 1 mi (2 km) of Historic Green Village, Bean Point Beach and Anna Maria Beach. Bay Boulevard Beach and Anna Maria Island Museum and Historical Park are also within 5 minutes.

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Reviews

Stunning new luxury home, pool and spa, walk to the beach! Summer awaits! Reviews

10

Exceptional

10

Cleanliness

9.6

Location
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

Reviews

10/10 Excellent

virginia d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was amazing and exactly as listed. Would highly recommend!
Stayed 2 nights in Aug 2025

10/10 Excellent

Anthony S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Rental for Family Vacations

The property was in an ideal location. Property was very clean and everything in working order. I highly recommend this property for a vacation rental. The owner of the property reached out to ensure we were enjoying our stay and if we had any concerns. She also provided us with departing gifts for the family. We had the perfect vacation at this property
Stayed 6 nights in Apr 2025

10/10 Excellent

ziggypope70

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect House

My second time at the property, and still perfect!
Stayed 3 nights in May 2024

10/10 Excellent

Tyson C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Island Getaway

We had an amazing experience renting from AMI locals. We stayed at the Oar house and the property couldn't have been better! The rental agency was great about communicating with us regarding what to expect from check in to checkout. The property was just perfect and was ideally located on Pine Ave in the heart of things. The home was beautifully appointed with all the amenities you would want for your beach vacation. I highly recommend renting from AMI locals and staying at the Oar house!
Stayed 3 nights in Nov 2023

10/10 Excellent

Mary anne D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just the best ever at the OAR HOUSE

Our family had the most wonderful time Everything was better than we expected and I thought because it was on pine Ave it may have been loud, we were pleasantly surprised on how private it was. The pool was so refreshing and the grandchildren wore themselves out. The property manager was very responsive the homeowner was so kind and generous. We loved it, my 3 year old grand daughter said it best “ Mimi, this is awesome Mary Anne
Stayed 7 nights in Mar 2024

10/10 Excellent

Ted B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Holiday Weekend at the Oar House - AMI

We had a family group getting together on AMI for Memorial Day weekend. The Oar House was exactly as represented and just a beautiful property in a perfect location. The downstairs games and pool area was so much fun but in a tranquil setting at the same time. The Beach became optional for some! The bean bags, golf green, pool, spa and plenty of furniture to go with the TV and the ping pong table. Not to mention floats and other games for the pool. They also supply everything you need for an amazing day at the beach - chairs, towels and wagons. The rest of the house was just as stunning. The huge main room and gorgeous (and well applianced ) kitchen, 6 bedrooms all with TV's and private bathroom/showers. And don't forget the sunsets on the roof deck where you can see the Gulf and the Bay! Walking distance to the best pizza, ice cream, coffee, restaurants and donuts as well! This is THE place for an AMI gathering! We can't wait to go back to the Oar House!
Stayed 4 nights in May 2022