5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life

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Entire home

Overview
Amenities
Policies
Location
Host

4 bedrooms2 bathroomsSleeps 8260 sq m

Popular amenities

Pet-friendly

Pool

Kitchen

Barbecue grill

Free WiFi

Air conditioning

Explore the area

Anna Maria, FL

Anna Maria Island Museum and Historical Park13 min walk
Anna Maria City Pier19 min walk
Anna Maria Beach4 min drive
Tampa, FL (TPA-Tampa Intl.)66 min drive

Rooms & beds

4 bedrooms (sleeps 8)

King Bedroom 1, TV, Ensuite, 3rd Floor

1 King Bed

Queen Bedroom 1, TV, 2nd Floor

1 Queen Bed

Queen Bedroom 2, TV, 2nd Floor

1 Queen Bed

Queen Bunk Bedroom, TV, 2nd Floor

2 Single Bunk Beds

2 bathrooms

Guest Bathroom, 2nd Floor

Bathtub or shower · Toilet

King Bathroom 1, Ensuite, 3rd Floor

Bathtub · Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Balcony

Garden

Dining Area

About this property

216 Chilson Ave, Anna Maria, FL 34216

What You'll Love About This Home:

Location! North End of AMI - 2 Blocks to the Beach & On a Canal
4 Bedroom / 2 Bathroom
Elevated Home with Elevator (see deposit notes)
1 King, 2 Queens, 1 Set of Queen over Queen Bunkbeds
Private Heated Pool & Spa
Outdoor Shower
Poolside Cabana Room
Gas BBQ Grill
Professional Linen Service, Washer & Dryer, Complimentary WIFI
Beach Wagon, Chairs & Towels
Dog Friendly (see below)
Private Boat Dock (boat lift is not available)
4 Parking Spaces

Details:

Discover outdoor living at it's finest! 5 O'Clock somewhere has a downstairs cabana room that you may never leave. It offers indoor and outdoor dining, complete with a flat screen TV, and lot's of places to dive into and relax with a cocktail in the shade while you watch the kids swim. The pool is big and outfitted with a hot tub for the chilly nights in the fall.

Our pet friendly, 4 bedroom 2 bath home, with an elevator will keep you coming back over and over again! Upstairs you'll find the best in island home design, with gorgeous luxury decor and an open layout. This home will enchant you at every turn.

The fully renovated open kitchen with a dazzling tiled backsplash, island equipped with a wine fridge and breakfast nook provides plenty of space to make your favorite meals. Along with the dining area you'll have all the room you need for the entire family plus guests to enjoy dinner time together.

You'll fall in love with the Master suite that takes up the entire 3rd floor. Relax in private tranquility, with a king bed, jacuzzi tub, shower, dual sinks and a deck for your morning coffee. Two of the additional bedrooms offer queen beds and the fourth bedroom has a set of queen over queen bunkbeds..

Bring the boat! The boat dock is available at no additional charge and you're just minutes away from the open waters of Bimini and Tampa Bay! (Please note the boat lift is not available.)

Use the outside shower with hot and cold water to take the sand off when you come back from the coveted beaches of Anna Maria, which is only 2 blocks away!

The trolley stop is just down the road to take you anywhere on the island you want to go for free. Shopping, restaurants and treats are at your beck and call. You may just make this your yearly vacation spot. Grab your flip flops and favorite boat drink because It's Always 5 O'Clock Somewhere!

There is a fully refundable $500.00 Deposit for use of the Elevator. If you are booking online and would like use of the elevator during your stay please contact us after booking so that we can add the Elevator Deposit to your reservation.

5 O'Clock Somewhere is a dog friendly property! If you have added a pet to your reservation under number of pets, the fee of $150 per dog, plus tax has been added to your reservation total. ** 2 Dog Limit **

*No Cats Allowed Due To Allergy Concerns.

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

IMPORTANT INFORMATION:

Your booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.

** Your signed rental agreement must be returned in order to receive your check-in details.

VRBO BOOKINGS

Anna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.

Your final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance.

The instructions for making your final payment will be included in your final payment reminder.

Please review the cancellation policy prior to booking.

GOOGLE VACATION RENTAL BOOKINGS

Your payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Property manager

Anna Maria Life Vacation Rentals

Premier Host

Languages

English

Amenities

Pool

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Pool

Hot tub

Kitchen

Washer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

About the area

Anna Maria

Located in Anna Maria, this holiday home is near theme parks and on the waterfront. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Travelling with kids? Consider AMI Paddleboard Adventures, or check out an event or a game at LECOM Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

View more Holiday homes in Anna Maria

Anna Maria, FL

What's nearby

Island Players - 9 min walk
Anna Maria Island Museum and Historical Park - 13 min walk
Anna Maria City Pier - 19 min walk
Anna Maria Beach - 4 min drive
Bean Point Beach - 4 min drive

Getting around

Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 32 min drive

Restaurants

Anna Maria Island Beach Cafe - 5 min drive
The Waterfront Restaurant - 18 min walk
Sandbar Seafood & Spirits - 10 min walk
The Ugly Grouper - 4 min drive
Harry's Grill - 7 min walk

Frequently asked questions

Is 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life?

Check-in begins at 4:00 PM.

What time is check-out at 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life?

Checkout is at 10:00 AM.

Where is 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life located?

This family-friendly Anna Maria holiday home is located on the waterfront, within a 10-minute walk of Bradenton Beach, Palmetto Avenue Beach and Island Players. Bay Boulevard Beach and Historic Green Village are also within 1 mile (2 km).

7.8

Good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

8.2/10

Cleanliness

8.8/10

Check-in

9.0/10

Communication

9.4/10

Location

8.8/10

Listing accuracy

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

9 Apr 2024

5 Stars

5 O'Clock Somewhere is the perfect vacation rental! The house is beautifully decorated, very clean, and spacious. We spent a lot of time downstairs in the tv/game rooms and pool area. The backyard is an amazing tropical oasis. Perfect for playing in the pool, sitting in the jacuzzi, or laying out in the warm FL sun. The house provided pool toys, beach items, and fishing poles. Even though we didn't catch fish from the dock, we had lots of fun trying. I would highly recommend this location for your next getaway! We can't wait to visit again!

This review comes from a trusted partner site and has not been verified.

8/10 Good

Sheryl H.

3 Feb 2023

216 Chillson

We love this property and it is our second year to spend January here. Unfortunately, there was quite a bit of wear and tear in the last year. All of our concerns were immediately addressed with the exception of loss shower floor tiles and the microwave was not working. Substantial rent increases will be a problem.

This review comes from a trusted partner site and has not been verified.

6/10 Okay

Scott G.

16 Jan 2023

3 Stars

When we arrived at the house, the internal temperature was 55 degrees, very cold, and it took hours to heat up. The pool heater and spa pump did not work when we arrived. It took several days for the repairs and then for the pool to heat up to a usable temperature. The grill and grill tools were so old and dirty it was almost unusable. Several of the door alarms had been disabled (we did not do it!). Kitchen baking trays were dirty. The pool deck was dirty. And when I opened a window, the window frame and screens were very dirty. Overall, disappointed.

This review comes from a trusted partner site and has not been verified.

6/10 Okay

Scott G.

15 Jan 2023

3 Stars

8/10 Good

James M., Wrentham, MA

24 Oct 2022

Liked: Cleanliness, communication, location, listing accuracy

Disliked: Check-in

Beautiful location and home with some challenges

We've vacationed at AMI multiple times and love the canal side locations - so close to the beach (3 minute walk) and still waterfront with a pool. This was our first stay in this property. The home is wonderfully decorated and the layout is great for families with a large open floor plan and a very nice ground level patio entertainment space. The pool is great and the hot tub works wonderfully, we even fished (fishing rods provided!) and caught salt water catfish. The management company was very responsive when we called with issues and solved most of them right away, thanks to them for their prompt service! A few challenges remain for this to be representative of a $6K - $7K weekly rental. 1. Nearly all of the outside lights don't work (burned out we assume) so lighting is an issue, makes it tough to use the grill at night for example 2. The hot tub light is burned out as are most of the landscaping lights 3. The boards on the canal decking need to be sanded/refinished. Several kids got nasty splinters 4. Not enough outside furniture for a home that sleeps 8-10 people. Only 2 lounge chairs at the pool, seating for 3 on the main deck 5. Several of the doors don't shut all the way without a deadbolt. This causes the door alarms to sound when the wind blows, very annoying 6. There is no cable TV that we can find - so you have to have a streaming service to watch live sports or any TV at all really. Plus the TV systems have no instructions so you're guessing. None of the remote controls had batteries upon arrival, management company fixed this the next day 7. Labeling the light switches would be a plus - there are so many that it took several days to figure it all out. Same with the hot tub - instructions for all the buttons 8. The beds and most especially the pillows need to be replaced. Pillows are essentially like sleeping with no pillow at all. When we arrived half the beds had no pillows and the ones that did didn't have enough pillow cases to cover - the management company responded right away the next day to fix this Overall a wonderful stay yet again on AMI - the house could use some small updates or upgrades or maintenance to be on par with its price. Some of the stuff is so easy to fix, just a little more attention would catch it all.

Stayed 7 nights in Oct 2022

About the host

Hosted by Anna Maria Life Vacation Rentals

Family-owned and operated, Anna Maria Life Vacation Rentals offers everything you are looking for in an Anna Maria Island vacation rental company – exceptional properties and quality service with a personal touch. Whether it's a family vacation or a romantic getaway, AMLVR has something for everyone. From beachfront to bayside, you can choose from a quaint one-bedroom cottage, a waterfront condo with stunning views of the Gulf of Mexico, or a four bedroom pool home. AMLVR's vacation rentals offer authentic island living at an affordable price. Accommodations can be as upscale or as casual as you like and most are pet-friendly so you won't have to leave your furry family member at home.