Welcome to the island paradise vacation you’ve been wishing for when you visit “Over the Moon” in beautiful sunny Anna Maria. This three bedroom home spaciously accommodates up to six guests less than a block from coveted Bean Point beaches for the perfect island style holiday.
You’ll fall in love with this Anna Maria Island vacation rental with old Florida charm in a perfect location. Situated in a quiet neighborhood on the very tip of the island “Over the Moon” is within walking distance of some of the most beautiful beaches you’ll find in Florida. Enjoy views of both the Gulf of Mexico, Tampa Bay and the Sunshine skyway from Bean Point with powder fine sand and blue water. Walk over to the Rod and Reel Pier for fresh seafood any meal of the day, or bring your fishing pole to catch your own.
Heading down to Pine Avenue you’ll find boutiques, art galleries and more great dining opportunities. The free trolley comes as far north as Pine Avenue and runs all the way down to Bradenton Beach on the southern end of seven mile long Anna Maria Island. The trolley runs about every 20 minutes and passes almost everything on the island.
At “Over the Moon” you’ll find a casual and comfortable space to hang up your beach hat and kick up your feet. This remodeled home is the quintessential laid back cozy beach house. “Over the Moon” is well-appointed to meet your beach getaway needs.
The bedrooms are equipped with a king bed, a queen bed and a twin bed with a twin trundle pullout to accommodate a total of 6 guests. Premium hotel quality linens and towels are provided along with televisions in the master bedroom and living room. This home offers parking for two vehicles with the added convenience of a washer and dryer to make your stay a breeze.
In the kitchen at this Anna Maria Island vacation rental you’ll find everything you are used to having at home including a dishwasher. There is a more formal dining area where everyone can enjoy meals together, or dine outside in the relaxing, tropical backyard.
The backyard at “Over the Moon” is a relaxing haven with a heated pool and spa. Enjoy sunning in the patio lounge chairs, or in the hammocks. Cook up a feast on the propane BBQ grill. This charming cottage offers a great picnic style seating area to catch a quiet moment while enjoying the old Florida atmosphere and island breezes. After a trip to the beach rinse off in the backyard outdoor shower.
Plan your next Florida vacation today, and reserve “Over the Moon” for the perfect beach cottage getaway!
Don’t see availability for your exact dates, give our office a call 941-778-6066.
VR20-000053
Max Vehicles Allowed: 2 Max Day Guests Allowed: 2
Please be sure to obey all traffic laws and be sure you are parking in a permitted area if parking on the streets. If you park in a non-parking zone or against traffic, you will be ticketed.
Anna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to:
7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)
10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)
The ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.
November 2024 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | |||||
03 | 04 | 05 | 06 | 07 | 08 | 09 |
10 | 11 | 12 | 13 | 14 | 15 | 16 |
17 | 18 | 19 | 20 | 21 | 22 | 23 |
24 | 25 | 26 | 27 | 28 | 29 | 30 |
December 2024 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | 03 | 04 | 05 | 06 | 07 |
08 | 09 | 10 | 11 | 12 | 13 | 14 |
15 | 16 | 17 | 18 | 19 | 20 | 21 |
22 | 23 | 24 | 25 | 26 | 27 | 28 |
29 | 30 | 31 |
January 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | 03 | 04 | |||
05 | 06 | 07 | 08 | 09 | 10 | 11 |
12 | 13 | 14 | 15 | 16 | 17 | 18 |
19 | 20 | 21 | 22 | 23 | 24 | 25 |
26 | 27 | 28 | 29 | 30 | 31 |
February 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | ||||||
02 | 03 | 04 | 05 | 06 | 07 | 08 |
09 | 10 | 11 | 12 | 13 | 14 | 15 |
16 | 17 | 18 | 19 | 20 | 21 | 22 |
23 | 24 | 25 | 26 | 27 | 28 |
March 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | ||||||
02 | 03 | 04 | 05 | 06 | 07 | 08 |
09 | 10 | 11 | 12 | 13 | 14 | 15 |
16 | 17 | 18 | 19 | 20 | 21 | 22 |
23 | 24 | 25 | 26 | 27 | 28 | 29 |
30 | 31 |
April 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | 03 | 04 | 05 | ||
06 | 07 | 08 | 09 | 10 | 11 | 12 |
13 | 14 | 15 | 16 | 17 | 18 | 19 |
20 | 21 | 22 | 23 | 24 | 25 | 26 |
27 | 28 | 29 | 30 |
May 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | 03 | ||||
04 | 05 | 06 | 07 | 08 | 09 | 10 |
11 | 12 | 13 | 14 | 15 | 16 | 17 |
18 | 19 | 20 | 21 | 22 | 23 | 24 |
25 | 26 | 27 | 28 | 29 | 30 | 31 |
June 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | 03 | 04 | 05 | 06 | 07 |
08 | 09 | 10 | 11 | 12 | 13 | 14 |
15 | 16 | 17 | 18 | 19 | 20 | 21 |
22 | 23 | 24 | 25 | 26 | 27 | 28 |
29 | 30 |
July 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | 03 | 04 | 05 | ||
06 | 07 | 08 | 09 | 10 | 11 | 12 |
13 | 14 | 15 | 16 | 17 | 18 | 19 |
20 | 21 | 22 | 23 | 24 | 25 | 26 |
27 | 28 | 29 | 30 | 31 |
August 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | |||||
03 | 04 | 05 | 06 | 07 | 08 | 09 |
10 | 11 | 12 | 13 | 14 | 15 | 16 |
17 | 18 | 19 | 20 | 21 | 22 | 23 |
24 | 25 | 26 | 27 | 28 | 29 | 30 |
31 |
September 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | 03 | 04 | 05 | 06 | |
07 | 08 | 09 | 10 | 11 | 12 | 13 |
14 | 15 | 16 | 17 | 18 | 19 | 20 |
21 | 22 | 23 | 24 | 25 | 26 | 27 |
28 | 29 | 30 |
October 2025 | ||||||
---|---|---|---|---|---|---|
Sun | Mon | Tue | Wed | Thu | Fri | Sat |
01 | 02 | 03 | 04 | |||
05 | 06 | 07 | 08 | 09 | 10 | 11 |
12 | 13 | 14 | 15 | 16 | 17 | 18 |
19 | 20 | 21 | 22 | 23 | 24 | 25 |
26 | 27 | 28 | 29 | 30 | 31 |
Really enjoyed out stay
Very clean. Exceptional property. Would stay again.
- Nicole S from Lowellville, OH, Posted: 06/14/2022
will be back!
Over the Moon was a great place for a family beach vacation
- Kelly T , Posted: 07/26/2023
Thanks again!
Over the Moon is a very lovely home. Private, tropical pool; more than ample space including closets; close to Bean Point beach; great condition of chairs to use at the beach! Thanks again!
- Fred F , Posted: 03/06/2024
The rental was beautiful and we loved the location! The beach was amazing. Instructions about the door alarms would have been helpful. Also, the kitchen was very well stocked with everything we needed, but we didn't know so ended up buying a lot of items we didn't need because that information was never provided to us. Having a hot tub and pool was a big plus. We loved our stay! Thanks!
- Patty S , Posted: 12/12/2020
enjoyed this cozy home
Our family of 2 adults & 2 teens really enjoyed this cozy home during our stay on Anna Maria Island. The trees and landscaping make it very private. The access to the beach was so close we visited the beach multiple times a day. Loved the quiet feel of the location, yet walking distance to donut shop, tacos and a handful of restaurants. Beds were comfortable and pool and hottub perfect.
- Laurie H from N/A, Posted: 01/13/2022
Such a special place
We loved our time here. The house is so cute and in pristine condition. The beds were super comfy and they had the most comfortable sheets. The backyard was an oasis with the most perfect pool and hot tub. It’s a 3 min walk to the beach and so convenient to everything there. We will def be back to stay here again.- Shawn G from Chagrin falls , Posted: 07/10/2024
Very pleased with our stay
This was our 3rd time visiting Anna Maria Island and we were very pleased with Over the Moon. It was directly across the street from beach access which makes it so much easier than having a long walk or cart ride with beach supplies. It was well equipped with everything we needed from kitchen supplies to beach towels. The backyard is quite the oasis, lined with large tropical trees and a very nice sized pool. As an added bonus, there's an outdoor shower, great for washing off after the beach (tip: it's on the left side of the house; we didn't discover it until late in our trip). Overall, I'd rate the place 5 out of 5, and very likely we'll return for another stay.
- Matthew B , Posted: 07/05/2023
OVER THE MOON
GREAT PLACE - HOPE TO REBOOK FOR NEXT YEAR
- John M , Posted: 07/08/2022
A little piece of paradise
We loved this cute little bungalow house and would stay there again! While it’s an older property, it’s been significantly updated and is very nicely decorated. It worked fairly well for our family of 5. It is a perfect location for heading down to the beach as there are 2 convenient beach access points right across the street. We saw manatees daily as well as a sting ray and found some sand dollars. There were turtle nests marked all over too. It’s an amazingly gorgeous and clean beach! The pool was great to have and the hot tub was wonderful too. It was an easy golf cart ride to anywhere on the N end of the island. It’s a bit far from Publix, but you can get there by cart and there are also local market options with essentials. There is parking for 2 vehicles right in front of the unit and it’s shaded, which was nice for the golf cart so the seats didn’t get too hot. Likes: Plenty of towels/linens/extra blankets Location- close to beach and restaurants etc can be walked/golf carted to Pool/spa Extremely clean property Old bungalow feel with new coastal decor and renovation Wish We Knew/Thought About: -We were aware of the bedroom set up, so it’s totally our fault, but the third bedroom with the daybed would be so much nicer with a sliding barn door or arrangement other than sheer curtains. -There are A LOT of mosquitos in the backyard. Bring bug spray! We also bought our own citronella candles and burned them day and night when out there and they were still awful. -the law is that they must keep alarms on all of the doors going out to the pool. You have to constantly bypass it by pushing a button and rushing in/out. It’s like that everywhere, but a nice to know! -The kitchen is fairly well stocked, but some of the items are worn out/falling apart. Definitely not the worst I’ve seen in a rental though! -the AC has trouble keeping up when it’s really hot. It got pretty hot, but cooled off after sunset. -Uber/Lyft is happy to bring you TO Anna Maria, but we had a heck of a time trying to get out after our stay. There were no cars available in any category and we were sitting outside the rental with all of our luggage and 3 kids in 90+ degree heat. Usually we rent a car, but we barely used it last time bc we always get a golf cart, so we just did the cart and really took some time to finally get drivers to accept our ride request. Overall, it was a really nice stay and we weren’t ready to leave!
- Kelly P , Posted: 07/27/2022
Can't wait for next year.
We had a wonderful stay and can’t wait to come back next year.
- Brad S , Posted: 04/12/2024
Q:Does the third bedroom with twin have a door? In pictures, looks like it opens into the living space. Thank you!- Kara T. Posted: 02/24/2021A:The bedroom with the twin bed can be closed off by a set of curtains. However, it does not have a door.
Q:What is the minimum stay for this property?- Karen C. Posted: 04/25/2021A:Our vacation properties require a seven night minimum stay.
Q:Do this property have any Pool/Beach gear? Umbrella, beach chairs, pool floaties, sand toys etc?- Janelle M. Posted: 05/03/2021A:Unfortunately, Island Real Estate Vacations cannot guarantee there will be any beach chairs, umbrellas or toys at your vacation rental property. However, if upon arrival you find there are chairs, etc. then you are welcome to enjoy them. Some guests leave items behind and some owners will purchase an inventory of fun beach equipment a few times a year.
Too often these items get left behind on the beach, broken, etc. so there really is no way for us to know what is there from week to week. We suggest you check in, take a look around the property to see what is there that you would like to use and then if you feel you want something extra pick it up at a local shop or rent just about anything from Fun and More or Beach Bum’s (info below).
Fun and More:
941-462-2719
Free delivery & pick-up
Beach Bum’s:
941-778-3316
Free delivery & pick-up
Thank you! Your Friends at Island Real Estate Vacations
Q:Would you take a small Morkie that is 11 and weighs 12 lbs? She is fully house trained.- Terrie A. Posted: 06/20/2023A:Unforauntely, this home is not pet-friendly