Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!
If you are looking to enjoy Anna Maria Island in a beautiful home, look no further than "Sunny Side of the Beach" on 66th Street. This five bedroom, 3 bathroom island paradise, nestled into the city of Holmes Beach, is equipped with a beautiful, state of the art kitchen fully supplied with all the cookware, appliances and other kitchen supplies to allow for the full expression of your inner gourmet chef. The home is beautifully decorated with understated beach house elegance throughout. The five bedrooms-each of them comfortable, cozy and bright-are arranged for maximum privacy, with flat screen TVs and cable access.
Conveniences abound here: the washer and dryer are top of the line, and Wi Fi gives you complete internet connectivity throughout the house. The spacious living and dining areas are perfect for getting together after a day at the beach. Or, lounge together by the heated pool and miniature waterfall while grilling on the gas grill on the patio, secluded by beautiful native landscaping and adorned by the finest in patio furniture.
One of the world's most beautiful beaches is just a few steps-yes, literally just a few short steps, less than a block away-from the front door. The sunsets over the Gulf horizon are breathtaking. If you're in the mood to go out, you're just a short bike ride away from all of the best shopping, dining and sight-seeing that Anna Maria Island has to offer. Indeed, cozy and comfortable meet luxury and convenience at "Sunny Side of the Beach" on 66th Street. You and your family and friends will experience the vacation of a lifetime here.
Bedroom 1: King with TV on Floor 1 Bedroom 2: King Master with TV on Floor 2 Bedroom 3: King with TV on Floor 3 Bedroom 4: King with TV on Floor 3 Bedroom 5: 2 Twin-over-Twin Bunk Beds on Floor 1 *The bed configuration was recently updated in the fall of 2022 and may not be reflected in the photos.
*Please note: 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.
***OVERCROWDING CONSEQUENCES*** Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.
"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.
VRC16-000209
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Holmes Beach
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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
Holmes Beach
Located in Holmes Beach, this holiday home is by the sea. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's going on at LECOM Park, or consider a night out at Tarpon Bay Grill and Tiki Bar. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and ecotours nearby.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 45 min drive
Restaurants
The Sandbar Restaurant - 4 min drive
Anna Maria Island Beach Cafe - 4 min drive
The Ugly Grouper - 10 min walk
Ginny's & Jane E's - 4 min drive
The Waterfront Restaurant - 6 min drive
Frequently asked questions
Does Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!?
As of 20 Oct 2026, prices found for a 1-night stay for 2 adults at Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! on 22 Oct 2026 start from AU$4,836, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!?
On-site parking is available at the property.
What time is check-in at Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!?
Check-in begins at 3:00 PM.
What time is check-out at Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!?
Checkout is at 10:00 AM.
Where is Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! located?
Situated by the sea, this holiday home is within 1 mile (2 km) of Bradenton Beach and Holmes Beach Beaches. Manatee Public Beach and Palmetto Avenue Beach are also within 2 miles (3 km).
Reviews
8.8
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Communication with Sato Real Estate was excellent quick to respond to questions and issues that came up. Large area for family to gather, including a long dining table great for game playing after the beach & during rain delays. Bedrooms all roomy with ceiling fans except the bunk room which the kiddos loved. House needs repairs and updated.
Stayed 7 nights in Jul 2026
Response from VrboOwner on 10 Aug 2026
Thank you for taking the time to share your experience with us. We wish you would have mentioned specific repairs. This house was just renovated within the last two year. Thanks, Sato Real Estate.
Had an amazing stay ! Property is a VERY close walk to the beach. An amazing house, pictures make it look smaller than it is !! Loved it, will be going back!
Stayed 3 nights in Jul 2025
Response from VrboOwner on 21 Aug 2025
Thanks for taking the time to leave a review. We're so glad you enjoyed your stay!
Hi Colleen,
Thank you for your kind words!
Hope you come back and see us soon on AMI.
Sato Rental Team
Sato Real Estate
Archival
10/10 Excellent
Cledson M.
17 Sept 2017
Very nice and clean we definitely want to come back!
Very nice and clean we definitely want to come back!
Stayed 7 nights in Aug 2017
Archival
10/10 Excellent
Cassie B.
10 Dec 2013
Great Stay!
Spacious, clean, beautifully decorated, private pool in back, and walking distance to the beach- what more could you ask for?! I will definitely visit again!
Response from VrboOwner on 31 Mar 2020
Thank you for taking the time to write this review. We are glad you enjoyed your stay. Sato Real Estate
This is a beautiful home to stay at def recommend only complaints chairs and benches around dinner table we’re very wobbly and flimsy and felt like they was gonna stand and dishwasher was hard to pull out other than that great place and would def stay there again.
Stayed 7 nights in Jan 2021
Response from VrboOwner on 8 Apr 2021
Hey Cameron, thank you for the positive feedback. We are glad you enjoyed your stay. We appreciate you choosing Sato Real Estate and we hope to host you again.
Verified review
10/10 Excellent
arleen t.
17 Oct 2018
Rest and Relaxation
We had a wonderful time! The house was
Spacious and beautifully decorated!
Perfect location from the beach- only a block away!
The property was in a perfect location so close to the beach and in walking distance of a variety of restaurants. Inside the home was lovely, everything looked newly updated. The pool was very nice and warm.
Stayed 4 nights in Jan 2023
Response from VrboOwner on 10 Feb 2023
We are so happy to hear you enjoyed your stay at Sunnyside of the Beach! Thank you for the kind words. We look forward to hosting you again in the future!
We had a great time! The pool was a hit with the kids!! Property Manager was great helping with a few questions during our stay. Enjoyed the quick walk to the beach to view the sunset.
Stayed 7 nights in Jan 2023
Response from VrboOwner on 25 Jan 2023
Hi Matt, thank you for the great review. We are glad you all enjoyed your stay, and we hope to host you again! Thanks Sato Real Estate.
We took our children and grandchildren for a week. Everything was nice and clean. Very relaxing and a close walk to the beach. We would consider renting this next year! Perfect for a family of all ages.
Response from VrboOwner on 21 June 2021
Hey Debbie, thank you for the glowing feedback. We are glad you all enjoyed your stay and we hope to host you in the future! Thanks, Sato Real Estate.
Verified review
10/10 Excellent
Deb Y.
7 Apr 2019
very nice
The house is lovely, comfortable and wonderfully located. Has a few old beach chairs that we happily used. Beautiful, quiet island. Beautiful beach. Beautiful home. Enjoyed our stay.
We had a wonderful time with our family on Anna Maria Island! This house was perfect for our family of 9. Everyone had their own space, house was clean & in a great location. The pool was perfect for days when the beach didn't suit. We loved our time there!!
This house worked perfectly for our three families with a total of 10 people. The younger grand kids loved the bunk room and the teenager loved sleeping upstairs. The close proximity to the beach and having the pool made it fun for everyone. We would definitely stay here again!
Stayed 5 nights in Jul 2024
Response from VrboOwner on 7 Sept 2024
Hi Mike, thank you for the kind words. We appreciate the feedback and look forward to hosting you again. Thanks, Sato Real Estate.
Verified review
10/10 Excellent
Verified traveller
25 Jan 2019
Lovely home!
We had a wonderful time. House was very nice, room for everyone and well equipped. We loved our stay. Rental agency was very helpful and easy to work with. Pool was warm enough for kids even though we had a couple of cool days in January! We would recommend this house.
Wow! This home was so much lovelier than the pictures! This was a girls trip and the 7 of us fit so comfortably in this home. The management responded immediately to a few minor issues, check in was easy and location was perfect.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 13 July 2023
Hi Linda,
Thank you for the kind words and great review.
We are glad you all enjoyed your stay and we look forward to hosting you again!
Very much appreciated,
Sato Real Estate
Close to the beach, very spacious and clean. Had more than enough room for 10 with 3 kids! The garage was full of beach toys and beach chairs for the kids. Very nice bonus!
Stayed 7 nights in Aug 2021
Response from VrboOwner on 16 Sept 2021
Hi Rebeka, thank you for the positive review. We are happy you all had a great vacation and we hope to see you soon! Thanks, Sato Real Estate.
This house was in an amazing location! Quick access to the beach! We had a blast having 9 people all together in the house. We struggled cooking meals as the pots and pans were in terrible condition. We had a few minor issues and the rental property came out right away to address them. Overall we had a great time and made lots of memories!
Stayed 6 nights in May 2025
Response from VrboOwner on 17 June 2025
Hi Carrie,
Thank you for the kind words and great review.
We are glad you all enjoyed your stay, and we look forward to hosting you again!
Very much appreciated,
Sato Real Estate
We had a wonderful time and very good experience with Sato Realtor. No problems at all. House is in great location and it’s spacious and a well laid out house. Nice kitchen also. Definitely would stay again
Stayed 5 nights in Nov 2019
Verified review
10/10 Excellent
Andrea B.
1 Oct 2018
Perfect for our girl's getaway!
The size of the house was just right for 7 of us. A large dining room table with 8 chairs was ample for our meals together and the living room seating was comfortable for our "gab" sessions. Lovely kitchen and bathrooms, beautiful furnishings and the pool area (pool and outdoor furniture) was beautiful and well used.
Stayed 7 nights in Sep 2018
Archival
10/10 Excellent
10 Dec 2013
Amazing home
This house is lovely. My wife and I loved the open living area and comfortable bedrooms. Each room was more than equipped and decorated with charm and warmth. The location is amazing as the home is just a few steps from the beach (although we were surprised by how much time we spent poolside!) and an easy bike ride to several shopping areas and restaurants. We can't wait to come back next year. I highly recommend this home!
Response from VrboOwner on 31 Mar 2020
Thank you for taking the time to write this review. We are glad you enjoyed your stay. Sato Real Estate
Excellent property that has recently been completely refurbished. That of course came with some minor issues all of which were handled promptly and completely by the property manager.
The walk to the beach was 3 minutes. We also could walk to multiple restaurants and shops.
Dave our neighbor was very nice and helpful.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 21 Jan 2023
Hi Edward, thank you for the great review. We are glad you all enjoyed your stay, and we look forward to hosting you again! Thanks, Sato Real Estate.
Nice property with great location overall. Beach is just 1/2 block away. Beach chairs left behind in garage came in handy to sunning! Accommodations were as described. Five bedrooms made it great for our group to have some private space at the end of the day. You can walk to everything within 2 miles on Anna Maria Island. Only one drawback is the pool is mostly shade for the day. I would definitely rent here again!
Stayed 7 nights in Nov 2021
Response from VrboOwner on 9 Dec 2021
Hi Sheryl, thank you for the great review and feedback. We are glad you all enjoyed your stay and we look forward to hosting you again. Thanks, Sato Real Estate.