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Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!

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A hallway with a door leading to a bedroom with a bed and a window. - Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! (Holmes Beach)
A spacious living room with a grey sectional sofa, wicker chairs, and a large window offering a view of the outdoors. - Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! (Holmes Beach)
A modern living room with a grey sofa, wicker furniture, and a flat-screen TV mounted on the wall. - Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! (Holmes Beach)
A bedroom with a four-poster bed, two bedside tables, a ceiling fan, and a window with blinds. - Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! (Holmes Beach)
A modern kitchen with white cabinetry, a central island, bar stools, and a trash can. - Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! (Holmes Beach)
Near Bradenton Beach, Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! provides everything you need. Stay connected with free in-room WiFi.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

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

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Onsite parking options include a garage

Kitchen

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

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • Hair dryer
  • Towels provided

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near an outlet shopping centre
  • Near the sea

Things to do

  • Heated pool
  • Water sports equipment
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing 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

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Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 21

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 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

We should mention

A car is recommended for transport to and from this property

About the area

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. Visit our Holmes Beach travel guide
View more Holiday homes in Holmes Beach
Map
Holmes Beach, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    4 min walk - 0.4 km
  • A beach with umbrellas, lounge chairs, and palm trees.
    Manatee Public Beach
    3 min drive - 2.1 km
  • A beach with white sand, sparse grass, and a cloudy sky.
    Palmetto Avenue Beach
    4 min drive - 2.7 km
  • A beach with sand, palm trees, and a roller coaster in the background.
    West Coast Surf Shop
    4 min drive - 2.8 km
  • Holmes Beach Beaches
    7 min drive - 2.4 km

Getting around

  • 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.

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).

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Reviews

Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach! Reviews

8.8

Excellent

8.6

Cleanliness

9.8

Location
Rating 10 - Excellent. 28 out of 48 reviews
Rating 8 - Good. 13 out of 48 reviews
Rating 6 - Okay. 5 out of 48 reviews
Rating 4 - Poor. 2 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

Reviews

Verified review

8/10 Good

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

Anniversary Celebration!

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
Verified review

8/10 Good

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

Great location, a few details meed attention.

We loved our stay, and the easy proximity to the beach! The good; a very comfortable home base for our group. The not so good; some of the appliances in the kitchen were subpar. The dishwasher was on its last leg and broke while we were there. Bummed to have to wash all the dishes by hand for four days. However, they did replace it at the end of our stay, so that isn’t a problem anymore. The refrigerator has no door storage compartments, and the lower bin in the fridge is inoperable. Also, the ice maker does not work. Hopefully they will replace that soon. The bathrooms all need more towel bars, and the master bathroom needs to replace the missing toilet paper holder. Having said that, it was a good place for our family to use and visit grandparents who live in the area.
Stayed 14 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was great. The place looked just like the photos. Clean bedding which I was very happy to see.
Stayed 7 nights in Apr 2026
Verified review

8/10 Good

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

Great location!

Great location
Stayed 7 nights in Oct 2021
Verified review

10/10 Excellent

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

10/10 Excellent

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

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!
Verified review

10/10 Excellent

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

Great place to stay

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
Verified review

10/10 Excellent

Rest and Relaxation

We had a wonderful time! The house was Spacious and beautifully decorated! Perfect location from the beach- only a block away!
Stayed 4 nights in Oct 2018
Verified review

10/10 Excellent

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

Great location comfortable home

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
Verified review

10/10 Excellent

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

Very cute house!!

Cute place! Shirt easy walk up to the beach! Centrally located foe bike or golf cart rides to restaurants and shops.
Stayed 7 nights in Dec 2020
Verified review

10/10 Excellent

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

Family enjoyed!

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
Verified review

10/10 Excellent

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

Family reunion

Perfect week with the perfect house!
Stayed 7 nights in Mar 2020
Verified review

10/10 Excellent

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

Great Location

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.
Verified review

10/10 Excellent

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.
Stayed 4 nights in Mar 2019
Verified review

10/10 Excellent

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

Excellent vacation

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!!
Stayed 7 nights in Oct 2019
Verified review

10/10 Excellent

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.
Stayed 5 nights in Jan 2019
Verified review

10/10 Excellent

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

Beautiful vacation home!

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
Verified review

10/10 Excellent

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

Great place, close to the beach!

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
Verified review

8/10 Good

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

Great location!!

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
Verified review

10/10 Excellent

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

Perfect

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

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

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!
Verified review

10/10 Excellent

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

An Excellent Property

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
Verified review

10/10 Excellent

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

girls week at the beach

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