Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green
Luxury abounds in this lovely home on the north end of Anna Maria. Every inch of this home was built in a well thought out manor with elegance and comfort in mind. This magnificent and sprawling estate has four bedrooms, 4.5 bathrooms and a bonus room children to congregate and play games. The bonus room is equipped with full beds and bunks. All other bedrooms have King size beds. The home is three stories with an elevator that goes to all floors, except for the roof top deck.
The ground level will grab your attention with the spacious under roof, open air gathering area. This area has plenty of comfortable seating by the gas fireplace, an eight seat dining table, large flat screen TV, putting green and completed with an amazing pool and hot tub.
Moving to the second floor, you will immediately be enchanted by the gorgeous views of the Tampa Bay and Sunshine Skyway. The spacious and comfortable semi-circular sofa gathers around the gas fire place and large flat screen TV. Then feast your eyes on the gourmet kitchen for even the most discerning chef in the family. While the Chef is making your fresh catch or favorite meal you can sit at the kitchen island, dining table or open air sun deck with the amazing blue/green waters that Anna Maria Island is famous for. There are also two bedrooms on the second floor each with its own bathroom.
The third floor, like the second floor can be accessed by the stairs or the elevator. The second and third floors are separately cooled and the stairwell upstairs is glassed in with a door leading to the stairs.
Once upstairs you will be introduced to the next bedroom, Master suite and bonus bunk room. Each bedroom has its own bath and king size beds. The master ensuite hast a state of the art bath and shower, dual sinks and features that give it the extra "WOW" factor. The views from the two bedrooms are fabulous and second to none! There is a balcony that overlooks the Tampa Bay and Sunshine Skyway Bridge. You can see for miles.
Finally, we reach the roof top sundeck where you really can see for miles as well as having a birds eye view of the surrounding neighborhood. The breeze from up top is as amazing as the 360 degree views.
This state of the art home is within walking distance to the Post Office, Pine Avenue shops and restaurants, the Rod and Reel Pier, the Anna Maria City Pier. Roser Church and the highly sought "Bean Point."
This rental requires the non-refundable $55.00 damage protection/waiver.
Wagner Realty Amenities Include: - View: Tampa Bay/Skyway - Waterfront: Across the street - Beach Distance: Across the street or 1/2 mile - Pool, Heated: Yes - Beach Access: Public - Pool: Yes - TV Cable/Satellite: Cable/Steaming - Internet Access: Yes - washer dryer: Full size - Bed Size 1st/Master: King - Bed Size 2nd Rm: King - Bed Size 3rd Rm: KIng - Elevator: Yes - Floor No.: Ground to Roof top - Parking: Two car garage + one space - Patio: Several open air decks - Balcony: Several open air decks - Fireplace, Wood/Gas: Electric - Lanai: Several open air decks - TVs/VCR/DVD: 3 TV's; MBR, LR & pool area - Furnished: Yes - Master Bath Features: Walk-in shower/Garden tub - Walk-In Shower: Yes - Garage: Two car - Bus Service Avail.: Public transit - Hot Tub: Yes - Agent: Lisa Varano - Office: Anna Maria Island
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Sunshine & Good Times managed by Beach Retreats FL Anna Maria Island
Holmes Beach
Sunshine & Good Times managed by Beach Retreats FL Anna Maria Island
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
Long-term renters welcome
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
About the area
Anna Maria
Located in Anna Maria, this holiday home is on the beach. The area's natural beauty can be seen at Anna Maria Beach and Bradenton Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy.
Anna Maria Island Museum and Historical Park - 6 min walk - 0.6 km
Bradenton Beach - 11 min walk - 1.0 km
Bean Point Beach - 13 min walk - 1.2 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 45 min drive
Restaurants
The Ugly Grouper - 7 min drive
Anna Maria Island Beach Cafe - 10 min drive
The Sandbar Restaurant - 14 min walk
The Waterfront Restaurant - 4 min walk
Ginny's & Jane E's - 13 min walk
Frequently asked questions
Does Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green?
As of 3 Apr 2026, prices found for a 1-night stay for 2 adults at Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green on 4 July 2026 start from AU$1,839, 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 Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green pet-friendly?
No, pets are not allowed at this property.
How much is parking at Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green?
On-site parking is available at the property.
What time is check-in at Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green?
Check-in begins at 4:00 PM.
What time is check-out at Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green?
Checkout is at 10:00 AM.
Where is Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green located?
Nestled on the beach, this Anna Maria holiday home is within a 15-minute walk of Bayfront Park, Anna Maria Beach and Bradenton Beach. Bay Boulevard Beach and Anna Maria City Pier are also within 5 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Comfortable beautiful roomy house with views of the bay which is across the street. 15 minute walk to big beach in wonderful area. Host was responsive
Mary Anne H.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 30 June 2025
Thank you for giving your review! We hope that you had a wonderful time and made some great memories while you were here. Would love to have you back again, if you're ever back in the area.
Outstanding property. 7 adults and a 10 month old for a week had plenty of room to spend together and our own private retreats for bedtime. From the furnishings to the high end appliances this property did not disappoint. Great location on the island. Highly recommend!
Todd J.
Stayed 7 nights in Dec 2024
Response from VrboOwner on 6 Jan 2025
Thank you, Todd! We are so happy that this home was spacious enough for your whole family and that you enjoyed yourselves. We hope to see you again sometime in the future.
This property was simply gorgeous! We absolutely loved the bedroom sizes and bathrooms! The pool, hot tub, and putting green was enjoyed by both kids and adults. The kitchen was nicely stocked with cookware, utensils, and dishes. The view was beautiful, but the “better” beach was on the other side of the island (15 minute walk). Beach chairs, umbrella, and a sand wagon were provided. The house was fun and a vacation in itself!
Brian B.
Stayed 7 nights in Mar 2024
Response from VrboOwner on 19 Apr 2024
Thank you so much for the wonderful review! We're so happy that you found everything enjoyable and well stocked. It truly is a place for the whole family and I know you made great memories with yours. We hope to see you again soon! We're here all year long!
We were in town for spring break and the house and property are stunning. The pool and hot tub do not heat together- only one at a time and it takes a few hours for the hot tub to get heated so start it up early on arrival. There is waterfront across the street and traditional “beach front” several blocks on the other side. If you want to hang out “at the beach” rent a cart. Lots of things in a walkable distance. The traffic is congested so plan to stay put once you are on the island if possible. The check in process involves a stop along the way in at their office as opposed to everything being on property. Overall great experience, these were just things we encountered that might be helpful to know :)
erin h.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 24 Mar 2025
Hi Erin,
Thank your for taking the time to give your review. We are glad that you enjoyed this home and your stay. We apologize for your having to stop to pick up keys and the garage door opener. In the past, we have left these items in the unit only to have them disappear. So, this way we can keep a better eye on them and know that they aren't just floating around out there somewhere. It is costly to keep having to change door locks and door openers. We would love to have you back again.
This is an amazing home right across from the beach! We loved the architectural design and the floor to ceiling windows. This home is beautifully decorated and many places to hang out and socialize. The house was impeccably clean and incredibly spacious. The kitchen is definitely a chefs dream! The kitchen is stocked with everything that you need. The pool was perfect for gathering after spending the day at the beach! It gives plenty of shade to give you a break from the sun. The beach towels were plentiful and so helpful. The beds were very comfy and the linens were great! In the garage you will find sand toys, boogie boards, beach chairs, umbrellas, coolers and a beach wagon. The rental company was great to work with and very responsive. Highly recommend this Vacation home!
Joneta S.
Stayed 7 nights in Aug 2024
Response from VrboOwner on 9 Sept 2024
Thank you so much for taking the time to give your review. We are so happy that you enjoyed this home and touched all the uniqueness and wonderful amenities that it has. We would love to have you back again if you ever come this way again! All the Best, Lisa Varano/Wagner Realty
We just completed a family beach week at this gorgeous property. The place was very new and decorated beautifully. There were 8 of us staying at the house and we had ample room with beds to spare. The property is on the northern tip of Anna Maria on the east side, which fronts Tampa Bay. We had easy access to the public beach across the street and the Anna Maria pier. It was an easy walk or bike ride to Bean Point and Rod and Reel Pier ( just under a half mile). The pool was great. Although I originally thought it odd to have the pool partly under the house, this turned out to give us either a break from the sun if needed or some shelter from rain on the one rainy day. There was still plenty of sunshine on about half the pool on sunny days. We could walk or bike to shops that were close or even those toward Holmes Beach. For paddle boarding on flat water, there was a nearby canal accessible, which had a manatee that would come and go. We had sunrise views over the Anna Maria Pier and sunset views looking toward Bean Point (or walking down to Bean Point). I think it was the first time I got to see a great sunrise AND sunset over water in the same time. The house has some high end gadgetry and we could have used more instructions/help materials. The kitchen could stand some additional cookware (there is a bare minimum and not much for large family cooking) and the outside grill is tiny.
Kelly F.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 1 July 2024
Dear Kelly, Thank you so much for your five star review! We are so happy that that you were able to enjoy the north end of the island and experience all of its gifts. It truly is a beautiful area with so much to explore. I have noted the cookware and grill and see if we can't do better on that. I appreciate your mentioning it and better instructions for the state of the art appliances. We will work on that also. We hope to see you again sometime in the future! All the Best, Lisa Varano/Wagner Realty