⚓Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!⚓⛳🏖🌅

Photo gallery for ⚓Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!⚓⛳🏖🌅

A room with large windows, wicker furniture, and a view of the sea and greenery.
A spacious living room with a large sofa, a coffee table, and a TV on a cabinet. There are large windows with a view of the outdoors.
A modern kitchen with white and blue cabinetry, stainless steel appliances, and a large island with a built-in oven.
Pool
A reception area with a white door, a potted plant, a mirror, and a patterned rug.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the beach and sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Bean Point Beach

Popular amenities

  • On beach
  • Balcony
  • Private pool
  • Waterpark access
  • Outdoor barbecue
  • Air-conditioning

Explore the area

View map
Anna Maria, FL
  • Place, Anna Maria City Pier
    ‪5 min walk‬
  • Place, Bean Point Beach
    ‪14 min walk‬
  • Place, Anna Maria Beach
    ‪14 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪42 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 4- Bunk Room

1 Single Bed and 1 Double Bed

Bedroom Three

1 Queen Bed

Bedroom Two

1 Queen Bed

Common Space

1 Double Sofa Bed

3 bathrooms, 2 half bathrooms

Bathroom 1 Ensuite

Bathtub · Toilet · Shower only

Bathroom 2 Upstairs

Toilet · Shower only

Bathroom 3 Bunk Bed Room

Toilet · Shower only

Half Bath Downstairs

Toilet

Half Bathroom Pool

Toilet

Spaces

Kitchen
Balcony
Separate dining area
Dining area

Add dates for prices

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Ahhhh. Sunset from the master bedroom deck.
SPOIL YOURSELVES! DIRECT GULF FRONT, PRIVATE POOL, HOT TUB, 5 ENSUITES, SUNSETS!
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  • Ocean view
  • Pool
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10.0 out of 10, Exceptional, (154 reviews)
SPOIL YOURSELVES! DIRECT GULF FRONT, PRIVATE POOL, HOT TUB, 5 ENSUITES, SUNSETS!

About the area

Anna Maria

Located in Anna Maria, this holiday home is near theme parks and on the beach. The area's natural beauty can be seen at Anna Maria Beach and Bean Point Beach. Fish Hole Adventure Golf and Florida Maritime Museum at Cortez are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
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Map
Anna Maria, FL

What's nearby

  • Bayfront Park - 1 min walk - 0.1 km
  • Anna Maria City Pier - 5 min walk - 0.4 km
  • Anna Maria Island Museum and Historical Park - 8 min walk - 0.7 km
  • Bean Point Beach - 14 min walk - 1.2 km
  • Anna Maria Beach - 14 min walk - 1.2 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 47 min drive

Restaurants

  • ‪The Sandbar Restaurant - ‬14 min walk
  • ‪Anna Maria Island Beach Cafe - ‬10 min drive
  • ‪The Ugly Grouper - ‬7 min drive
  • ‪Ginny's & Jane E's - ‬14 min walk
  • ‪The Waterfront Restaurant - ‬5 min walk

Frequently asked questions

Is ⚓Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!⚓⛳🏖🌅 pet-friendly?

No, pets are not allowed at this property.

How much is parking at ⚓Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!⚓⛳🏖🌅?

On-site parking is available at the property.

What time is check-in at ⚓Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!⚓⛳🏖🌅?

Check-in begins at 4:00 PM.

What time is check-out at ⚓Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!⚓⛳🏖🌅?

Checkout is at 10:00 AM.

Where is ⚓Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!⚓⛳🏖🌅 located?

Nestled on the beach, this Anna Maria holiday home is within a 10-minute walk of Bayfront Park and Anna Maria Beach. Bean Point Beach and Bradenton Beach are also within 1 mile (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 18 out of 19 reviews
Rating 8 - Good. 0 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 1 out of 19 reviews

9.8/10

Cleanliness

10/10

Check-in

9.6/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place, nice views, responsive hosts, close to lots of shops
Stayed 6 nights in Aug 2026
Response from VrboOwner on 26 Aug 2026
Thank you so much for your kind review! We’re glad you enjoyed the beautiful views, convenient location, and our responsive hosting team. It’s great to hear that being close to shops made your stay even more enjoyable. We truly appreciate you choosing to stay with us and hope to welcome you back again in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, location
Great location and pool
Stayed 4 nights in Mar 2026
Response from VrboOwner on 15 July 2026
Thank you for your kind review! We're so happy to hear that you loved the property. It was a pleasure hosting you, and we hope to welcome you back for another wonderful stay in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property!
Stayed 4 nights in Mar 2026
Response from VrboOwner on 15 May 2026
Thank you so much for your review! We’re glad you enjoyed the property and appreciate you taking the time to share your feedback. We hope to have the opportunity to host you again in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house that was clean and cute in a perfect location.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 15 May 2026
Thank you so much for your kind review! We’re happy to hear you enjoyed the home, found it clean and comfortable, and loved the location. We truly appreciate you staying with us and hope to welcome you back again in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home and very cozy. Close to the beaches.
Stayed 2 nights in Apr 2026
Response from VrboOwner on 15 July 2026
Thank you for your kind review! We're so happy to hear that you loved the property. It was a pleasure hosting you, and we hope to welcome you back for another wonderful stay in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall, this is a great property, and so close to the water - we enjoyed being able to walk outside the front door and basically be on our own beach. The home shows as pictured in the listing and is walking distance to the shops on Pine. The host was responsive throughout the booking process and during our stay as well. Note: Since the home is so close the shops and across from a public beach, there was quite a bit of foot and bike traffic along the front of the home, which we didn't know to expect, but also didn't really bother us (there are blinds on all of the front windows). We would definitely book here again.
Stayed 5 nights in Jul 2026
Response from VrboOwner on 28 Aug 2026
Thank you so much for the wonderful review! We’re thrilled to hear you enjoyed the property, the proximity to the water, and being able to walk to the shops on Pine. We’re also glad our responsiveness helped make your booking and stay a smooth experience. We appreciate you mentioning the foot and bike traffic as well—it’s helpful information for future guests considering the location. We’re so happy it didn’t detract from your stay, and we truly appreciate your kind words. It was a pleasure hosting you, and we would absolutely love to welcome you back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host were wonderful! House was amazing! Would highly recommend!
Stayed 3 nights in Nov 2025
Response from VrboOwner on 21 Nov 2025
Thank you so much for your wonderful review! We’re thrilled to hear you loved the house and that you had a great experience with us. It was a pleasure hosting you, and we’d be happy to welcome you back anytime! 🌟
Verified review

10/10 Excellent

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

Beautiful property

Very clean, spacious, updated interior. Beautiful, private pool and outdoor area. Convenient location to shops, restaurants, beaches. Would definite stay here again.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 12 Aug 2023
Thank you for your great review! We are so glad you enjoyed your stay and we would love to have you stay here again!
Verified review

10/10 Excellent

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

Anna Maria Island Family Vacation 2023

The property was gorgeous and the access to the beach across the street was amazing. Communication with the property management was excellent. We had a wonderful time!
Stayed 5 nights in May 2023
Response from VrboOwner on 12 Aug 2023
Thank you so much for the wonderful review! It was a pleasure hosting you and we hope to see you again soon.
Verified review

10/10 Excellent

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

Awesome trip with the family

This property was one of our favorite stays of late. Great location, easy to get to anything. Close to beaches and the pool was great to hang at while our youngest was napping. We decided to get a golf cart which was a perfect addition. Highly recommend this place!
Stayed 4 nights in Apr 2024
Response from VrboOwner on 2 May 2024
Thank you so much for your review! We are so glad to hear your group had a great time! We hope you come back and visit with us again real soon!
Verified review

10/10 Excellent

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

Family stay

The home was absolutely stunning! The kitchen and pantry were amazing, the layout of the home was inspiring and everything we could ask for! Loved the location, we could drive to the golf side within 2-3min, we could walk to a restaurant and coffee and the pier or the trolley stop!
Stayed 4 nights in Aug 2022
Response from VrboOwner on 12 Aug 2023
We are so glad you enjoyed your stay! This property is in such a perfect spot isn't it? Thank you so much for your wonderful review!
Verified review

10/10 Excellent

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

THANKSGIVING 2023

We enjoyed the property very much. Location was very close to many shops, restaurants and the bay beach as well as the gulf beaches. Furniture was comfortable and well kept.
Stayed 4 nights in Nov 2023
Response from VrboOwner on 20 Dec 2023
Thank you so much for your review! We are so glad to hear your group had a great time! We hope you come back and visit with us again real soon! 
Verified review

10/10 Excellent

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

Hoops

So much fun wonderful memories created!
Stayed 7 nights in Feb 2023
Response from VrboOwner on 12 Aug 2023
Thank you for the great review! We are so glad we could host you. Come back soon!
Verified review

10/10 Excellent

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

Excellent Property in every way!

We can't say enough about this property. Directly across the street from the Bay and beach. Close to Pine Street and a lot of great restaurants. Lovely pool and hot tub in the backyard with a garage full of pool and beach toys, a wagon and chairs. The house was very clean and well equipped. What a wonderful vacation we had! The property manager (Benjamin) was great before travel, very responsive and always available. Highly recommend this property.
Stayed 7 nights in Feb 2023
Response from VrboOwner on 12 Aug 2023
Thank you so much for your wonderful review. It is always our goal to make your trip as perfect as possible!
Verified review

2/10 Terrible

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Poor Communication

The house was nice and lived up to the description. Our issue happened when we checked out and accidentally left our jacket on the hall coat rack. We immediately texted the property manager and got no response. This was at 5am. When we finally heard back 48 hours later they said they didn't see it. Completely unacceptable to not check the property when they arrived in the office at 8am. Instead someone they who had access to the house stole it.
Stayed 5 nights in May 2024
Response from VrboOwner on 13 Aug 2024
Thank you for your review and for your kind words about the property. I’m glad the house met your expectations, but I’m truly sorry to hear about the issue with your jacket. We are sorry you lost something during your stay and that we couldn't locate your jacket for you. Our team did check the property as soon as we received your message, but unfortunately, the jacket was not found. We understand your frustration and sorry that is what your review was based off of.
Verified review

10/10 Excellent

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

Awesome house

We had a great time. The house was clean. Well equipped. AnchorDown management was very responsive. Two couples. We Ubered from the airport and had them drop 2 of us off at Beach Bums where we rented a golf cart for the week. Beach Bums is 2 minutes from the house. We also rented 4 beach chairs for the week. (There was some beach items in the garage as well). The beach on the bay side (which is what you see out the front door) is not great and was much more windy than the gulf side. We drove the golf cart over to the gulf side (<5 min), found a place to park and spent the day at the beach. Parking is somewhat limited albeit we had no trouble finding a spot. (Not sure if finding a spot during the busy season would be an issue or not). We were 1/4 mile north of the Sandbar restaurant which sits on the beach. After each couple of hours on the beach we would walk down the beach to the Sandbar for a beverage, lunch and/or dinner (as well as use their facilities) depending on our schedule. The sunsets were spectacular. We had great meals at the Waterfront, The Ugly Grouper, The Sandbar and Harry’’s. Fresh donuts from the Donut Experiment……all very close to the house. Pickleball and tennis courts a 10 minute cart ride as well.
Stayed 5 nights in Nov 2021
Response from VrboOwner on 12 Aug 2023
Thank you so much for your wonderful review! All of those recommendations are fantastic and we hope you enjoyed your stay!
Verified review

10/10 Excellent

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

Change one thing

The grill needs to be replaced….it’s beyond unacceptable for such a great property.
Stayed 6 nights in Jan 2022
Response from VrboOwner on 12 Aug 2023
Thank you for that suggestion, we will definitely look into it and we appreciate that feedback! Other than that we hope your stay was great! Thank you for the review!
Verified review

10/10 Excellent

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

Best Vaca stay Ever!

This was the Best place and location ever! We enjoyed all the house had to offer. Movie nights and music videos by the pool were amazing family fun!! Enjoyed walking to the bay for sunrise in our pjs and chilling at the gulf beach until sunset. Stops by the pier for to go dinner on our way back to the house. Honestly the Best family vacation ever for older and younger ages!
Stayed 7 nights in Jun 2021
Response from VrboOwner on 12 Aug 2023
Thank you so much for your review! I am so glad you all enjoyed your stay! Come back and visit with us again soon.
Verified review

10/10 Excellent

Stayed 4 nights in Feb 2026
Response from VrboOwner on 24 Mar 2026
Thank you so much for the 5-star review! We truly appreciate you taking the time to share your experience. It means a lot to know you had a great stay and that everything met your expectations. We’d be happy to host you again anytime—thanks again for choosing to stay with us!
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