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Charming cottage located close to beach - Private heated pool!

Holiday home with private pool, steps from Anna Maria Beach

Photo gallery for Charming cottage located close to beach - Private heated pool!

Pool With Loungers
Private Pool
Living Area
Balcony Dining Area
Dining Area

Reviews

9.4 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Parking available
  • Dryer
  • Air conditioning
  • Washer
  • Fireplace
  • Pool

Explore the area

View map
Anna Maria, FL
  • Place, Anna Maria Beach
    ‪1 min walk‬
  • Place, Bean Point Beach
    ‪3 min walk‬
  • Place, Bradenton Beach
    ‪5 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪36 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

3 Queen Beds

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Balcony

About this property

Charming cottage located close to beach - Private heated pool!

Tree Top Bungalow by Anna Maria Vacations
807 Jacaranda Ave, Anna Maria, FL 34216
VR16-000079

Welcome to Tree Top Bungalow, a three-bedroom, two-bath home that perfectly blends island living and rustic charm. Nestled on the quiet north end of Anna Maria Island, this tropical retreat is just a two-minute walk to the Gulf beaches and near Bayfront Park and the local shops and restaurants along Pine Avenue. With a private pool, screened-in deck, and cozy coastal decor, Tree Top Bungalow offers everything you need for a relaxed and memorable Anna Maria Island getaway!

Highlights
• 13-minute walk to Bean Point Beach
• 3 Bedrooms / 2 Bathrooms
• 1 King bed, 4 Queen beds
• Private pool with backyard seating area
• Screened-in deck with outdoor sofa and dining space
• BBQ grill
• Near restaurants and local fishing spots
• Washer and dryer
• 2 Parking spaces

Soak up the Florida sunshine in your private backyard oasis, complete with a sparkling pool, lounge chairs, and a BBQ grill for easy outdoor dining. Upstairs, the screened-in deck is furnished with a dining table; ideal for sipping morning coffee, evening cocktails, or enjoying meals in the breeze. Whether you’re walking to the beach, exploring Pine Avenue, or relaxing poolside, Tree Top Bungalow makes every day feel like island time.

Inside, guests are welcomed by an open concept living space filled with natural wood accents, vaulted ceilings, and warm lighting. The kitchen features stainless steel appliances, a passthrough window to the deck for effortless entertainment, and everything you need to cook or serve snacks. The spacious living room offers a large sectional sofa, TV, and a chic dining table, creating a comfortable setting for family meals and movie nights.

Each bedroom provides its own unique style, designed for comfort and relaxation after sunny beach days. The primary bedroom features a king bed, vibrant décor, and a private ensuite bath with a walk-in shower. The second bedroom includes a queen bed with access to the hall bath that has a shower/tub combo. Upstairs, the loft bedroom includes three queen beds and a shared bath, ideal for groups or kids who love extra space.

Room Details
-Primary Bedroom: King bed, ensuite bath with walk-in shower
-Second Bedroom: Queen bed, shared bath with shower/tub combo
-Third Bedroom (Loft): Three Queen beds, shared bath with shower/tub combo

Located near the northern tip of Anna Maria Island, Tree Top Bungalow puts you close to some of the island’s most beloved attractions. Walk to the beach in minutes, enjoy fresh seafood at nearby waterfront restaurants, or explore local favorites like Bayfront Park, Pine Avenue’s boutiques, and Bean Point Beach; one of the island’s most scenic spots.

With its private pool, screened-in deck, and prime location near the beach, Tree Top Bungalow by Anna Maria Vacations offers the perfect blend of comfort, convenience, and island charm. Ideal for families and groups, it’s your home away from home on Anna Maria Island.

Book your stay today with Anna Maria Vacations and experience the magic of Tree Top Bungalow!

-
This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

Add dates for prices

Amenities

Pool
Washing machine
Dryer
Free WiFi
Air conditioning
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Anna Maria

Located in Anna Maria, this holiday home is near the beach. The area's natural beauty can be seen at Anna Maria Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Anna Maria, FL

What's nearby

  • Anna Maria Beach - 1 min walk - 0.2 km
  • Bean Point Beach - 3 min walk - 0.3 km
  • Anna Maria City Pier - 17 min walk - 1.4 km
  • Anna Maria Island Museum and Historical Park - 18 min walk - 1.6 km
  • Bradenton Beach - 5 min drive - 3.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 51 min drive

Restaurants

  • ‪The Ugly Grouper - ‬8 min drive
  • ‪The Sandbar Restaurant - ‬3 min drive
  • ‪The Waterfront Restaurant - ‬15 min walk
  • ‪Ginny's & Jane E's - ‬3 min drive
  • ‪North Shore Cafe - ‬17 min walk

Frequently asked questions

Is Charming cottage located close to beach - private heated pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Charming cottage located close to beach - private heated pool?

Check-in begins at 4:00 PM.

What time is check-out at Charming cottage located close to beach - private heated pool?

Checkout is at 10:00 AM.

Where is Charming cottage located close to beach - private heated pool located?

Situated by the sea, this holiday home is steps away from Anna Maria Beach and Bean Point Beach. Bayfront Park and Palmetto Avenue Beach are also within 10 minutes.

Reviews

9.4

Exceptional

9.0/10

Cleanliness

9.6/10

Check-in

9.8/10

Communication

10/10

Location

9.2/10

Listing accuracy
Rating 10 - Excellent. 75 out of 101 reviews
Rating 8 - Good. 21 out of 101 reviews
Rating 6 - Okay. 4 out of 101 reviews
Rating 4 - Poor. 1 out of 101 reviews
Rating 2 - Terrible. 0 out of 101 reviews

Reviews

8/10 Good

Christine T.

Liked: Cleanliness, communication, location, listing accuracy
Great location near bean point and pine avenue.
Stayed 4 nights in Oct 2025

8/10 Good

Summer J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location.
Stayed 7 nights in Jul 2025

8/10 Good

Dan M.

Liked: Check-in, communication, location, listing accuracy
Superb property. Superb location. Floors were generally a bit sandy - which is to be expected, given the proximity to the beach. We weren't happy with the state the previous tenant had left the pool in, but it was quickly actioned by the hosts. All in all, a cracking option within a stone's throw of one of the world's finest beaches.
Stayed 4 nights in Aug 2025

10/10 Excellent

Monica H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Please keep in mind while they supply a small supply of dish soap, body wash, trash bags, there are no spices, no real containers to store anything in. It makes it hard to cook at the house when you have to buy all of the spices, containers to put things in etc. There was also a large boat parked under the carport, so if we would’ve had more than one car, there would’ve been no way to park it in the driveway . However, they do have a great supply of items to take to the beach. Was this our favorite short term? No, we say that because we are owners of a short term and maybe we’re just used to providing a lot more basic supplies. However, it is a short walk from the beach.
Stayed 4 nights in Oct 2025

10/10 Excellent

Mj G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! Very comfy & clean!
Stayed 3 nights in Sep 2025

10/10 Excellent

Linda N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I loved the style and charm of this home! The locatiin is only one block with public access to Bean Point beach. A cool clean pool for family gathering made our stay enjoyable!
Stayed 3 nights in Sep 2025

10/10 Excellent

Jen T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location.. clean.. also prompt w a minor plumbing issue. Would stay there again and again
Stayed 3 nights in Jun 2025

10/10 Excellent

Julie M.

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

Spring Break

Loved the house and the heated pool. Short walk to the beach was perfect. Wonderful restaurants and shopping nearby. We loved the use of the beach chairs and starter kit of supplies since we flew in from out of state and couldn’t bring all of things with us. Beautiful place and we will definitely be back again.
Stayed 3 nights in Mar 2025

10/10 Excellent

T J.

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

Great location

Plenty of room for a family with a 3 minute walk to the beach! Quiet location considering how busy the island is.
Stayed 4 nights in Feb 2025

6/10 Okay

Peter D.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Excellent Location - Home Needs Updating

GOOD - Location was Excellent; Home had a large open area, a lot of space; Porch was also large with a lot of space and breezy; Pool was warm and nice. NOT SO GOOD - Home was not floor swept at all, floor was very dirty and two pieces of glass was found in different parts of the interior floor; Master bedroom bed was more like a futon and extremely uncomfortable; Indoor and outdoor couches had nasty stains on them and was very dirty; Kitchen was fully stocked, yet only one wine glass; For stays of a week or so at this price point, it really should come with a few more dishwasher tabs and at least a few coffee filters!; All in all, the property is very nice, but in urgent need of couch/sectional replacements, same for the master bed and the flimsy door to the master bedroom which doesn't actually close. I believe it was a prior comment that noted use of bikes, but the bikes onsite are not really usable at all, we rented bikes for our stay.
Stayed 6 nights in Apr 2024

8/10 Good

Faye Z.

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

Property is good but location can’t be beat

Location can't be beat, beach is just at the end of the street, and so easy to get to the sunset every night. 20-minute walk to Pine Ave for restaurants/coffee/shops, which we didn't mind doing, but might be just a little too far to be convenient for others. Huge screened in porch was perfect for eating dinner and letting the small kids run around. We all loved having the heated pool as well. We cooked nearly every night and had all we needed for that in the kitchen. The house itself was ok - it was neat and clean enough, but really could use some updating, wasn’t too impressed with the furnishings and overall home quality. That spiral staircase was a bit of a hazard right in the middle of the room, it looks cool but so easy to knock your head on if not careful! Rental managers were responsive and available throughout the stay.
Stayed 4 nights in Apr 2024

10/10 Excellent

Rachael H., Wisconsin

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

Enjoyed the Pool!

We had a great time! The heated pool was by far our favorite feature of the home. The week we were there was too chilly and windy for time at the beach, but the pool was perfect!
Stayed 7 nights in Dec 2023

10/10 Excellent

ANNA S.

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

Amazing.

Great experience. Definitely will stay again.
Stayed 4 nights in Oct 2023

10/10 Excellent

Alberto Felipe P.

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

Tree top bungalow

We had a very pleasant stay. The house sits on top of pillars. The pool is underneath. It is small but clean and neat. The parking space is somewhat messy, which does not give a good first impression. When you climb the stairs, you find that the house is beautiful and comfortable. It has three bedrooms and 2 bathrooms. We were a party of five and had more than enough room. We arrived on a Tuesday. On arriving, we found that the microwave was not working. We called the management, they said they would replace it the following morning. The microwave did not arrive in the morning. We called the management back a couple of times, and finally received the microwave at around 3:00 pm. That was the only incident we had. Overall, our experience was very good.
Stayed 3 nights in Jun 2023

10/10 Excellent

Lynn E.

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

Stress Free Zone

Perfect location for a short walk to enjoy the sunrise and sunset. Absolutley beautiful beach. House provided a small wagon which was great for hauling beach gear. Only needed a v type filter for coffeemaker.
Stayed 4 nights in Feb 2023

8/10 Good

Leah S.

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

Great girls weekend get away

The house was great for our group of 4 adults. Plenty of space both inside and outside. The neighborhood is peaceful and super easy walk to a lovely stretch of beach. Also walkable to shopping and several restaurants. The pool is heated and well maintained. Screened in porch was a great place for hanging out with a table and outdoor sectional. Staff were responsive via text message and even checked in to see if an issue reported by previous guests was resolved. Only critique is a coffee pot was provided but no filters - required “emergency” rub to the general store. Overall clean, spacious, and a good experience.
Stayed 3 nights in Dec 2022

6/10 Okay

Bennie M.

Liked: Check-in, communication, location
Disliked: Listing accuracy

There were a few thing that could have been taken care of before we arrived.

The property was beautiful online. When we arrived there were a few things that could have been taken care of. We were there to celebrate our 31st anniversary we arrived on Saturday and a breaker was off and someone just popped in to fix it without letting us know they were coming, the pool was not cleaned until Tuesday, the screen porch screen was torn, the dishwasher was broken and the fry pans to cook in were horrible. I went to the thrift store and bought a pan we could fry an egg in and left it there. I could deal with the rest of the house, but I think the amount we paid for our celebration the things I mentioned should have been taken care of before we got there.
Stayed 6 nights in Nov 2022

8/10 Good

Patti F.

Liked: Cleanliness, check-in, communication, location

Girls trip review

Need to invest in new beds and pillows…..not very comfortable. This would be a great house and location if they did some updating
Stayed 4 nights in Nov 2022

10/10 Excellent

Abram B.

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

Great getaway

Perfect location and wonderful amenities
Stayed 5 nights in Oct 2022

4/10 Poor

Grigoriy B.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Not happy

The place was outdated and dirty. Aunts on the counter tops and over all not clean
Stayed 2 nights in Jul 2022

8/10 Good

amy s.

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

Graduation celebration

Great time spent in AMI being so close to the beach!
Stayed 7 nights in May 2022

10/10 Excellent

Adrian S.

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

Ami vaca

Easy rental. No problems clean and quick access to beach would recommend!!!
Stayed 7 nights in May 2022

8/10 Good

Natalie D.

Liked: Check-in, communication, location, listing accuracy

Treetop bungalow

The location of this property is perfect with just a one block walk to beach access and a short golf cart ride to restaurants and shops. Plenty of space for our family of 5. Loved the pool! Lots of kitchen utensils and plenty of towels/linens. Cant wait to get back to Anna Maria Island!!
Stayed 4 nights in Apr 2022

10/10 Excellent

Mary-Jo S.

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

Anna Maria gem

The location was perfect, so nice to walk to the beautiful beach. It was nice to have the pool. The house is well equipped and we loved hanging out on the porch.
Stayed 4 nights in Dec 2021

10/10 Excellent

Maryann W.

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

Short Walk to the Beach

The property was perfect for our family because of the pool and a short walk to see beautiful sunsets on a sugar sand beach. Not as well maintained as we hoped for but we spent all day at the beach and when we weren't on the beach we were all in the pool.
Stayed 7 nights in Oct 2021

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