See all properties
Entire home

Charming cottage located close to beach - Private heated pool!

Vacation home with private pool, steps from Anna Maria Beach

Choose dates to view prices

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

Smart TV, fireplace
Smart TV, fireplace
Outdoor dining
3 bedrooms, free WiFi, bed sheets
A heated pool

Reviews

9.4 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 82024 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Anna Maria, FL
  • Place, Anna Maria Beach
    ‪1 min walk‬
  • Place, Bean Point Beach
    ‪3 min walk‬
  • Place, Bayfront Park
    ‪8 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪37 min drive‬

Room options

About the neighborhood

Anna Maria

This vacation home is adjacent to popular attractions such as Anna Maria Beach and Bean Point Beach. The vacation home includes a private pool, a kitchen, and a fireplace.
View more Vacation Homes in Anna MariaOpens in a new window

What's nearby

  • Anna Maria Beach - 1 min walk - 0.1 miles
  • Bean Point Beach - 3 min walk - 0.2 miles
  • Bayfront Park - 8 min walk - 0.4 miles
  • Anna Maria City Pier - 17 min walk - 0.9 miles
  • Anna Maria Island Museum and Historical Park - 18 min walk - 1.0 mile

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fireplace.

Similar properties

Beach nearby
Prices cut by 20% for stays up to 31.01.26 - Starfish Cottage
  • Pool
  • Kitchen
  • Washer
  • Dryer
9.8 out of 10, Exceptional, 47 reviews
Prices cut by 20% for stays up to 31.01.26 - Starfish Cottage

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks 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

General

  • Unit size: 2,024 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

1019

Frequently asked questions

What is there to do around this vacation home?

This vacation home is located in Anna Maria, just steps from Anna Maria Beach and Bean Point Beach. You'll also find Bayfront Park and Palmetto Avenue Beach less than a mile away.

Is parking available on site at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

What will couples enjoy most about a stay at Charming cottage located close to beach - Private heated pool!?

There are many amenities for couples at this vacation home, including a private pool and a fireplace in each accommodation with some featuring private pools.

Does Charming cottage located close to beach - Private heated pool! have a hot tub?

No, but guests can enjoy a heated pool at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 20.4 mi away (51 minutes by car). Another top airport is St. Petersburg, FL (SPG-Albert Whitted), which is around 17.1 mi away.

Are there rooms with balconies at Charming cottage located close to beach - Private heated pool!?

Yes, every accommodation at Charming cottage located close to beach - Private heated pool! comes with a balcony.

Charming cottage located close to beach - Private heated pool! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 79 out of 107 reviews
Rating 8 - Good. 23 out of 107 reviews
Rating 6 - Okay. 4 out of 107 reviews
Rating 4 - Poor. 1 out of 107 reviews
Rating 2 - Terrible. 0 out of 107 reviews

9.0/10

Cleanliness

Reviews

10/10 Excellent

Cathline D.

Liked: Cleanliness
Great location, close to great beaches. House also great with everything you need for a Florida get away!I would highly recommend this home for families. It is difficult for adults to get up the spiral staircase to the upstairs loft area with 3 queen beds. Worked out perfectly for our family.
Stayed 4 nights in Dec 2025

10/10 Excellent

Melanie H.

Liked: Cleanliness
We had a great stay! The property manager was very easy to get ahold of and the house was wonderful. The pool seemed to be a little chilly so we called and they had maintenance there right away to check the temperature and they turned it up without hesitation. The beach was a short walk anround the corner with the most beautiful sunsets. Overall would definitely recommend!
Stayed 2 nights in Dec 2025

10/10 Excellent

Michelle P., Terre Haute

Liked: Cleanliness
Everything was great! We had one small issue with the shower, but they had someone out within the hour to fix it!
Stayed 4 nights in Nov 2025

8/10 Good

Jessica S.

Liked: Cleanliness
Great location. Lovely home. Good communication. Early check in. Easy process.
Stayed 4 nights in Dec 2025

8/10 Good

Elizabeth R.

Liked: Cleanliness
Location is great if you want near Bean Point.
Stayed 5 nights in Nov 2025

10/10 Excellent

robert t.

Liked: Cleanliness
I am extremely pleased with the accommodations, the place was perfectly suited for privacy, beach access and overall comfort. The staff went over and above to help us with access due to our less than competent internet skills. The staff handle things cheerfully and professionally. Will definitely visit again. I highly recommend this group.
Stayed 3 nights in Nov 2025

10/10 Excellent

Monica H.

Liked: Cleanliness
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

8/10 Good

Terri D.

Liked: Cleanliness
Stayed 6 nights in Sep 2025

8/10 Good

Christine T.

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

10/10 Excellent

Mj G.

Liked: Cleanliness
Great location! Very comfy & clean!
Stayed 3 nights in Sep 2025

10/10 Excellent

Linda N.

Liked: Cleanliness
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

8/10 Good

Dan M.

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

8/10 Good

Summer J.

Liked: Cleanliness
Great location.
Stayed 7 nights in Jul 2025

10/10 Excellent

Jen T.

Liked: Cleanliness
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., Spring, Texas

Liked: Cleanliness

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

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

8/10 Good

Rosana S.

Stayed 3 nights in Sep 2024

6/10 Okay

Peter D.

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

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

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

Amazing.

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

10/10 Excellent

Alberto Felipe P.

Liked: Cleanliness

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

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

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.

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