Entire home

Island Pineapple: 5 min to Beach, Screened Pool, Waterfalls, Game Room by Anna Maria Life

Vacation home with private pool, near Bean Point Beach

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Dining
Property grounds
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Smart TV, table tennis
A heated pool

Reviews

9.0 out of 10
Wonderful

Entire home

4 bedrooms5 bathroomsSleeps 82744 sq ft

Popular amenities

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

Explore the area

View in a map
Holmes Beach, FL
  • Place, Palmetto Avenue Beach
    ‪6 min walk‬
  • Place, Bradenton Beach
    ‪6 min walk‬
  • Place, Bean Point Beach
    ‪4 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪33 min drive‬

Room options

About the neighborhood

Holmes Beach

This vacation home places you within a 10-minute stroll of Palmetto Avenue Beach and Bradenton Beach. The vacation home includes a private pool, a kitchen, and a balcony.

What's nearby

  • Palmetto Avenue Beach - 6 min walk - 0.4 miles
  • Bradenton Beach - 6 min walk - 0.4 miles
  • Island Players - 18 min walk - 1.0 mile
  • Anna Maria City Pier - 3 min drive - 1.3 miles
  • Bean Point Beach - 4 min drive - 1.7 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 31 min drive

Restaurants

  • ‪The Ugly Grouper - ‬3 min drive
  • ‪The Sandbar Restaurant - ‬17 min walk
  • ‪The Waterfront Restaurant - ‬4 min drive
  • ‪Ginny's & Jane E's - ‬14 min walk
  • ‪North Shore Cafe - ‬19 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.

Island Pineapple: 5 min to Beach, Screened Pool, Waterfalls, Game Room by Anna Maria Life

Island Pineapple by Anna Maria Life Vacation Rentals
404 80th Street, Holmes Beach, FL 34217

What You'll Love About This Home:
Location! 5 Minute Walk to the Beach!
4 Bedrooms / 4 Bathrooms
3 King Beds / 2 Sets of Twin over Twin Bunkbeds
Private, Heated, Screened Pool with Waterfalls & Ambient Lighting
Wrap Around Balcony Overlooking Pool
Covered Lanai with Outdoor Seating
Outdoor Kitchen with Gas Grill & TV
Whole Home Air Purification System
Professional Linen Service and Washer & Dryer
Complimentary WIFI
Beach Towels, Chairs, Wagon
Parking for 5 Cars

Details:
Island Pineapple will delight the beach vacation in you! Located a quick, five minute walk to the sugar sand beaches of Anna Maria, our home is made for vacation!

With the main living space on the second floor and many oversized windows, the home is bathed in natural light. Have the chef in your family create your favorite meal in the modern kitchen. The large breakfast bar and open dining area provide ample space for everyone to dine together. Outdoor dining is also an option on the covered lanai with patio seating.

The bedrooms are all located on the second level and have access to the wrap around balcony overlooking the pool. The master has a king sized bed, en-suite bathroom and views of the pool deck. Two of the guest rooms have king beds with the third guest room with two sets of twin over twin bunkbeds. Two of the king guest rooms have an ensuite bathroom. Each of the bedrooms features a TV. Guests will enjoy crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.

The main level of Island Pineapple is for fun! A kitchenette with BBQ grill and outdoor patio dining set make poolside meals easy! The large private screened-in heated pool features 3 waterfalls, ambient lighting, and in-pool seating.

After a day soaking up the sun at the beach, the sparkling heated pool welcomes you home with three waterfalls, ambient lighting, and in-pool seating, all under the comforts of a pool screen.

A bonus highlight of Island Pineapple is the whole home air purification system designed to disinfect the air by neutralizing airborne pathogens including bacteria and viruses.

Island Pineapple is easy walking distance to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. Island Pineapple is the perfect location for your next beach vacation.

This home is dog friendly with a pet fee of $150 plus tax per dog. If you have added a pet to your reservation, the fee including tax ($168) has been included in your total.

All Bedrooms are on the 2nd Floor (main living level)
Master Bedroom: King Bed with Ensuite Bathroom
Second Bedroom: King Bed with Ensuite Bathroom
Third Bedroom: King Bed
Fourth Bedroom: Two Sets of Twin over twin Bunkbeds

Please note:
Amenities are subject to change.

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. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.

VRC19-000013

Golf Cart DEAL ALERT!!!
Reserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.
FUN way to explore the island for the entire family.
Mention Anna Maria Life Vacation Rentals and receive this VIP deal!
www.FunAndMoreRentals.com
941-462-2719

IMPORTANT INFORMATION:

Your booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.

** Your signed rental agreement must be returned in order to receive your check-in details.

VRBO BOOKINGS

Anna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.

Your final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance.

The instructions for making your final payment will be included in your final payment reminder.

Please review the cancellation policy prior to booking.

GOOGLE VACATION RENTAL BOOKINGS

Your payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
The vacation home is air-conditioned and features a kitchen, 4.5 bathrooms, and a balcony, and there's space to spread out with 4 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 fenced private yard.

Similar properties

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 private bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Fenced yard
  • Garden
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

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

Things to do

  • Heated pool
  • Table tennis
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Parasailing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours 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

  • Garden
  • Unit size: 2,744 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 welcomes pets
  • Service animals exempt from fees

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 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.
  • 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

533978

Frequently asked questions

What is there to do near this vacation home?

This vacation home in Holmes Beach is within a 10-minute walk of Bradenton Beach and Palmetto Avenue Beach. You'll also find Bean Point Beach and Anna Maria Beach within a short drive.

Is there parking available at this vacation home?

Yes, there is a garage.

Is this vacation home associated with a casino?

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

Will I find an indoor pool at this vacation home?

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

Is Island Pineapple: 5 min to Beach, Screened Pool, Waterfalls, Game Room by Anna Maria Life a good place to stay for couples?

Amenities that appeal to couples at this vacation home include a private pool, a kitchen, and a smart TV.

Are there hot tubs at Island Pineapple: 5 min to Beach, Screened Pool, Waterfalls, Game Room by Anna Maria Life?

No, but this vacation home does have a heated pool.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Does this vacation home have connecting rooms?

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

How close is the airport from this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 19.2 mi away (31 minutes by car). Another top airport is St. Petersburg, FL (SPG-Albert Whitted), which is around 17.8 mi away.

Are there rooms with balconies at Island Pineapple: 5 min to Beach, Screened Pool, Waterfalls, Game Room by Anna Maria Life?

Yes, every accommodation at Island Pineapple: 5 min to Beach, Screened Pool, Waterfalls, Game Room by Anna Maria Life comes with a balcony.

Reviews

Island Pineapple: 5 min to Beach, Screened Pool, Waterfalls, Game Room by Anna Maria Life Reviews

9.0

Wonderful

9.4/10

Cleanliness
Rating 10 - Excellent. 16 out of 23 reviews
Rating 8 - Good. 3 out of 23 reviews
Rating 6 - Okay. 3 out of 23 reviews
Rating 4 - Poor. 1 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

Reviews

10/10 Excellent

Jess B.

Liked: Cleanliness
We absolutely loved this house! The listing doesn't even do it justice!! We had the best time! The pool area is phenomenal, with lots of seating! The beds were all comfortable and the kitchen had everything we neede to maje meals. We cant wait to come back!
Stayed 7 nights in May 2025

10/10 Excellent

WPZ22

Liked: Cleanliness

The Host Services were Excellent

Our stay was delayed due to the Hurricane and the host was able to assist us during the emergency. Great job !!!!
Stayed 7 nights in Aug 2023

10/10 Excellent

Jordan S.

Liked: Cleanliness

Great place to stay

Impression was great. The outdoor hockey table is pretty much unusable but we loved the pool, closeness to the beach, and the size of the property. Would stay here again
Stayed 7 nights in Feb 2024

10/10 Excellent

Michael P.

Liked: Cleanliness

Anna Maria Pineapple House

Loved the house and location. Only complaint was the sheets in Master Bedrrom didnt fit properly. My adult daughtet's flew down for a 5 day stay and loved the house. Pool was wondetful
Stayed 14 nights in Jan 2024

10/10 Excellent

PAUL C.

Liked: Cleanliness

Fabulous.

Upstairs is absolutely gorgeous, with plenty of room and facilities. The pool must be one of the biggest on the island? Certainly the biggest that we've seen! Great for families!! The only downside really is the outside space downstairs around the pool, could do with some sprucing up.
Stayed 7 nights in Aug 2023

10/10 Excellent

Katherine R.

Liked: Cleanliness

Amazing stay

Loved our time at the home and in Anna Maria!
Stayed 7 nights in Jun 2023

10/10 Excellent

Veronica S., Brookfield, Wisconsin

Liked: Cleanliness

Island Pineapple - Bliss

Beautiful, clean property in a prime location. Would highly recommend.
Stayed 7 nights in Mar 2023

4/10 Poor

Jay P., ohio

Liked: Cleanliness

Beauty is Only Skin Deep

I was disappointed with the property from the beginning. When we arrived we notice that the interior of the house was humid. I attempted to turn on the A/C to decrease the humidity, but because it was 72 in the house the a/c would not go on. Although management sent someone there was no solution. THE HOUSE'S CHIMNEY NEEDED TO BE REPAIR WE KNOW BECAUSE THE REPAIR CREW CAME UNANNOUNCED ON TUESDAY MORNING AND STAYED THE WHOLE DAY HAMMERING ON THE ROOF! The heat was anther story, due the cold weather we needed to heat the house at night, unfortunately one on the bedrooms received little to no heat. By the way the bedroom with a king bed has no closet making us live out of our suit cases. The ice maker doesn't work ,when I brought this to the attention of the management I was told they were aware! Also the hockey table as well as all the ping pong table paddles are also in need of replacement. The provided beach chairs need to be replaced. All have their carrying straps torn, and when our young daughter sat in one of the chairs it broke. The Pluses include a great pool once the heat came on, well equipped kitchen although the dishwasher kept falling away from its position under the counter because it isn't anchored to the counter . All the TV's come with ROKU and the main sitting area allows for a large gathering.
Stayed 14 nights in Dec 2022

8/10 Good

André B.

Liked: Cleanliness

Spacious and beautiful house in the best location

The generously sized house in a prime location and within walking distance of the endless white sandy beaches is modernly furnished and has a large pool that can't be seen The master bedroom and accompanying bathroom and walk-in closet are fantastic. In contrast, our friends in the guest room were not completely satisfied with the room size, bathroom and mattresses. Especially the generator, which ran directly in front of the bedroom every morning at 0500 a.m. with great noise for two hours, robbed them of sleep. The alarm system on the only door to the gallery above the pool made going in and out tedious. Otherwise a good house at a fair price in this exclusive location.
Stayed 7 nights in Nov 2022

10/10 Excellent

Barbara C.

Liked: Cleanliness

Family vacation

This property was amazing as it had lots of space. The pool area was incredible and the living space huge. We had 7 adults and it was perfect
Stayed 7 nights in Jul 2022

10/10 Excellent

Jeffrey S.

Liked: Cleanliness

Nice place

Property was nice and good location
Stayed 7 nights in Jul 2022

10/10 Excellent

Verified traveler

Liked: Cleanliness

Beautiful just beauiful

Property was incredible, amazing, fantastic. It totally surpassed all expectations we had and we had HIGH expectations. Thank you for the wonderful experience.
Stayed 7 nights in Feb 2022

10/10 Excellent

Darren N.

Liked: Cleanliness

Great stay at Island Pineapple

Both the interior and the exterior of the home were well kept. Plenty of room for the whole family. The pool area and the shaded areas downstairs were absolutely wonderful. The game room was a nice bonus for our youngest and a few of his friends who stopped by. Great house for a family. Location is perfect.We will be back next year.
Stayed 7 nights in Jul 2021

8/10 Good

Virginia G.

May 2021

We have stayed in this beautiful home three times now but this is the first time under new ownership/management. The updated painting is very pretty. The previous bedroom with the daybed has been converted into a bunk bed room which is quite nice. We did have trouble with the WiFi though especially in the back bedroom (not the master). I don’t remember this being a problem before. In general, the home upon entering was very clean but there was candy, candy wrappers, and an opened water bottle left in the master bedroom. There were also a few cockroaches this time. Although encounters with wildlife can’t always be controlled, we did come out to the pool one morning to find a poor exhausted rat swimming in the pool. After rescuing the rat, we contacted management. They in turn contacted the pool company who did clean it but we lost use of the pool for a full day. Rat poop was also discovered to the side of the grill. We also had some issues with water pressure. Work was being done a couple of streets over but it affected our pressure for almost the full two week stay. For the most part, the kitchen was well stocked but some of the pans (especially the skillet pans) were not in great condition and food stuck to them. Some of the small appliances, such as the blender, had not been properly cleaned in a long time. There was dried food stuck to the blender blades. There were no spices other than salt and pepper. Also, we ran into some problems with the washing machine. The first load of clothes that we washed came out with oil/grease stains that ruined several items of clothing. We were never able to get those spots out. Towels/beach towels are provided. Bring plenty of paper products for your stay along with hand soap. With that being said, it is a beautiful home with lots of space. We absolutely love the screened in pool area and the location is very close to the beach. It is only a five minute walk to a gorgeous white sand beach
Stayed 14 nights in May 2021

10/10 Excellent

Jamie N.

Liked: Cleanliness

AMAZING

The house was exactly as pictured, no suprises. We are a family of 6 with children ages 13- 15 months. It was perfect for our family. All the shared areas of the house were very spacious. Kitchen and island were wonderful. The pool was absolutely amazing. It was a very large and warm pool, you could swim in day or night or rain or shine. The house had everything you could need including all kinds of baby items for our 15 month old. We had a wonderul stay. We would recommend this house to anyone!!
Stayed 7 nights in Feb 2021

10/10 Excellent

Karen H.

Liked: Cleanliness

Wonderful

We had an amazing time at this house. It is spacious and you cannot ask for a better pool area. Unfortunately we had a tropical storm and flooding for 3 days of our stay but the pool, outside TV and all the entertainment choices at this house the rain didn't phase us at all. The few times I reached out to the rental company they were responsive and helpful. We plan to rent this house again!
Stayed 7 nights in Sep 2020

10/10 Excellent

mildred p.

Disliked: Cleanliness

Necesitaba mas limpieza

Necesitaba mas limpieza en la ropa de cama, toallas , pero la casa esta en muy buenas condiciones ,grande ,exelente ubicacion
Stayed 7 nights in Jul 2019