Rating 5 (36)

Pineapple Palms


Bedroom 2 bedrooms
Bathroom 2 baths
Guests 4 guests
Pets Not Allowed Pets Not Allowed

  • Address: 308 64th St
  • Location: Holmes Beach

Location Location

Description Description
Pineapple Palms by Anna Maria Island Accommodations
308 64th St, Holmes Beach, FL 34217
VRC17-000041

Welcome to Pineapple Palms, the ultimate ocean-loving getaway just two-and-a-half blocks from the stunning beaches of Holmes Beach! Perfect for a small family or friends, this charming two-bedroom, two-bathroom home offers a private heated pool, lush, landscaped backyard, and a breezy open concept living space. Nestled just minutes from Anna Maria’s pristine shores, shops, and dining, Pineapple Palms is your perfect island retreat for fun, relaxation, and making lifelong memories!

Highlights
• 6-minute Walk to Holmes Beach
• 2 bedroom / 2 baths
• 1 King, 2 Twin beds
• Heated pool
• Outdoor dining
• Blackstone Grill
• Close to Marina Drive for shopping, dining, and local attractions
• 2 Car Parking

Enjoy your mornings or evenings on the paver deck around the private heated pool, surrounded by tropical landscaping for complete privacy. Fire up the Blackstone grill and gather around the outdoor dining table for delicious alfresco meals. After a day at Anna Maria’s beaches, unwind here with a cold drink or share a poolside laugh with family or friends. Just moments from the sand, shops, and local eateries, Pineapple Palms is your gateway to the perfect island escape.

Step inside this cozy island oasis to discover a stylish, open layout living area featuring tile floors and beautiful granite countertops in the kitchen. The nearby dining table seats four, perfect for family meals or inviting friends over. Relax in the sitting area with plush furnishings and a flat-screen TV, creating a peaceful spot to unwind after a day at the beach.

Retreat to the luxurious king bedroom, complete with a TV and an ensuite bath that includes a walk-in shower, your private sanctuary for rest and relaxation. The second bedroom, furnished with two twin beds, offers a bright and cheerful space for kids or guests. A hall bathroom with a shower and tub combo provides an additional convenient space for everyone. Perfectly suited for up to four people, Pineapple Palms ensures a restful night’s sleep for all.

Room Details
• Primary Bedroom: King bed, ensuite bathroom with walk-in shower
• Second Bedroom: Two twin beds

Book Pineapple Palms today and immerse yourself in the relaxed island lifestyle. With its unbeatable location, private pool, and cozy interiors, this charming home is the perfect spot for relaxing, exploring, and creating lifelong memories on Anna Maria Island!


-
There are no pets allowed in this home.

*Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Accommodations Rental Policies for full details.

Please Remember:
"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."
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
December 2025
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30 31      
January 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
February 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
March 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30 31        
April 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30    
May 2026
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
September 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30      
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
November 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
Swipe Swipe for Availability

Bedding Bedding
Bedroom 1
Bedding
1 King

Attached Bathroom

Bedroom 2
Bedding
2 Twin


Amenities 51 Amenities
Essentials
  • Air Conditioning
  • Beach Chairs Provided
  • Beach Towels Included
  • Bed Linens
  • Clothes Hangers
  • Dryer
  • Hair Dryer
  • Heating
  • Hot Water
  • Iron and Ironing Board
  • Long Term Stays Allowed
  • Private Entrance
  • Towels
  • Washer
Exterior
  • Backyard
  • BBQ Grill
  • Fenced Yard
  • Heated Pool
  • Outdoor Dining Area
  • Private Pool
  • Sun Loungers
Highlight
  • Current Promo Property
  • Fall Special
Home Safety
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Fire Extinguisher
  • Keyless Lock
  • Smoke Detector
Interior
  • Bathtub
  • Ceiling Fans
  • Dedicated Workspace
  • Living Room
Kitchen
  • Baking Sheet
  • Blender
  • Coffee Maker
  • Dining table
  • Dishwasher
  • Freezer
  • Full Kitchen
  • Hot Water Kettle
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Wine Glasses
Location
  • Anna Maria Island
  • Beach Access Nearby
  • Holmes Beach
  • On-Island Rentals
  • Residential Street
Parking
  • Two (2) Parking Spaces

Reviews Rating 5 (36) Reviews
Rating 5
Great place the pool was amazing as was the landscaping in pool area . Loved it .
Kelly - Posted: 11/28/2025
Rating 5
Thank you for the accommodation. It was a very pleasant stay.
David - Posted: 11/9/2025
So glad you enjoyed your stay, David! We look forward to hosting you soon!
Anna Maria Paradise staff
Rating 5
Everything as described. One thing that i either missed or wasn’t on description is that the unit comes with a large beach umbrella and two smaller ones. If you are driving down no need to bring one. Other beach gear included: chairs, wagon to lug beach gear.
Pool was great! Patio was plenty large.
Also garage is not part of the rental. (Owner had car parked there)
Overall will stay at this place again, convenient, short walk to Ugly grouper, pizza and other coffee shops/stores. Quiet neighborhood.
Ernesto - Posted: 8/22/2025
Thanks for sharing such a thoughtful review, Ernesto! We’re glad you found the home just as described and enjoyed the extra beach gear. Always a bonus for a carefree day by the water. The pool, patio, and walkable location sound like they made your stay extra relaxing. We appreciate the note about the garage and will keep that clear for future guests. Can’t wait to welcome you back to Anna Maria Island Accommodations for another easy, breezy getaway!
Anna Maria Paradise staff
Rating 5
Matthew - Posted: 8/6/2025
Rating 5
Perfekte Unterkunft
Sehr schöne saubere und gepflegte Unterkunft. Wohnung mit allem ausgestattet, was man für einen perfektem Urlaub braucht. Sehr schöner Pool. Kurzer Weg zum Strand. Sehr gute Kommunikation mit dem Vermieter. Kann die Unterkunft zu 100 Prozent weiterempfehlen.
Jörg K. - Posted: 9/4/2024
Thank you for your wonderful review! We're so glad to hear that you enjoyed the accommodation and had a great experience with the pool, location, and communication. We truly appreciate your recommendation and hope to welcome you back for another perfect vacation!
Anna Maria Paradise staff
Rating 5
Our family enjoyed our 7 day stay at AMI! The location of the apartment is very convenient and walking distance to the beach! The apartment was very cozy and clean. Located in a super quiet neighborhood with private backyard. There was another family staying in the neighboring apartment and there was zero noise once inside the house. The best part of this apartment was definitely the pool!!! The most perfect yard was just magical! We loved everything about the place. It is ideal for 4 or less people. The only thing is there were only 4 beach towels available. Would be nice to have at least 6. Also it would be nice to add some curtains in the smaller bedroom to block out the morning sun. Not an ideal room if you have small kids or want to sleep in since they will be up with the sun :)
Nataliya - Posted: 9/2/2024
You just made our day, Nataliya! 😍 We’re thrilled you loved the cozy vibes and peaceful atmosphere. Thanks for the thoughtful suggestions and yes, extra towels and some curtain love are definitely on our to-do list. See you next time! 🎉
Anna Maria Paradise staff
Rating 5
Great Place to Stay
We enjoyed our stay in the property. Clean and comfortable. Fully equipped kitchen. Quiet neighborhood. 10 min walk to beach. The private pool area is amazing spot for adults to relax and for kids to have fun.
Mariya M. - Posted: 7/21/2024
Rating 5
Clean, close to beach, comfortable
This property was clean, close to the beach and comfortable for our family of three. We enjoyed the hospitality of our hosts and their lovely property very much. The pool was wonderful too.
Y F. - Posted: 7/6/2024
Rating 5
Nice place with great pool
Great place with a nice pool.
Christopher R. - Posted: 6/27/2024
Rating 5
Spring Break
Property was awesome, close to beach and great places to eat and drink. Had a lovely time!
Gene C. - Posted: 4/20/2024
Gene, we're thrilled to hear that you had an awesome time at our property and enjoyed its proximity to the beach as well as the great dining and drinking options nearby. Thank you for sharing your experience, and we hope to welcome you back for another lovely stay in the future!
Anna Maria Paradise staff
Rating 5
Comfort under the sun
Left a review on Google
John C. - Posted: 3/22/2024
Rating 5
great spot
Everything was as described. The house was clean, well appointed, and it was in a great location! The kids loved the pool and we loved the proximity to the beach accesses.
Jessica L., Colonial Heights, VA - Posted: 9/19/2023
Thank you for allowing us to host you, Jessica. We are glad you enjoyed your stay and hope to welcome you back soon!
Anna Maria Paradise staff
Rating 5
Paradise
Our stay was fantastic, the unit was clean and very comfortable. The pool area was excellent, secluded and well thought out with various sitting areas for different times of the day. we will return.
Neil W. - Posted: 8/29/2023
Thank you for taking the time to share your wonderful experience with us, Neil. We are glad you enjoyed your stay and hope to welcome you back soon!
Anna Maria Paradise staff
Rating 5
Tropical Backyard
Proximity to the beach was great, not much of a walk at all compared to other places we have stayed. Appreciated the heavy-duty wagon, chairs and umbrellas for use at the beach. Also liked the addition of the washer and dryer. When we originally inquired before locking down the rental we were told there was none. Pool area was awesome - like our own tropical oasis ... that was the best part of the property. Enjoyed the balcony off the kitchen too. Teens enjoyed their own private balcony as well. Plenty of room for 4 people (2 adults and 2 teens). Thanks for the memories!
Amy M. - Posted: 7/31/2023
Thank you for taking the time to share your wonderful experience with us, Amy. We are glad you enjoyed the home, pool, and convenient location. You were terrific guests, and we hope to welcome you back soon!
Anna Maria Paradise staff
Rating 5
Beautiful, well-appointed space. The pool area is absolutely stunning. Beds comfy. Kitchen has plenty of dishes and cooking items. Would be nice to have a few staples like salt and pepper and coffee filters provided. They do provide a roll of paper towels and a couple of dishwasher pods, which for a week long stay was enough. Easy 5 min walk to the beach and restaurants. Highly recommend.
Terri & Joel - Posted: 12/22/2022
Terri and Joel, thank you for taking the time to share your experience with us. We are glad you enjoyed the pool, beds, and kitchen. Regarding the salt and pepper, unfortunately, we are unable to provide those items for sanitary reasons. We hope you will return and stay with us again sometime soon!
Anna Maria Paradise staff
Rating 5
We truly enjoyed our stay here. It was a quiet street, easy walk to the beach, and a lovely backyard with pool.
Erica - Posted: 11/4/2022
Erica, thank you for taking the time to share your experience with us. We are happy to hear you enjoyed the backyard and pool. We hope to welcome you back again soon!
Anna Maria Paradise staff
Rating 5
This is a great place to stay! The location is perfect. The pool area is AMAZING! There is a washer and dryer in the garage that is not listed. The house was very clean and cozy. I highly recommend staying here.
Karley - Posted: 9/23/2022
Karley, we are happy to hear you enjoyed the pool and the location. We hope to host you again soon!
Anna Maria Paradise staff
Rating 5
We sure had a lovely week at this home! The walk to the beach was quick, even my 5 year old could walk it a few times a day. The kitchen was well-stocked. Lots of regular towels and beach towels. Not advertised- there is a washing machine and dryer in the garage available for use. There is also plenty of beach toys, chairs, a wagon, a canopy, floats, etc. the house was very clean. We would definitely stay again!
Tricia - Posted: 7/29/2022
Tricia, we are happy to hear that you enjoyed your stay! We hope to host you again soon!
Anna Maria Paradise staff
Rating 5
Pool Oasis
Extremely well equipped house especially the kitchen. Great location on a quiet street 5 mins from the beach. Super clean pool. All the pool/beach equipment you need inc beach towels. We love Anna Maria and our stay at pineapple palms did not disappoint.
Mark H. - Posted: 10/19/2021
Rating 5
First stay in Anna Maria Island
Perfect for a family of 4. Five-minute walk to the beach, house was equipped with beach chairs, toys, etc and had a much-needed wagon to make the walk to the beach easy and manageable. The pool was terrific - it was a nice cool down after the walk back from the beach, and was our own tropical oasis. We would definitely stay here again!
Marc M. - Posted: 6/26/2021
Marc, Thank you for your review! We are so glad you enjoyed your stay and this wonderful home. Please do come see us again! Regards, Anna Maria Island Accommodations
Anna Maria Paradise staff
Rating 5
Great condo. Granddaughter loved private pool. Short walk to beach
Great property and great private pool
John L. - Posted: 6/20/2021
John, Thank you for your review! We will hope to see you again soon on AMI. Regards, Rachael Kuruc
Anna Maria Paradise staff
Rating 5
Perfect Spot
Our family really enjoyed the stay. The backyard was the perfect oasis private spot with shade areas were perfect after after a day at the beach! The inside was clean and worked great for our family (2 kids 6and under + 2 adults). The stairs we thought might be an issue with kids but it was not an issue at all. The only “cons”: the kitchen was fully stocked with utensils but lacked some general seasonings. It would of been nice to have an outdoor shower or easy hose off area for sand by gate opening. We really enjoyed the stay and will definitely book the rental again for next year. We did have a golf cart for the week and we said it was the best idea. We didn’t use are car once for the week. It was also very helpful they provided some beach items! Thanks for the wonderful stay!
Courtney K. - Posted: 6/7/2021
Rating 5
Incredible vacation!
I would highly recommend this rental.. the description is spot on. My kids are 11 and 12 and they both loved our vacation. It was our first time to Anna Maria island and I knew little about it. The location of the home is a perfect spot, far enough away from the traffic but close enough to just run to the store. Kitchen was stocked with many dishes, utensils and pots and pans. Plenty of beach towels available to use. I would recommend going to the dollar store to shop for condiments/water/soap ect vs buying it all at the grocery store. The grocery store was very busy and crowded even on Sunday after arrival. The house is 2 blocks from the beach, although close enough to walk if needed, carrying beach chairs, towels, ect. Would have been way too much work(even with the provided beach caddy). We rented a golf cart, which you did not need but reviews of the island highly recommended. I would say it was 50/50 on actually needing it. The kids loved it but electric ones do not go very fast and we seemed to hold up traffic. Overall this house was amazing and I would definitly stay again.
Shawnte L. - Posted: 5/12/2021
Rating 5
Stay at Pineapple Palm
We truly enjoyed our first stay on AMI. The layout of the house and pool area was perfect for 2 adult couples. Kitchen was well stocked with cookware and utensils. Location was great. However there were a few amenities that has always been provided at other VRBO properties that were missing, such as trash bags, extra paper towels, hair dryer, and ONLY ONE WASHCLOTH was provided between 2 bathrooms. That being said, we would definitely consider staying here again.
Sharon K. - Posted: 4/18/2021
Rating 5
Fun Spring Break!
Our long awaited trip to Florida was amazing! Anna Maria Island is a perfect destination for family vacations. Pineapple Palms was the perfect rental for all of our family needs.
Monica A. - Posted: 4/14/2021
Rating 5
Perfect
Nice little house with an amazingly landscaped backyard and pool. Despite neighbors all around, the pool is surprisingly private and the house included everything for a week away at the beach. Was a perfect getaway.
Daniel A. - Posted: 3/17/2021
Rating 5
Last vaca before the baby
We have been coming to Anna Maria island for years! The location was great! Easy access to the beach, shops and dining! Nice house!
Carrie R. - Posted: 12/20/2020
Carrie, Thank you so kindly for your review on Pineapple Palms! We are glad that you chose us, and this property for your vacation and that you found it to be a nice stay. We can't wait to have you back.
Anna Maria Paradise staff
Rating 5
Excellent
We had a great time at pineapple palms, the pool was amazing. Will rent here again. The beach was only a short walk (5 mins).
Caitlin B. - Posted: 11/28/2020
Rating 5
Staycation
Relaxing. Pineapple palms was perfect!
tony r. - Posted: 10/4/2020
Thank you so much. We hope you’ll return to Pineapple Palms on Anna Maria Island in the near future.
Anna Maria Paradise staff
Rating 5
Great stay!
We had an amazing stay! Has just about everything you need right down to beach toys, chairs. Would recommend renting golf cart ahead of time if wanted as nearby rentals were sold out on arrival.
April S. - Posted: 8/10/2020
Hi April, Thank you for the great review for Pineapple Palms! We look forward to having you stay with us again soon and next time you plan your vacation to AMI we will help you book a golf cart in advanced!
Anna Maria Paradise staff
Rating 5
Paradise
Great rental. Beautiful pool area. Ideal location.
Victoria A. - Posted: 6/19/2019
Thank you for taking your time to review your stay with us. We're thrilled that you had a vacation and would love to have you stay with us again for your future Anna Maria Island vacation needs!
Anna Maria Paradise staff
Rating 5
Amazing place!
We had a great visit to Pineapple Palms. The pool was fabulous, private and made you feel like you were on the islands. Villa is the perfect size for a family of 4, comfortable beds, nice updated bathrooms, very well equipped with everything you need. Lots of beach chairs, beach towels, pool toys, cart for the beach and sand toys. It was the perfect week, we did not want to leave. There is not an outside shower, only suggestion. We will be back!
Meredith R. - Posted: 8/25/2018
Rating 5
Amazing pool
Loved our summer week at Pineapple Palms! Everything in the photos and description were accurate, although the "villa" is attached to another rental unit. But the entrances are on the sides and the backyards and pools are private, and we barely saw or heard our neighbors all week. But townhome or duplex might be more accurate since villa implies free-standing building to me. The unit was very clean and everything was in working order, and the property managers were very responsive. One minor thing-- the welcome pack includes a single unit of dish washer and laundry soap. That's pretty annoying because you're expected to wash your towels and dishes. At a minimum the property managers should offer to sell you a week's worth of soaps at checkin, otherwise plan to buy those when you stock up for the week. Same for TP and paper towels. The owners leave helpful notes all around, so the total vibe is welcoming and everything is comfortable. The showers are nice and hot, the beds are hotel-grade, the linens were clean and pretty soft. My best VRBO experience, no doubt. One note of caution-- the mosquitos are bad on AMI in the summer, so plan to bring DEET. From dawn to mid-morning and at dusk, most days the pool area wasn't usable. Our kids were in the pool and had 3-5 mosquitos on their faces! This is a problem for AMI and Manatee County in general, and not this unit, and this year was the worst I've seen in 30 years in the area. Also the internet works great but the WiFi is unsecured. I recommend securing it with a password for the duration of your visit and then removing the password before leaving. This will avoid any entanglements from nearby renters doing something illegal on your network. To do that connect to the WiFi and point your browser to 192.168.2.1 and in the admin go to "security" and set a password. If that's too complicated just unplug the router -- you should be going to the beach anyway! In all, have fun, we highly enjoyed the Pineapple Palms and recommend it!
Chris K., Arlington, VA - Posted: 8/13/2017
Rating 5
Perfect family getaway
We had a fantastic experience at Pineapple Palms with our 4 and 1 year old kids. We visit AMI 2x/year and have rented many different properties in this area of Holmes Beach. Pineapple Palms had the best pool area of any property we have rented. The unit is a little on the small side, but we would much rather spend our time outdoors anyway. This property also feels more like a home than most. The kitchen was well stocked with much more than just the basics, there were even plastic plates and bowls. And the management company did a fantastic job. Bonus-the master bed is very comfortable!
Kate W. - Posted: 5/16/2017
Rating 5
Great stay!
Everything about it was wonderful. The accomodations were great. Wonderful pool and backyard. It was all well maintained and clean.
Anonymous - Posted: 1/30/2017
Rating 5
Paradise on Anna Maria Island
Anyone who has been to Anna Maria knows how laid back it is but Pineapple Palms reaches the definition of Paradise! The backyard is an Oasis with its thick tropical Palm trees, cannot see any neighbors and blocks out any noise as well. Has a heated pool, gas BBQ grill, tables, chairs, umbrella, don't have to go to the beach if you do not want to, but if you want to you are only a block and a half from a beach access. Another nice feature is you are in the middle of the block on a side street, so no through traffic, very safe and very quiet. The house is so beachy, light and airy, complete with everything you need, dishes, linens, pool towels and a washer and dryer for your long stay because once you stay here you will not want to leave! Pineapple Palms is close to many restaurants, beach access, shopping and the free Anna Maria Island trolley that you can ride all over the island at no charge. You can tell the owners went the extra mile to make you feel at home, there are books, board games, beach supplies. Perfect family or romantic get away, I cant wait to get back to Pineapple palms and Anna Maria.
Mark G. - Posted: 10/16/2016
Swipe Swipe for More Reviews

Request More Info Request More Info

Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

I agree