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Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals

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Pool
Pool
Pool
Interior
Living area

Reviews

9.8 out of 10
Exceptional
3 bedrooms3+ bathroomsSleeps 6161.5 sq m

Popular amenities

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

Explore the area

Map
Holmes Beach, FL
  • Bradenton Beach
    ‪6 min walk‬
  • Bean Point Beach
    ‪5 min drive‬
  • Anna Maria Beach
    ‪5 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪31 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

King Bedroom 1, TV, Ensuite, 2nd Floor

1 King Bed

King Bedroom 2, TV, Ensuite, 3rd Floor

1 King Bed

King Bedroom 3, TV, Ensuite, 3rd Floor

1 King Bed

3 bathrooms, 1 half bathroom

Half Bath, 2nd Floor

Toilet

King Bathroom 1, Ensuite 2nd Floor

Toilet · Shower only

King Bathroom 2, Ensuite, 3rd Floor

Toilet · Shower only

King Bathroom 3, Ensuite, 3rd Floor

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals

Pineapple Cay by Anna Maria Life Vacation Rentals
305 74th St, Holmes Beach, FL 34217

What You'll Love About This Home:
Location! 2.5 Blocks to the Beach!
3 Bed / 3.5 Bath
3 King Beds
Private Heated Pool & Spa
Pool Loungers
Covered Verandah with Patio Dining for 4 (Overlooks Pool)
Gas Grill
Front Balcony with Adirondack Chairs
Keurig & Drip Coffee
Professional Linen Service, Washer & Dryer
Complimentary WIFI
Beach Towels, Chairs & Wagon
Parking for 3 Cars

Details:
Pineapple Cay is located 2.5 blocks from the sugar sand beaches of Anna Maria. Our beach inspired retreat is the ideal vacation home for your family.

The main floor features the living area with access to the covered verandah overlooking the lush tropically landscaped backyard. The kitchen island has counter seating for two and the dining room features a table for six.

The mid-level bedroom includes a king-sized bed, en-suite bathroom and access to the front balcony. The master bedroom and an additional bedroom are located on the second floor and feature king-sized beds and en-suite bathrooms. Each bedroom includes a TV, and 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.

A sparkling, heated pool and spa highlight the backyard which is complete with pool loungers. A covered verandah overlooks the pool and include a high top patio dining table for four and a built-in Coyote gas grill.

Pineapple Cay is easy walking distance to many shops and restaurants, and 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. The perfect location for your next beach vacation!

Bedroom 1 - King Bed, Ensuite Bathroom, Balcony Access, TV on Mid-Level
Bedroom 2 - King Bed, Ensuite Bathroom, TV on Floor 2
Bedroom 3 - King Bed, Ensuite Bathroom, TV on Floor 2

Please note:
Pets are not allowed in this home.
Garage is not for guest use
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 six.
​​​​​​​
VRC16-000123

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.

Property manager

Anna Maria Life Vacation Rentals
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

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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

About the area

Holmes Beach

Located in Holmes Beach, this holiday home is near theme parks and near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. AMI Paddleboard Adventures and Fish Hole Adventure Golf are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 6 min walk - 0.6 km
  • Anna Maria City Pier - 3 min drive - 2.5 km
  • Manatee Public Beach - 4 min drive - 3.2 km
  • Bean Point Beach - 5 min drive - 2.8 km
  • Anna Maria Beach - 5 min drive - 3.3 km

Getting around

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

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪Rod & Reel Pier - ‬6 min drive
  • ‪Two Scoops - ‬3 min drive
  • ‪Sandbar Seafood & Spirits - ‬3 min drive
  • ‪The Waterfront Restaurant - ‬3 min drive

Frequently asked questions

Does Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals?

Check-in begins at 4:00 PM.

What time is check-out at Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals?

Checkout is at 10:00 AM.

Where is Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals located?

Situated by the sea, this holiday home is within 1 mile (2 km) of Bradenton Beach, Palmetto Avenue Beach and Island Players. Island Gallery West and Anna Maria Island Museum and Historical Park are also within 1 mile (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 21 out of 24 reviews
Rating 8 - Good. 3 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

9.2/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

robin m.

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

Beautiful place

The house was just what we needed, everything we could need was there to use. Great Spot!
Stayed 7 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Joe M.

Great Property

This is one of my favorite places to stay on the island. Clean, modern, plenty of space. Bathrooms are all en suite, 3 king beds. The backyard is very private and it's a quick walk to one of the best parts of the beach. Will definitely stay here again.

10/10 Excellent

Collison C.

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

Pineapple Cay is nice!

Great location (close to both ends) and an easy walk to beach. House is in great condition and had everything we needed. Hot tub was wonderful, pool was a little chilly but it's November, we hated the door alarm though. Needs a bypass. We would book again though! Thanks!
Stayed 7 nights in Oct 2021

10/10 Excellent

Linda W.

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

Anna Maria trip

Excellent,clean, nicely decorated,stocked with everything you could possibly need,private and quiet,definitely will book again
Stayed 7 nights in Sep 2021

8/10 Good

Verified traveller

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

3 Retired Brothers and spouses

The property was fantastic for 3 retired brothers and spouses. The 3 answeet bedrooms worked out perfectly. Had a wonderful stay at Holmes Beach. We will definitely go back and hopefully get the same place.
Stayed 7 nights in Jul 2021

10/10 Excellent

laura h.

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

Very comfortable

Pineapple Cay is a beautiful property. The bedrooms are very comfortable and the home is quite spacious. The pool area is wonderful and the gorgeous Anna Maria beach is a 3 minute bike ride away. We really enjoyed our stay!
Stayed 23 nights in Dec 2020

10/10 Excellent

Ashley B.

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

Great week at the beach

This place was a prefect get away for my family of four over Christmas break. The house had everything we needed and was adorable! Will definitely be back!
Stayed 7 nights in Dec 2020

10/10 Excellent

Yamileydi G.

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

Excellent!!!

Excellent location!!
Stayed 7 nights in Aug 2020

10/10 Excellent

Brenda E.

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

Perfect Family Vacation

Our stay at Pineapple Cay was wonderful The home is beautiful, clean and walking distance to the beach. The pool and spa are great. Everything we needed was provided. We made lots of wonderful memories.
Stayed 7 nights in Jul 2019

10/10 Excellent

Verified traveller

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

Excellent Vacation Destination

Our family of 5 enjoyed our stay at this awesome home during the middle of July. We spent some time each day hanging out at the beautiful beaches nearby, and cooling off at the pool when at the house. We found plenty of options for food nearby, and really enjoyed our stay. We are all looking forward to our next visit!
Stayed 7 nights in Jul 2019

8/10 Good

Colleen C.

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

Beautiful home!

The house was beautiful and clean and we loved the pool and the short walk to the beach. The only reason for the 4 stars is that the mattresses were saggy as well as the sofa couch and this resulted in back soreness even from our 20 year olds. Otherwise, it was a perfect vacation home and we would rent from here again! Everyone was friendly and accommodating!
Stayed 7 nights in Jun 2019

10/10 Excellent

Doug Z., Prospect Heights

AWESOME!

Great house...very spacious!! hot tub and pool was perfect. Great location to the beach. Maint. came right away when we needed more propane, ice maker issue and water pressure in bathroom was low. house was super clean check in and check out was SIMPLE!!! beach chairs and coolers that the house provided was so helpful a wagon would be a plus! I would recommend this house and location! we will be back.
Stayed 7 nights in May 2019

10/10 Excellent

Brenda D.

Pineapple cay

Beautiful place. Loved everything about it!!!
Stayed 7 nights in Apr 2019

10/10 Excellent

Holly H.

Fabulous. Three bedroom house great. Everything we wanted. Beach close by.

Loved the deco of the house. Beautiful house. Loved pool and hot tub. Beach was great for swimming and sunsets. Shopping great. Food great on the island. Had fun riding the trolley. Enjoyed are stay.
Stayed 7 nights in Feb 2019

10/10 Excellent

Michael G.

Exceptional Property

This is an exceptional property. We had a wonderful time.
Stayed 7 nights in Jan 2019

8/10 Good

Karen N.

Beautiful home with lovely pool and hot tub. Only disappointment was the filthy outdoor grill.

We like that all bedrooms had king beds. Beautiful interior. The hot tub and pool came in handy due to the cool weather we had. Only downfall was the patio grill was filthy and unusable.
Stayed 7 nights in Jan 2019

10/10 Excellent

Judith H.

Great time!!

Everything was exceptionally clean except for the grill. We had to fill the propane, which made our guests wait for dinner. I would have liked a lighter blanket, the comforter was very warm. I would definitely stay there again.
Stayed 7 nights in Dec 2018

10/10 Excellent

praveenbs07

Pineapple cay is one of our favorite place now. Very clean and modern. Enjoyed hot tub and pool.

Staying at Pineapple cay was a pleasant experience even though weather was not that great when we were visting. Hot tub and pool kept us engaged, enjoyed every bit. Property manager and owners were friendly, ensured to make our stay comfortable & pleasant. Beach access is just few steps away. We highly recommend this place. Hope to visit again soon.
Stayed 7 nights in Dec 2018

10/10 Excellent

Barbara K.

VERY NICE!

This house is so nice!!! Very well decorated, great location, clean and beautiful back yard. We have stayed on the island many times and this was one of our favorites!!!
Stayed 7 nights in Oct 2018

10/10 Excellent

LINDA H., LAKESIDE PARK, ky

We Loved This Rental!

This house was clean as a whistle, and beautifully decorated. A lot of helpful things were provided that we would have had to purchase (dish detergent, dishwasher detergent, laundry detergent, hand soap in all the bathrooms, thank you!). Lots of beach towels and bath towels were also provided. The beds were so comfortable and it was nice to have king size beds in all three rooms. Red tide was still an issue the week we were there, so we were glad to have the pool and hot tub. Mid-week the red tide had settled down and we were able to swim at the beach as well, and the walk from the house was an easy one. We would definitely rent this place again!
Stayed 7 nights in Sep 2018

10/10 Excellent

Mark B.

Amazing home with everything you could ask for!

We loved our stay and will definitely be back again! The home was beautiful inside and out and we had everything we needed for our weeks stay at Anna Maria Island! From the pool and the hot tub, to the spacious bedrooms, kitchen and living room, our stay was phenomenal. Thank you for an awesome experience!
Stayed 7 nights in Jul 2018

10/10 Excellent

Cheryl B.

Wonderful!

Home was very nicely appointed. Beds were comfortable and the kitchen had the necessary utensils. The outside pool and hot tub was wonderful and we loved the deck and TV out there. Even though this was a side-by-side duplex, you would never have known it. You couldn’t hear any noise next door and wouldn’t even know it was a duplex. We would definitely rent Pineapple Cay again on our next visit to AMI.
Stayed 7 nights in Dec 2017
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Catherine H.

Simply Awesome !

Pineapple Cottage was a dream rental; beautifully decorated and felt like at 5 Star +++. Very clean, pool, hot tub and outdoor grill and TV were an added bonus. Rooms are so spacious and each with a gorgeous bathroom. Arrived at the property , gardens are beautiful and groceries and alcohol already delivered and put away by a business called" Consider it Done". Nice treat after travelling for 4 hours by air. Will booked this gem of a property again. Thanks for a fantastic week!. MCJE , Ontario Canada
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Jennifer F., Leawood, KS

Very nice home==Pool saved our vacation!

We just returned from a lovely week on AMI for spring break. Pineapple Cottage is brand new, nicely decorated and well equipped. We appreciated the beach chairs, towels and cart to lug gear the 3 blocks to the beach. The heated pool and hot tub really saved our vacation though as it was cooler than normal and several days were too cold at the beach, but with a more protected environment and heated pool, kids were happy and occupied.
Stayed 7 nights in Mar 2017

About the host

Hosted by Anna Maria Life Vacation Rentals

Host profile image
Family-owned and operated, Anna Maria Life Vacation Rentals offers everything you are looking for in an Anna Maria Island vacation rental company – exceptional properties and quality service with a personal touch. Whether it's a family vacation or a romantic getaway, AMLVR has something for everyone. From beachfront to bayside, you can choose from a quaint one-bedroom cottage, a waterfront condo with stunning views of the Gulf of Mexico, or a luxury six-bedroom pool home. AMLVR's vacation rentals offer authentic island living in paradise!

Languages:

English

Premier Host

They consistently provide great experiences for their guests