Experience the ultimate beach retreat at Pineapple Key, a four-bedroom haven in Holmes Beach. Unwind by the sparkling pool and in-ground spa, or relax on the furnished balcony with a BBQ grill nearby. Enjoy games with family and friends on the ping pong hybrid table or simply take advantage of being just minutes from Gulf of Mexico's sugar-white sands.
Reviews
9.69.6 out of 10
Exceptional
Entire home
4 bedrooms2 bathroomsSleeps 81650 sq ft
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Add dates for prices
About this property
Updated Home with Pool, Spa, and Outdoor Bar! By the Beach!
Pineapple Key by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000364
Welcome to Pineapple Key, a charming beach house just minutes from the sugar-white sands of the Manatee Beach! This beautifully landscaped four-bedroom, two-bath home features a private pool, in-ground spa, and tropical outdoor living spaces, making it ideal for friends and family gatherings. Located within walking distance of the beach, shops, and restaurants, Pineapple Key embodies relaxed island living with all the comforts you need for a memorable Anna Maria Island escape!
Highlights • 3-minute walk to Manatee Public Beach • 4 Bedroom / 2 Bath • 2 Kings, 1 Queen, 2 Twin-over-twin bunks plus trundle • Private pool and in-ground spa • Outdoor lanai and tiki bar • BBQ grill • Pool and Ping Pong Table • Wii gaming system • Short walk or trolley ride to shops, waterfront dining, and local attractions • Washer and dryer • 8 Parking Spaces
Step inside Coastal Comfort, where vibrant coastal decor and relaxed island vibes create the perfect backdrop for your beach getaway. The main living area features a spacious layout with a large sectional sofa, cozy chairs, and a smart TV, ideal for movie nights or relaxing after a day on the sand. A second living room offers a more intimate retreat, complete with its own sectional, TV, and Wii gaming system, providing a fun hangout spot for kids or an extra lounge area for guests.
The fully equipped kitchen is designed for convenience with high-end appliances, ample counter space, and all the cookware needed to prepare your favorite meals. Gather for casual breakfasts or family dinners in the open dining area or step out to the covered lanai for outdoor dining and a true taste of island living.
This home offers a thoughtful layout with two bedrooms and a shared bathroom on each side, ideal for couples traveling together or families seeking both comfort and privacy. On the East Side, you’ll find a serene king bedroom with crisp linens and a shared bathroom featuring a walk-in shower, along with a cozy queen bedroom nearby. The West Side includes another king bedroom with a premium mattress and coastal decor, plus a fourth bedroom designed with families in mind featuring two sets of bunk beds and a trundle bed. A shared bathroom with a shower/tub combination provides added comfort and flexibility for all guests.
Room Details • Primary Bedroom: Queen bed, ensuite bathroom • Second Bedroom: King bed • Third Bedroom: King bed • Fourth Bedroom: Twin-over-twin bunk beds
Book Pineapple Key today and enjoy an unforgettable getaway on Anna Maria Island. With its beautiful water views, private pool and spa, outdoor entertainment, and nearby beaches, this home offers everything you need for a relaxing and memorable escape!
- 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 with high quality linens; including bedding, bath towels, wash cloths, and beach towels 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.
This home is managed by Anna Maria Vacations, an Anna Maria Island property management company.
8 cars maximum are able to park at this home. 2 parking spaces are covered while the additional 6 are uncovered. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
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 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.
Property amenities
Beach
Beach nearby
Pool/Spa
Heated pool
Hot tub
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
4 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Hair dryer
Towels provided
Living spaces
Dining table
Living room
Entertainment
Smart TV
Video games
Outdoor areas
Balcony
Barbecue grill
Fenced yard
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Location highlights
Near a health/beauty spa
Near a hospital
Near an outlet shopping centre
Near the marina
Near the sea
Things to do
Billiards/pool table
Foosball table
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
Snorkelling 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)
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
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Located in Holmes Beach, this holiday home is near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and hiking/biking trails. Visit our Holmes Beach travel guide
Does Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Updated Home with Pool, Spa, and Outdoor Bar! By the Beach!?
On-site parking is available at the property.
What time is check-in at Updated Home with Pool, Spa, and Outdoor Bar! By the Beach!?
Check-in begins at 4:00 PM.
What time is check-out at Updated Home with Pool, Spa, and Outdoor Bar! By the Beach!?
Checkout is at 10:00 AM.
Where is Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! located?
Situated by the sea, this holiday home is within a 10-minute walk of Bradenton Beach, Holmes Beach Beaches and Manatee Public Beach. West Coast Surf Shop and AMI Paddleboard Adventures are also within 10 minutes.
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Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
We had a great stay here. Property was exactly how it was listed and it was in a great location. Pool and Hot tub was very nice and was a hit with our teenage daughters
Property was beautiful and had everything we needed plus more. The pool was perfect for entertaining the kids and lots of gaming options for the adults as well. The property was very clean and well prepared for guests.
We were very pleased with everything. The kitchen was well equipped( but you may want to get better knives for chopping etc, I would also have liked a few more hand towels and wash clothes( only 2 for 8 people). Location was perfect as was the beach!
Our check in process was smooth, and all communication with the property management company was fast and easy. For example, we asked for early check in and needed the propane refilled and they responded right away. The place itself is great, exactly as shown in the photos. It’s a 3 minute walk to the beach. The only downside is that the house is on a busy road and you can hear cars passing late at night and early in the morning.The place came well stocked with kitchen supplies and TONs of beach gear and toys. The one thing that was missing from the listing is that it does have a washer and dryer, which was a huge plus (at the time we booked, the listing only mentioned laundry nearby). I hope they update the listing with this info as we almost decided to pass because of this. Overall we were happy with our stay and would stay again!
We had a great time! The location was great. The only draw back was trying to exit the driveway with cars on the main road. The cars yield to walkers but getting out with the car took some time depending on traffic.
The pool and spa were a hit with everyone. The 2 living spaces were nice. We kept the kids up front in the bunk room and the adults too the back two rooms. There really isn’t a master suite. The bathrooms are in hallways which made it easier to use either one.
The beach carts were great to have even though the walk was maybe 5 minutes at the most.
We had a great time and would love to stay there again.
Our group was given 3 incorrect access codes and instructions for a lock box (which did not exist) and about an hour of back and forth texts before we could enter the home. Not ideal after a long travel day, but not a deal breaker.The real issue is the pool and hot tub were as green as pond water, looking nothing like the photos. When I reported this issue, the pool company showed up the following morning to fix it. They nuked the pool, pouring who knows what into it (gallons and gallons of bleach?). We were told that in the afternoon (hours after treatment) it was fine to enter the pool. Adults and children swam in the pool and hot tub. Afterward, the smell of chlorine was so strong it was intoxicating. The kids were crying and asking why their skin was burning and itching. They had red patches. Everyone's skin was extremely dry and irritated. After 2 full days, the pool and hot tub were fine to use without adverse affects. The second half of our stay in this home was great.Long story short, the pool and hot tub should have been prepared properly before our arrival - that was the biggest draw for us renting this place.
We had 4 couples at Spring Break and the house was awesome. Plenty of room, well equipped, clean and really close to the beach. By well equipped I mean not only the kitchen, but there is a closet downstairs with chairs, umbrellas, games, floats, even a metal detector (needs 2 (v batteries). When we weren't at the beach (mornings and evenings) we were downstairs having pool (i.e. billiard) tournaments, hanging out in the pool or hot tub and grilling. We would rent this house again if it available. Beach is 2 minutes away the way I walk, if you walk really slow maybe 5 minutes.
The house had everything you need for a beach location. Pool was fun and outdoor area was well laid out with bar-b-q, table, etc. Appreciated the beach chairs and cooler. The two living areas of the house were perfect for the two families staying with us.