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Near the sea, this 4-bedroom vacation home accommodates 8 guests and features 2 bathrooms. It includes 1 hot tub for relaxation. Enjoy nearby activities such as parasailing, swimming, and game walks. Engage in sports at the golf course nearby, and explore attractions like Bradenton Beach and Holmes Beach.
Highlights
Dive into relaxation
Unwind in the top-rated pool, your perfect spot for relaxation.
Foosball onsite
A rare find — the foosball table is waiting for you.
Centrally-located
You're never far from where you need to be with this convenient location.
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.
Our prices include all fees. No hidden fees.
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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.
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
About the area
Holmes Beach
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 Florida Maritime Museum at Cortez are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and horse riding.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 38 min drive
Restaurants
McDonald's - 9 min drive
Anna Maria Island Beach Cafe - 6 min walk
7-Eleven - 11 min drive
Wicked Cantina - 5 min drive
Ginny's & Jane E's - 7 min drive
Frequently asked questions
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.
How much does it cost to stay at Updated Home with Pool, Spa, and Outdoor Bar! By the Beach!?
As of 24 Aug 2026, prices found for a 1-night stay for 2 adults at Updated Home with Pool, Spa, and Outdoor Bar! By the Beach! on 5 Dec 2026 start from £1,986, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
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.
About the host
Hosted by Anna Maria Vacations
Languages:
English
Premier Host
They consistently provide great experiences for their guests