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Pineapple Palms Vacation Rental With Private Heated Pool

Cottage Rental in Holmes Beach Florida

Cottage vacation rental in Holmes Beach with 2 bedrooms, a private heated pool, and outdoor dining, close to Marina Drive shops and dining and a short walk to the sand.

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Anna Maria Island Accommodations
Connect directly with the local vacation rental manager.
Rates from
$130 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Pineapple Palms is a 2-bedroom, 2-bath cottage in Holmes Beach, Florida, set in a waterfront-nearby area and listed as near a beach. The home sleeps up to 4 in 800 square feet and includes a private heated pool and a fenced backyard for outdoor time at home. Sleeping is arranged with 1 king bed and 2 twin beds, making it a straightforward fit for a small group that wants a compact layout with both indoor and outdoor space.

Inside, the cottage has an open living area with a full kitchen and dining table seating four, plus essentials such as air conditioning, internet access, and a washer/dryer. The primary bedroom has an ensuite bathroom with a walk-in shower, while the hall bathroom includes a tub/shower combo. Outdoor features include an outdoor dining area, sun loungers, beach chairs provided, and a grill. Practical details include keyless entry, smoke and carbon monoxide detectors, and parking for up to two vehicles; pets are not allowed.

Good fit for
Honeymoon
Private heated pool Enjoy a private heated pool with outdoor dining space and sun loungers.
Sleeps four Accommodates up to 4 guests with 1 king bed and 2 twin beds.
Two full bathrooms Includes an ensuite walk-in shower plus a hall bath with tub/shower combo.
Fenced backyard Fenced yard and private entrance add separation from the street.
Two-car parking Parking is limited to two vehicles; no overnight parking for extra cars.
At a glance

Property Highlights

Waterfront - NearbyLocation Setting
Near a BeachBeach Access
2 BedroomsBedrooms
2 Full BathroomsBathrooms
Sleeps 4Guest Capacity
800 sq. ft.Living Space
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesWasher / Dryer
Location & nearby Explore the Area

Located in Holmes Beach on Anna Maria Island, Pineapple Palms is described as waterfront-nearby and near a beach. The home is in a residential street setting, with a note to keep noise to a respectful level. The listing also indicates a hospital is close by and mentions proximity to Marina Drive for shopping and dining.

Plan your stay

Rates & Availability (USD)

Rates from
$130 per night
7-day minimum stay
Check current rates & availability

Live booking details are maintained by Anna Maria Island Accommodations.

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Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

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About this rental

About This Rental

Pineapple Palms is a two-bedroom, two-bath cottage in Holmes Beach on Florida’s South Gulf Coast. With 800 square feet of living space and a maximum occupancy of four, it’s sized for a smaller party that wants a private home base near the water and near a beach. The property includes a private heated pool and a fenced yard, along with a private entrance and keyless lock for arrival.

The main living space is arranged in an open layout that connects the living room, kitchen, and dining area. The kitchen is equipped for everyday cooking with a refrigerator, stove, oven, microwave, dishwasher, freezer, toaster, blender, coffee maker, and cookware/dishes. A dining table seats four, and the living area includes a television and internet access. Climate and comfort features include air conditioning, heating, and ceiling fans.

Sleeping accommodations include one king bed and two twin beds. The primary bedroom has an ensuite bathroom with a walk-in shower. A second full bathroom is located off the hall and includes a tub/shower combination. Towels/linens are provided, and the home includes a washer/dryer, iron and ironing board, hair dryer, and clothing storage.

Outdoor amenities center on the pool area and backyard setup, with an outdoor dining area, sun loungers, and a grill. Two parking spaces are available, with a two-car maximum and no overnight parking for additional vehicles. Long-term stays are allowed, and the home is non-pet-friendly.

Pineapple Palms by Anna Maria Island Accommodations
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!


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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.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Fishing
Golfing
Honeymoon
Boating
Canoeing
Fly Fishing
Kayaking
Beach
Deep Sea Fishing
Ocean
Surfing
Scuba Diving
Wind Surfing

Other Activities and Special Interests

Museums Nearby
Boating Nearby
Local Eco Tourism Nearby
Horseback Riding Nearby
Outlet Shopping Nearby
Wildlife Viewing Nearby
Fitness Center Nearby
Laundromat Close By
Tennis Court Nearby
Basketball Court Nearby
Hiking Nearby
Jet Skiing Nearby
Parasailing Nearby
Sailing Nearby
Snorkeling Nearby
Surfing Nearby
Swimming Nearby
Water Sports Nearby
Health Beauty Spa Nearby
Marina Nearby
Shopping Nearby
Bird Watching Nearby
Kayaking Nearby
What's included

Property Amenities

Property Features

Towels/Linens
Coffee Maker
Hair Dryer
Full Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Blender
Ceiling Fan(s)
Freezer

Featured Amenities

Dishwasher
Television
Internet Access
Air Conditioning
Washer/Dryer
Grill
Pool (Private)

Other Property Amenities

Holmes Beach
Anna Maria Island
Dishes and Utensils
Fire Extinguisher
Living Room
Clothes Hangers
Hot Water
Long Term Stays Allowed
Private Entrance
Smoke Detector
Hospital Close By
Residential Street
Heating
Carbon Monoxide Detector
Deadbolt Lock
Pots and Pans
Contactless Check-In
Pack 'n Play
Backyard
Iron and Ironing Board
Fenced Yard
Dining Table
Two (2) Parking Spaces
Bathtub
Keyless Lock
Clothing Storage
Wine Glasses
Baking Sheet
Hot Water Kettle
Outdoor Dining Area
Sun Loungers
Beach Chairs Provided
Helpful details

Frequently Asked Questions

Pineapple Palms is located in Holmes Beach, Florida.

Pineapple Palms accommodates up to 4 guests.

2 Bedrooms and 2 Full Bathrooms.

The listed beach access for Pineapple Palms is Near a Beach.

Yes. The property lists Pool (Private).

The property lists a 7-night minimum stay.
Local management

Professionally Managed By

Anna Maria Island Accommodations View Manager Profile

Questions about this rental?

Connect directly with Anna Maria Island Accommodations for current rates, availability, and local assistance.

Contact Reservations and Guest Services Anna Maria Island Accommodations
Daytime Phone
Property reference
#192122 · Pineapple Palms
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