This excellent vacation rental in Anna Maria, Florida oozes comfort with its 4 bedrooms and a private pool. Enjoy with the family, accommodates pets, alongside facilities such as a grill, TV, and internet.
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Pineapple Cottage is a 4-bedroom, 3-bath ground-level home in Anna Maria, Florida that sleeps up to 8. Set in a waterfront-nearby area and near a beach (listed at 0.3 miles), it pairs a central in-town location with a private outdoor setup that includes a saltwater pool and spa. The home was restored after hurricanes Helene and Milton, and it uses keyless entry via a keypad.
Inside, the bedroom mix includes two king rooms, one queen room, and a trundle bed. Everyday conveniences include air conditioning, ceiling fans, Wi-Fi, TVs, towels/linens, and a washer/dryer. The kitchen is equipped with a refrigerator, freezer, microwave, dishwasher, coffee maker, and blender, and there’s a grill for outdoor cooking. Parking is provided (driveway parking for two vehicles side by side, plus an additional spot noted). Some pets are allowed, with dog size and fee details provided in the house rules. Pool-area doors and windows have required audible alarms, and a Ring door camera is installed at the front entrance.
Good fit for
Pet-friendly staysBeach trips
Private Pool and SpaIncludes a private saltwater pool and hot tub/spa on the property.
Sleeps EightFour bedrooms and three full baths accommodate up to 8 guests.
Near the BeachBeach distance is listed at 0.3 miles.
Dog Friendly OptionDogs 25 lbs or less are allowed with a separate per-pet fee.
Pineapple Cottage is located in Anna Maria City in Anna Maria, Florida, with a location setting listed as waterfront-nearby and near a beach (0.3 miles). The source information places it in the heart of the city and notes it is one block from Pine Avenue, where shops and restaurants are located. A free island trolley stop is also noted on Pine Avenue. Parking guidance is provided for the driveway and an additional grass-strip space in front of the home.
PMS Rate
Oct 01, 2027 - Oct 01, 2027
Minimum Stay: 4 Days
$605
$4,210
n/a
PMS Rate
Oct 02, 2027 - Oct 02, 2027
Minimum Stay: 4 Days
$609
$4,332
n/a
PMS Rate
Oct 03, 2027 - Oct 03, 2027
Minimum Stay: 4 Days
$570
$4,445
n/a
PMS Rate
Oct 04, 2027 - Oct 04, 2027
Minimum Stay: 4 Days
$592
$4,602
n/a
PMS Rate
Oct 05, 2027 - Oct 05, 2027
Minimum Stay: 4 Days
$596
$4,626
n/a
PMS Rate
Oct 06, 2027 - Oct 06, 2027
Minimum Stay: 4 Days
$597
$4,646
n/a
PMS Rate
Oct 07, 2027 - Oct 07, 2027
Minimum Stay: 4 Days
$641
$4,693
n/a
PMS Rate
Oct 08, 2027 - Oct 08, 2027
Minimum Stay: 4 Days
$727
$4,732
n/a
PMS Rate
Oct 09, 2027 - Oct 09, 2027
Minimum Stay: 4 Days
$722
$4,709
n/a
PMS Rate
Oct 10, 2027 - Oct 10, 2027
Minimum Stay: 4 Days
$727
$4,678
n/a
PMS Rate
Oct 11, 2027 - Oct 11, 2027
Minimum Stay: 4 Days
$616
$4,574
n/a
PMS Rate
Oct 12, 2027 - Oct 12, 2027
Minimum Stay: 4 Days
$616
$4,548
n/a
PMS Rate
Oct 13, 2027 - Oct 13, 2027
Minimum Stay: 4 Days
$644
$4,518
n/a
PMS Rate
Oct 14, 2027 - Oct 14, 2027
Minimum Stay: 4 Days
$680
$4,462
n/a
PMS Rate
Oct 15, 2027 - Oct 15, 2027
Minimum Stay: 4 Days
$704
$4,389
n/a
PMS Rate
Oct 16, 2027 - Oct 16, 2027
Minimum Stay: 4 Days
$691
$4,310
n/a
PMS Rate
Oct 17, 2027 - Oct 17, 2027
Minimum Stay: 4 Days
$623
$4,228
n/a
PMS Rate
Oct 18, 2027 - Oct 18, 2027
Minimum Stay: 4 Days
$590
$4,254
n/a
PMS Rate
Oct 19, 2027 - Oct 19, 2027
Minimum Stay: 4 Days
$586
$4,313
n/a
PMS Rate
Oct 20, 2027 - Oct 20, 2027
Minimum Stay: 4 Days
$588
$4,376
n/a
PMS Rate
Oct 21, 2027 - Oct 21, 2027
Minimum Stay: 4 Days
$607
$4,437
n/a
PMS Rate
Oct 22, 2027 - Oct 22, 2027
Minimum Stay: 4 Days
$625
$4,479
n/a
About this rental
About This Rental
Pineapple Cottage is a ground-level 4-bedroom, 3-bath home in Anna Maria that accommodates up to 8 guests. The setting is listed as waterfront-nearby and near a beach, with beach distance noted at 0.3 miles. The home has been restored following hurricanes Helene and Milton and offers keyless entry via a keypad.
Sleeping arrangements include a king bed in the primary bedroom, a second king bedroom, a queen bedroom, and a trundle bed in the fourth bedroom. Core in-home amenities include air conditioning, ceiling fans, internet access, televisions, towels/linens, and a washer/dryer. Safety items noted include a fire extinguisher and smoke detector, and a Ring door camera is installed at the front entrance.
For meals and downtime at the house, the kitchen includes a refrigerator, freezer, microwave, dishwasher, coffee maker, and blender. Outdoor features include a private pool and hot tub/spa, plus a patio and grill. Pool heating is seasonal (approximately Thanksgiving to Easter) and temperature limits are specified; spa temperature defaults to pool temperature when not in use.
Additional stay details include a starter supply kit (paper goods, trash bags, laundry detergent, and coffee/tea) and provided bath and bed linens. Dogs 25 lbs or less are allowed with a separate pet fee per pet. The garage is reserved for owner storage with no guest access. House rules also note a 4-night minimum stay, age requirements for guests under 25, and that the home is not intended for parties or large gatherings.
Welcome to “Pineapple Cottage” – a beautifully updated ground-level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants, and fun on Pine Avenue. This charming cottage has been completely restored after hurricanes Helene and Milton. This property is better than ever and offers all the luxuries you will come to expect from Staying with Salty Mermaid Vacation Rentals. Leave your car parked (3 spots provided) – the town is very walkable and this property offers an excellent location in the center of it all, plus our island’s free trolley is only a few flip flop steps away on Pine Ave. Pineapple Cottage offers 4 bedrooms, 3 baths and was professionally designed to create a warm and inviting atmosphere. Take a swim in your private tropical oasis – where the saltwater pool and spa are heated or light the gas grill for a barbecue with friends and spend your evening relaxing on the back porch. Your family will enjoy get-togethers with all the outdoor shaded private space. As always, we make sure you have the ability to stay connected on our free high-speed wireless internet! Kick back relax turn on the Flat screen and catch that flick you always wanted to see or that must-see sports game.
Disclaimers:
*Florida Law requires an audible alarm to be installed on doors and windows that open to a pool area. The purpose of these alarms is to alert an adult if a child walks out to a pool area unattended. These alarms typically have a bypass button that allows the door to be opened for 7 seconds before the alarm goes off. These alarms must not be removed or tampered with in any way. Any evidence of tampering or damage to pool alarms will be billed to the credit card on file for the reservation.*
*Dogs 25lbs or Less are welcome, A $ 250+ tax pet fee is required per pet, This is a separate fee paid directly to Salty Mermaid Real Estate after booking. Pets that are not disclosed to our office will result in additional cleaning charges to your reservation.
*Check-in time is 4 pm on the day of your arrival, Check out time is 10 am on the day of your departure. No early access or late departure is allowed unless special arrangements are made with our office, Our cleaning and Inspection team need time to ensure the rental is clean and safe for your stay*
*A starter kit of paper towels, toilet paper, trash bags, laundry detergent, and coffee & tea. Full sized luxury hand soap, shampoo, conditioner, and body wash are provided at check-in. Also available if requested, while supplies last, is a toothbrush and sewing kit. Any additional items that you may need during your stay can be purchased at one of the local grocery stores.*
*White Duvet covers and inserts, white bed linens, multi color beach towels, white bath towels, white wash clothes, white bathroom floor towels, black makeup towels, kitchen towels, premium pillows, vacuum sealed throw blankets*
*Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. Thank you!*
*This home has a 4-night minimum stay requirement*
*Reservations that are 30 nights or longer will require a mid-stay clean, one of our rental agents will provide more information at the time of booking.
*The Bikes in the Photos are not included with the rental, if you would like more info on bike rental options please reach out to us and we will be happy to help*
*The Garage is the Owners personal storage space, no guest access allowed*
*Ring Door camera at front Entrance*
*Please note this is not a party or large gathering house. Noise complaints will result in eviction*
*Parking for 2 Vehicles side by side on the driveway, do not block sidewalk, you can park in the grass strip in front of the house too, do not have any tires on the street, you will get a ticket.
*Pools are heated from approximately Thanksgiving to Easter only and are set no higher than 80 degrees. Spa temperatures default to the pool temperature when not in use and can reach 100 Degrees under normal weather circumstances. During colder weather, we cannot guarantee that the pool/spa can be maintained to that degree. No refunds, credits, or discounts will be offered if the pool/spa temperature cannot be maintained due to unusually cold weather*
Things to enjoy
Activities and Special Interests
This property provides access to the following activities and special interests:
Beach
Biking
Boating
Canoeing
Fishing
Deep Sea Fishing
Golfing
State National Parks
Ocean
Pet Friendly
Sailing
Scuba Diving
Surfing
Fly Fishing
Wind Surfing
Family Vacations
Kayaking
What's included
Property Amenities
Featured Amenities
Air Conditioning
Dishwasher
Grill
Hot Tub
Internet Access
Pool (Private)
Television
Washer/Dryer
Property Features
Blender
Ceiling Fan(s)
Coffee Maker
Freezer
Hair Dryer
Microwave
Parking
Refrigerator
Towels/Linens
Other Property Amenities
Beach Distance: 0.3 Mi
Bed Size 1st/Master: King
Bed Size 2nd Rm: King
Bed Size 3rd Rm: Queen
Bed Size 4th Rm: Trundle
Patio
TVs/VCR/DVD
Key Pad
Iron
Fire Extinguisher
Smoke Detector
Helpful details
Frequently Asked Questions
Pineapple Cottage is located in Anna Maria, Florida.
Pineapple Cottage accommodates up to 8 guests.
4 Bedrooms and 3 Full Bathrooms.
The listed beach access for Pineapple Cottage is Near a Beach.
Yes. The property lists Pool (Private).
Yes. Pineapple Cottage is listed as pet friendly. Review the manager's policies for any pet restrictions or fees.
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