Site logo
Vacation RentalsDestinationsProperty ManagementContact Us
Vacation RentalsDestinationsProperty ManagementContact Us
About Us
About Us

All About Casago

Blog
Blog

Explore Our Blogs

Franchise with Us
Franchise with Us

Become a Franchise

FAQs
FAQs

Most Common Questions

  1. USA >
  2. Florida >
  3. Holmes Beach

Gertie's Pineapple House

Cozy retreat, steps away from Gulf and beaches, dog friendly, AC
Cozy retreat, steps away from Gulf and beaches, dog friendly, AC
Cozy retreat, steps away from Gulf and beaches, dog friendly, AC

Condo in Holmes Beach, Florida

Guests
4 Guests
Bedrooms
1 Bedrooms
Bathrooms
1 Bathroom
Pets allowed
Pets allowed

Locally Owned & Operated

Anna Maria Island

Anna Maria Island

Casago Franchise Owner

Locally Owned & Operated
Rating3.40

What our guests are saying...

AI-generated from guest reviews for this property

Gertie's Pineapple House is described as a great house with very comfortable beds. The property is noted for being very clean and in impeccable condition. Guests also appreciated its location near the beach.

Overview

Welcome to the charming town of Holmes Beach! This cozy home offers a dog-friendly retreat just steps away from the pristine beaches of the Gulf Coast. The home boasts a range of amenities to ensure a comfortable stay, including a sofa bed, central AC, internet access, and a patio with a gas grill for outdoor entertaining. Enjoy the convenience of a fully equipped kitchen with a fridge, stove, oven, microwave, coffee maker, and a variety of cookware. Relax in the king bed after a day of exploring the nearby attractions, or unwind in the living room with a streaming TV. Outdoor adventures are right at your doorstep. The area offers a plethora of entertainment, dining, and activities to enjoy during your stay. From boating and sailing to exploring the local marina and beaches, there is something for everyone. Take a leisurely stroll to the village or head to the beach for a day of sun, sand, and water activities like kayaking, snorkeling, and fishing. Whether you're seeking a romantic getaway or a fun-filled family vacation, this home is the perfect base for your Holmes Beach adventure. Book now and experience the best of Florida's Gulf Coast. THINGS TO KNOW: This property requires a 7-night minimum stay. This property's maximum occupancy is limited to 4 guests. Code enforcement notification: 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. City/town permit number: VRC19-000227

Permit info: VRC19-000227

You must be 21 years or older to rent this property.

Amenities

Air conditioning
Air conditioning
Gas grill
Gas grill
Beach access
Beach access
Pool
Pool
Dishwasher
Dishwasher
Heating
Heating
Internet
Internet
Snowbird-friendly
Snowbird-friendly
Microwave
Microwave
Patio
Patio
Stove
Stove
TV
TV
Dog-friendly
Dog-friendly

Sleeping Arrangements

Bedroom 1

sleeps 2

Beds
1 king bed

Common Space 1

sleeps 2

Beds
1 double bed

Location

Holmes Beach, Florida, Home

(Exact address will be provided after booking)

Location

Rating

3.4
5 reviews
5 Star
60%
4 Star
0%
3 Star
0%
2 Star
0%
1 Star
40%
search
Steven C2026-03-11

It was a great house very clean located right near the beach beds were very comfortable. House was in impeccable condition.

Jack K2026-03-01

Unit was very clean, great location to get to the beach and grocery store. Everything was super simple and it was a great time!

Carol K2026-01-31

We had a wonderful stay getting our families together over Thanksgiving. The layout was simple and uncluttered, which was nice and so close to the beach. We had everything we needed and being able to just walk up to publix was a major plus. Highly recommend

Amanda P2025-03-30

Sink flooded, and they didn’t ever respond with a fix, I had to call and then asked they wait to come into the property until we returned and they entered without our approval, they then showed up for a fire inspection with no warning and were shocked we were still there, had to go buy hangers, Tupperware, toilet paper(only gave us two roles for 10 days, paper towels (only gave us one role for ten days, had to go buy blankets (not enough for one bed let alone two, had to buy ice daily( one ice cube tray… the list goes on! The pictures were 100% inaccurate as there was only 6 pieces of furniture in the whole house and the couch does not fold out? my 10 year old couldn’t fit on it comfortably. Great location and the island is amazing, would not recommend this property or property management company. But AMI is always worth the trip.

Brendan C2025-03-23

We didn’t like the spot at all. We ended up buying a coffee pot and wine glasses that we left for the next guests

$251
avg / night
Rating3.40

You won't be charged yet

Sparkling and spotless stays

Arrive at a completely cleaned and inspected home.

Professionally Managed

Our properties are professionally managed to maintain high standards.

Transparent Pricing

No hidden fees or surprise charges. What you see is what you pay.

Our Destinations
View all
Site logoVeteran Owner

Quick Links

  • Newsroom
  • Videos
  • Executive Team
  • Casago Careers
  • Promotions/Discounts
  • Apps

CONTACT US

  • 850 NW 13th Ave.
  • Suite 400
  • Portland, OR 97209

NEED MORE HELP?

  • Contact us now

©2026 Casago. All rights reserved

Privacy PolicyTerms of Service
FacebookInstagramYouTubeLinkedIn