Site logo
Vacation RentalsDestinationsProperty ManagementContact UsMy Trip
Vacation RentalsDestinationsProperty ManagementContact UsMy Trip
About Us
About Us

All About Casago

Travel Blog
Travel Blog

Get Inspired

Franchise with Us
Franchise with Us

Become a Franchise

FAQs
FAQs

Most Common Questions

  1. USA >
  2. Florida >
  3. Anna Maria

Anna Maria's Finest

Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Waterfront dog-friendly home with heated private pool, dock, views, and lanai

House in Anna Maria, Florida

Guests
6 Guests
Bedrooms
3 Bedrooms
Bathrooms
3 Bathrooms
Pets allowed
Pets allowed

Locally Owned & Operated

Anna Maria Island

Anna Maria Island

Casago Franchise Owner

Locally Owned & Operated
Rating3.98

What our guests are saying...

AI-generated from guest reviews for this property

Anna Maria's Finest offers excellent value with a spacious, open layout, comfortable furnishings, and welcoming gathering spaces. Guests appreciate the clean interiors and updated kitchen and bathrooms. The peaceful setting provides easy access to the beach, restaurants, shops, and island conveniences. The canal-side pool area offers a relaxing place to unwind, complemented by a spa and outdoor bathroom.

Overview

Spacious, sophisticated, and set directly on the water, this dog-friendly Anna Maria Island retreat brings the very best of paradise to your doorstep. With a private dock, heated pool, and sweeping canal views, this home offers an upscale island experience designed for relaxation and effortless enjoyment. Wake each morning to serene sunrise views over the water and enjoy the convenience of your own dock—perfect for guests arriving by boat or simply wanting to soak in the waterfront atmosphere. In the afternoons, take a leisurely stroll down charming Willow Avenue to reach some of the island’s most stunning, postcard-worthy beaches. Free trolley stops, boutique shops, and beloved local restaurants—including the iconic Ginny N’ Jane E’s—are all within easy walking distance. Back at home, unwind in the heated pool or gather in the expansive screened-in lanai overlooking the water. The outdoor BBQ area and generous seating provide an ideal setting for relaxed alfresco dining and conversation long after the sun sets. Inside, the home is beautifully furnished with warm, inviting décor and thoughtfully curated details throughout. Dogs up to 25 pounds are welcome with an additional nightly fee, making this an ideal choice for guests traveling with their four-legged companions. Each bedroom includes a flatscreen TV, and with free WiFi plus parking for up to four vehicles, every comfort has been considered. Book Anna Maria’s Finest today and discover your own slice of luxurious island paradise. THINGS TO KNOW Pool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through October

Permit info: VR18-000059

You must be 25 years or older to rent this property.

Amenities

Air conditioning
Air conditioning
Gas grill
Gas grill
Cable
Cable
Dishwasher
Dishwasher
Washer/dryer
Washer/dryer
DVD player
DVD player
Indoor pool
Indoor pool
Internet
Internet
Iron
Iron
Snowbird-friendly
Snowbird-friendly
Microwave
Microwave
Patio
Patio
Pool
Pool
Stove
Stove
TV
TV
Water view
Water view
Waterfront
Waterfront
Dog-friendly
Dog-friendly

Sleeping Arrangements

Bedroom 1

sleeps 2

Beds
1 king bed

Bedroom 2

sleeps 2

Beds
1 king bed

Bedroom 3

sleeps 2

Beds
1 double bed

Location

Anna Maria, Florida, Home

(Exact address will be provided after booking)

Location

Rating

3.98
129 reviews
5 Star
40%
4 Star
31%
3 Star
19%
2 Star
6%
1 Star
4%
search
Sandy B2026-07-27

Very spacious and lots of room. But needs updated. The slider doors are jammed and old, floors were full of sand, the bedrooms were really hot even when the air conditioner was set cold. Issues with shower spout in master bedroom. The pool was so hot we didn't go in it at all it felt unsafe to swim in it. Owner was very accommodating with parking.

Arold F2026-06-29

The house has an excellent location and a lot of potential if some changes are made—for example, the fans on the terrace and in the master bedroom.

Stacy K2026-06-14

Open floor plan was amazing and having a washer and dryer was great! Great location.

Robin A2026-05-31

I would actually give 3.5 stars but that's not an option. There was a group of six of us (adults) who stayed here for Memorial Day weekend. We chose this house because it has a dock which made getting out on the water quick and easy. It's a great location with plenty of parking. We could walk to Pine Ave to shops, coffee, doughnuts, etc. where it's not always easy to find parking. The interior was very clean and there were a lot of towels provided. The local Vacasa team was quick to respond to questions and even enabled us to check in early. The kitchen and hall bathroom are nicely remodeled. The one thing that probably would have stopped us from renting this house was the third bathroom being outside which we couldn't tell from the website pictures. If you don't mind 4 people sharing, or walking outside to get to your bathroom, it is not a deal breaker. However, we did not use it a lot since you have to go out the sliding glass doors and there is an alarm that chimes loudly when you open the doors (for safety reasons, which is necessary). The other thing we wished we would have known is that the king bedroom, without the bathroom, does not have great A/C. There are box fans provided but it's still a little toasty. There were no spices, not even salt or pepper, which we knew ahead of time from previous reviews so we knew to bring our own. Also, there were no large bowls for salad or food prep and one small cookie sheet. If you don't plan on cooking much, then this is not an issue. Seating was limited in the living room as one of the chairs has a broken leg so no one wanted to sit in it. You could seat 4 comfortably on the couch. Also, the outdoor kitchen is not usable but there is a portable grill that works decent. This is the ideal house for 4 adults who don't plan on cooking much and have a boat. It would probably be good for a small family too. I think the beaches are within walking distance but don't hold me to that.

Marc S2026-05-26

House, Pool, room for a golf cart.

Paul W2026-05-10

The home was clean, tidy, and exactly what you’d expect from a professionally managed Vacasa property. Because Vacasa owns the home, there are no homeowner belongings, and the kitchen has only the basics with minimal cookware and no condiments, not even salt and pepper. Plenty of bath towels and pool towels were provided. The location is excellent, just one block from the gorgeous beach on Willow Street and close to the quieter north end of the island where you’ll find great restaurants, shops, and several golf cart rental spots. Publix on the island is also incredibly convenient. The house itself is comfortable, and the kitchen and one of the bathrooms have been refurbished. The pool area is large with lots of room to relax. The pool and lanai do show wear from prior storm damage and age, so the area looks a bit tired even though it’s clean. A future refurbishment would really elevate the outdoor space. Overall, it’s a comfortable, well‑located home that works great for a beach stay, and we would stay again in a heartbeat! Thank you Vacasa for a great stay!

$579
avg / night
Rating3.98

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 logo

Quick Links

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

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