Newly-Renovated, Dog-Friendly Home w/ Private Heated Pool & Streaming Services

Anna Maria, Florida
$649 avg/night
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Beach to Bay Getaway

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Charming Anna Maria Island Retreat with Private Pool – Walk to Pine Avenue & Beach

This inviting Anna Maria Island home is the perfect place to relax and enjoy island living. Thoughtfully designed for comfort and convenience, the spacious living area features a 65' flat-screen TV and Blu-ray player, with access to Netflix and Hulu Plus using your own login—ideal for relaxing evenings after a day in the sun.

The home is fully equipped with everything you need for a carefree vacation, from a well-stocked kitchen to pool and beach essentials. Step outside to your private pool area, where true island relaxation begins. Start your mornings with coffee in the covered seating area, lounge poolside, take a refreshing swim, or enjoy the soothing therapeutic jets built into the pool. A gas grill is also provided, making the outdoor space perfect for casual cookouts and warm Florida evenings.

Unbeatable Island Location

This home is within easy walking distance of Pine Avenue, where you’ll find locally owned coffee shops, restaurants, boutique shopping, an olive oil shop, and a beloved donut spot. Multiple beach access points are nearby, with the closest located at the end of Gladiolus Street—just a short walk to Anna Maria’s famous white-sand beaches and turquoise waters.

Just one block away, Tampa Bay offers even more to enjoy, including a playground, barbecue pavilions, and the iconic Rod & Reel Pier. Watch breathtaking sunrises over the bay, try your hand at fishing (no license required), or enjoy a meal at the pier’s restaurant.

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

Book your stay today and experience the charm, convenience, and laid-back beauty of Anna Maria Island.

If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.
Parking notes: There is free parking available for 2 vehicles.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the Rental Agreement on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Near The Beach
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1428 Sq Ft (133 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Internet Access
  • OUTDOORS

    Gas Grill
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    2 Bathrooms Towels Provided
  • LANGS SPOKEN

    English French German Italian Spanish
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Parasailing Nearby Sailing Nearby Swimming Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    Near The Sea
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Smoking Is Not Permitted Anywhere On The Premises. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Vanessa S.

    Submitted Feb 16, 2026

    Stayed Feb 14, 2026

    The location was great, the house needs a deep cleaning in certain rooms and bathroom. The pool was amazing!

  • Maria P.

    Submitted Jan 1, 2026

    Stayed Dec 24, 2025

    100% recommends

  • Elizabeth O.

    Submitted Jul 18, 2025

    Stayed Jul 15, 2025

    close to park beach and main road but not right on man road

  • Mandy S.

    Submitted Jun 19, 2025

    Stayed Jun 16, 2025

    We liked the bedrooms. Fans helped with heat. Living area was nice. Beach chairs and towels were great!

  • Kelly R.

    Submitted Jun 13, 2025

    Stayed May 3, 2025

    The place was perfect for our girls trip. Plenty of rooms, the pool was amazing!

  • Lisa M.

    Submitted May 19, 2025

    Stayed May 13, 2025

    The location of the pet-friendly home we stayed in was close to both bay and gulf. We rented a golf cart which was key to exploring the island. The shops and eateries were easily accessible, and the locals were very nice. We would definitely consider this property again.

  • Jen A.

    Submitted May 4, 2025

    Stayed Apr 30, 2025

    We loved our stay on the beautiful Anna Maria. The house was perfect

  • Donna J.

    Submitted Feb 12, 2025

    Stayed Feb 8, 2025

    My husband and I along with our three married children had a great vacation at Shore to Please. The backyard was perfect for our hang out time. We would stay again.

  • Bernhard S.

    Submitted Sep 11, 2024

    Stayed Dec 31, 1969

    Although the house is a bit older and may not look as fancy as other ones in AMI area, it has everything you need and is very comfortable. The large private swimming pool is great to swim in even at night or early morning. And the house is very close to the beach (2 minutes walk), where we could swim and even watch dolphins almost every day. The Vacasa staff is very friendly and helpful. We needed them two times during our three weeks stay (one time the pool pump strainer was clogged and required cleaning, the other time the gas bottle for the barbecue grill was empty and had to be replaced) - and they fixed it within a few hours. All in all I highly recommend the place due to its specific location in the old (and niciest) part of AMI - if you tolerate that it is a bit older and not „super-fancy“.

  • Jennifer G.

    Submitted Jun 25, 2024

    Stayed Dec 31, 1969

    Would rent again but some opportunities to improve lower bathroom, grill, and cleanliness.

Your dates are Available!

Total

Includes taxes and fees
$649+
View details