House in Holmes Beach, FL
6 guests · 3 bedrooms · 3 baths
Reasons to book
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
Anna Maria's Finest
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
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
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.
Parking notes: There is free parking available for 4 vehicles.
Dock details: ***LIFT IS NOT AVAILABLE FOR USE***
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.
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
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
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.
Parking notes: There is free parking available for 4 vehicles.
Dock details: ***LIFT IS NOT AVAILABLE FOR USE***
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.
Amenities at Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Free WiFi/internet
Air conditioning
Pool
Non-smoking
Pets allowed
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
Oven
Stove
Laundry services
Sofa bed
Ironing facilities
Towels
Map of Holmes Beach, FL
Ratings and reviews
8.0 / 10.0Excellent·Sep 2025
There were 6 adults in our group and we all got very comfortably for 2 nights. House is walking distance to the beach if you don’t have a lot of stuff to carry. It’s also close to a few restaurants and shops.The pool could use aesthetic updates but it was clean and temperature was refreshing. The hot tub doesn’t heat up, that would’ve been nice. Outside grill/kitchen area was very clean and handy. Overall we really enjoyed our stay at this property.
8.0 / 10.0Excellent·Jul 2025
Nice open floor plan, updated kitchen and baths. The bedroom configuration was as described. Pool and outdoor area was very nice. Short walk to a very nice beach. 3rd bath is the pool bath but it was not inconvenient and was nice. Only complaint is grill did not work and kitchen furnishings were slightly underwhelming.
8.0 / 10.0Excellent·Jul 2025
This properly appears to be recently renovated. It was clean however it needed a few more repairs. The ceiling fan in the main bedroom need to be replaced. Bed needed repaired. The pool cage screen needed repaired. Bugs were coming in and biting us. Pool deck needs pressure washing. Small repairs would have made our stay perfect.
6.0 / 10.0Average·Jun 2025
I have sent photos and a lot to customer service, I have not heard back from them except for we will look into it. We paid over $2,000 for 5 nights and have not been offered any compensation. The over all property was unkept, weeds all outside of the lania, a ripped screen on the Lanai, trash (Dorito bag, straw wrappers, caps from water bottles, etc, etc) throughout the property. The dishwasher was not connected to the cabinets/counter so when you opened it, the door leaned out when trying to load dishes. The stove was not leveled, it was plugged in and that was it. There was a vanity sink on the pool deck inside the Lanai that was removed from somewhere. There was weeds/grass growing in the cracks of the pool deck. The accordion blinds in the master bedroom - that was in the flood from the hurricane - ARE STILL HANGING! You can see the water line on the blinds. The glass doors in the hall bathroom are hung wrong and water goes out onto the floor when you shower and someone is going to close those doors and glass is going to shatter. The pool deck was littered from a previous guest that apparently had water balloon fights and balloon pieces were melted onto the pool deck, there were fake finger nails on the pool deck. The front bedroom - you are unable to change the speed of the fan as the pull rope is non existent. Other than having Roku - no local TV can be found or watched. The wifi - was AWFUL. None of our family even hooked up to the wifi and still couldn't watch anything even if we signed into our streaming services. The items in the kitchen, very sparse at best. Again, great location.....
$$$$
Top rated by guests
8.0Excellent
(78 Ratings)
"walk to sunset bar with great food, monkey bus will take you anywhere on island quickly!!"
derek s.Don't miss out! Price and availability may change
