Luxury beachside home with heated private pool - tranquil & close to everything
House in Holmes Beach, FL
8 guests · 4 bedrooms · 5 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more
About this house rental
Wine Down
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Treat yourself to the experience of a lifetime with this luxury Anna Maria Island home with a private heated pool, balcony with gorgeous views, and an unbeatable location right on the beach.
Situated directly on the pristine white sands and warm waters of the Gulf of Mexico, this extravagant home lies just south of downtown Holmes Beach, near the center of the island. You'll have a two-car garage, as well as easy access to the free trolley stop, so exploring the island is a cinch! Head north to famed Pine Avenue for boutiques, restaurants, bars, and Anna Maria City Pier, or south to charming Coquina Beach.
This multi-level home boasts high-end furnishings and stunning decor, with whimsical artwork by local artist Bobbi Pickens throughout. The beautiful open living area is home to a large flatscreen TV with a DVD player, free WiFi, and huge windows with views of the surf. When you get hungry, prepare a sumptuous meal in the elegant kitchen, or show off your BBQ skills on the top-of-the-line gas grill on the balcony while the waves crash in the background.
After dinner, take an evening soak in your private pool or sit back and marvel at a breathtaking Florida sunset from the comfort of your back patio, which features an outdoor fireplace and plush lounge chairs surrounded by Australian Pine trees, sea oats, and white powder sand.
Book this spectacular home today and come see Anna Maria Island in comfort and style!
Things to Know
Pool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $22 per day plus tax. A 24-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.
City of Holmes Beach VRC16-000837
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.
Parking notes: There is free parking available for 4 vehicles.
This rental is located on floor 2.
Security camera details: This home is equipped with three active, exterior security cameras: one at each guest entryway.
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!'
Treat yourself to the experience of a lifetime with this luxury Anna Maria Island home with a private heated pool, balcony with gorgeous views, and an unbeatable location right on the beach.
Situated directly on the pristine white sands and warm waters of the Gulf of Mexico, this extravagant home lies just south of downtown Holmes Beach, near the center of the island. You'll have a two-car garage, as well as easy access to the free trolley stop, so exploring the island is a cinch! Head north to famed Pine Avenue for boutiques, restaurants, bars, and Anna Maria City Pier, or south to charming Coquina Beach.
This multi-level home boasts high-end furnishings and stunning decor, with whimsical artwork by local artist Bobbi Pickens throughout. The beautiful open living area is home to a large flatscreen TV with a DVD player, free WiFi, and huge windows with views of the surf. When you get hungry, prepare a sumptuous meal in the elegant kitchen, or show off your BBQ skills on the top-of-the-line gas grill on the balcony while the waves crash in the background.
After dinner, take an evening soak in your private pool or sit back and marvel at a breathtaking Florida sunset from the comfort of your back patio, which features an outdoor fireplace and plush lounge chairs surrounded by Australian Pine trees, sea oats, and white powder sand.
Book this spectacular home today and come see Anna Maria Island in comfort and style!
Things to Know
Pool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $22 per day plus tax. A 24-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.
City of Holmes Beach VRC16-000837
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.
Parking notes: There is free parking available for 4 vehicles.
This rental is located on floor 2.
Security camera details: This home is equipped with three active, exterior security cameras: one at each guest entryway.
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
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Family friendly
Map of Holmes Beach, FL
RRRR
Reviews
8.0
I want to start by saying that I would recommend this house. I also want to mention some things that I wish I had known. This house is very close to public access. This did cause a little issue if you didn’t get up early and go put chairs down. There were a few issues with cleanliness. I don’t blame anyone but the cleaning crew for this. We called about how rough the pool was and they had someone there within an hour or so. Overall a good place.
10.0
Our recent vacation at this home was nothing short of spectacular. The house was perfect in every way. Nestled right on the beach, the location couldn't have been better. We were captivated by the incredible views of both sunsets and sunrises, which we enjoyed from the back decks.
The covered pool and hot tub were a delightful bonus, providing a serene setting to relax and take in the stunning surroundings. The house itself was spacious, with comfortable beds that ensured restful nights. The water pressure was the best we've ever experienced in a rental, making showers a pleasure.
The kitchen was fully equipped with everything we needed, whether we were cooking a meal or grilling. The only minor challenge was the driveway, which could be a bit tricky to navigate with a large SUV, but it was manageable.
Our vacation was perfect, especially for our three little kids who made unforgettable memories. We will absolutely stay at here again. It was worth every penny for its prime location and breathtaking views. Highly recommend!
10.0
House is nice. Beds were comfy. Steps to the beach. Driveway/road was a little cramped, but overall excellent rental.
8.0
Great location and beach access! Parking is difficult.
8.0
Just us and our kids and friend each and it was perfect. House on beach was great, pool was great and location to everything was great. Perfecto.
8.0
The location was great. Walk right out on the beach!
10.0
Place is gorgeous . Right on the beach. Kitchen set up well with everything. Very clean.
10.0
Great that house was right on the beach, they are hard to find! Love early morning & late night walks.
House setup is great for family of all adults that every bedroom had it's own bathroom.
Beautiful beach décor & vibe throughout the house, makes you really enjoy the vacation.
Will return.
6.0
beds need updating and upgrading and spa needs more regular maintenance and chemical management.
8.0
Beautifully appointed home right on the beach with amazing sunsets.
Only advice would be to upgrade mattresses and pillows with pillow protectors.
We certainly would come back to this home
10.0
We absolutely love this house the location is amazing. Being on the beach is very nice for the family especially with small children. Having the pool to get in when coming off the beach is so refreshing. No complaints at all! The only thing we needed a few more towels and the dryer needs to be serviced. Thank you for having us. Hopefully we can return for another stay.
10.0
Driveway was a bit hard to get out of. Overall great stay.
4.0
Beautiful house. Great location. The property management really failed in our case. While the central VACASA numbers eventually would respond, they could never be effective. They would punt things to the local team without a local team ever responding even for relatively urgent issues - for days! Also, some issues with cleanliness. House was clean. Many dishes were not. The outdoor was not cleaned. The pool was clearly dirty with plastic bag and empty water bottled and a dirty towel. The pool service came on one day before our last day - unannounced. Just walked in and started cleaning the pool with us in it without even a word! It was very strange and not what you expect when you pay this much for the home. Also, the air conditioning was not working properly. We were not notified. ON the 3rd day a AC service came and was there for 7 hours without prewiring even though the service people indicated that it was supposed to have been repaired the week beforehand. We stayed close by as they needed access to the house twice for the repair. Worst part, wrong key codes to get in house - only got in because of arriving when cleaning service leaving on first day. VACASA never responded effectively by any method until the 3rd day. Then when we got locked out the 5th day (key code stopped working), no response. We had to scale the house and get in through the 2nd floor deck. No response from VACASA until today - 1 day after checkout that they will "take care of it."
8.0
Location on the beach
Hit Tub pool areas are great.
10.0
Great house at a great location on the beach! We enjoyed long days on the sand and in the surf. Could even walk to pub at Lifeguard Stand on the beach for afternoon refreshments.
We will definitely look to book here again. Miss AMI already!
10.0
Great sunsets, lovely beach, tastefully decorated
8.0
Great location, spacious home and quick response from management company if you need anything taken care of. Pool is covered which is a nice perk after spending time at the beach in the sun.
10.0
Great location beach front , professionally decorated , will
Try to book it again
10.0
We had an amazing week staying at Wine Down. Love that 3 of the 4 bedrooms have king size beds and all bedrooms have their own full bathrooms. Lots of space inside and out and only steps to the beach. Great pool and hot tub. Plenty of beach chairs and towels provided. Would definitely stay here again!
10.0
What a gorgeous home with a spectacular view! Our family had such a wonderful time at Wine Down!. The house was beautiful. All the bedrooms and bathrooms were perfect for our group. This house is literally right on the beach! It was so convenient to be able to go to the beach, come back for lunch, take a quick dip in the pool and then go out again to the beach - just an amazing experience. Vacasa was very responsive and great customer service. We loved it so much that we have booked this lovely home for next year. We can't wait to go back and stay again. If you are looking for a beautiful home located seconds from the beach - this is your home! You will not be disappointed!
10.0
Fabulous house. Great location. We are already booked for 2023. This was our first time dealing with VACASA and they were fantastic!!
10.0
Perfect!
Great house on a beautiful beach! Loved the sunsets, surfs, and seafood!!!! Couldn’t ask for more.
10.0
Beautiful home on the beach
The only aspect that would make this any better would be if there were restaurants within walking distance. Vacasa was very responsive to our needs as well.
10.0
Wine Down!
Big thank you to Vacasa and home owners for giving us the opportunity to stay in this beautiful home after our original rental canceled one day before our stay. Oceanfront views were amazing, as well as the pool and jacuzzi. Comfortable beds, and spacious rooms and location is right in the middle of all the island amenities.
10.0
Big thank you to Vacasa and home owners for giving us the opportunity to stay in this beautiful home after our original rental canceled one day before our stay. Oceanfront views were amazing, as well as the pool and jacuzzi. Comfortable beds, and spacious rooms and location is right in the middle of all the island amenities.
10.0
Hidden Gem!
What a great week we had at Wine Down! This little slice of paradise is located on a quiet dead end street in the heart of Holmes Beach. You simply can't beat the proximity to the beach this home offers especially when traveling with young children who require many trips back and forth! As the pictures indicate, this home is exactly what you would expect the perfect beach house to be. Well appointed with a great layout that takes advantage of the incredible views from each room. The pool and spa are an added bonus after a long day on the beach. As a side note, the management company is located right down the road was very responsive with any questions we had during our stay.
10.0
Wine Down
Just a beautiful home, everyone was gushing over the decor, we were 3 families (son, daughter and us), they very much appreciated having their own full baths and not having to share. It was our 40th anniversary delayed by a year thanks to Covid so we splurged on the expense and splitting the cost 3 ways helped. Everyone was sad our week went by so quickly and the grouper was fantastic!
10.0
Absolutely Amazing! This home is Fabulous!
This home was gorgeous with unbelievable views. Perfect location in the middle of the island. The home was spotless and beautiful! All the bedrooms and bathrooms were perfect for our group. The local staff was so attentive and welcoming. Outstanding customer service. The jacuzzi and heated pool were so great after being on the beach at the end of the day. We will be back again.
8.0
Family Vacation
Location was perfect and the home fit perfectly for our family needs. Covered pool was great after sunning at the beach, a bit on the smallish side, but definitely enjoyable. There were a few issues which VACASA was quick to respond. One of them being the upstairs AC not working properly for 4 nights. They sent a tech multiple times, but only the last one was able to figure out the problem and they offered us a courtesy refund for it. The fridge ice maker was not working and the water at the door was barely working. It could also use some updated pots and pans. All other kitchen essentials were plentiful as were bath and beach towels. Will definitely stay at this property again.
10.0
Beautiful Beach House and View!
Loved this house! Best beach house we've ever rented. The view is gorgeous. We used the pool and hot tub every day. Vacasa team was very responsive with questions and requests. I highly recommend this home!
8.0
Great view!
We had a great stay. The view is really good. If you have a large vehicle be aware that its on a little side street( Ave F) and it is difficult to park a large vehicle. Two is the max you can park. The patios get a ton of pine needles from the neighbors trees. So take an electric blower with you.( i bought one) They did have a guy come by twice to blow. But they get so much it needs blowing every day. The little bitty pine cones hurt if your barefoot. BUT the trees do give some relief from the sun. Its not that big of deal, and they are on the neighbors yard so there is not a lot the owners can do probably. The house is decorated nice. We had a fire alarm beeping ( low battery) the whole time. It was in the garage that the owners kept locked. We called the mgt company twice to fix it but the guy said he could not unlock that side of garage. Over all the place is as advertised. I would stay there again.
10.0
Perfect!
Everything was perfect! We had an amazing time and can’t wait to go back!
10.0
Beautiful home.
This is our second time staying at this home, and we will be back. Just beautiful in every way.
10.0
Awesome House
Great house in a good location. Pictures on VRBO are accurate. Lots of toys and chairs in garage from previous renters. Beach was not crowded. Kids loved the swimming pool. Only complaint was the pool had way too much chlorine in it. You need to thoroughly rinse off after being in the pool. Our swimsuits still smell like chlorine. We would rent this house again.
10.0
Wine Down
Great location ! Nice ( small ) pool and hot tub with great view of the beach. House is really nice , all rooms have their own bathroom . When we arrived at 4:00, the house had not been cleaned . I called the local manager and the housecleaning staff was there within 20 minutes, which then delayed access for unpacking for an hour or so. Kitchen is minimally stocked with cooking utensils/cookware . Needed more towels, but were given extra when asked . WiFi and cable TV did not operate for more than half of our stay despite contacting management the first night . Unfortunately, even at the beach everyone needed some access to the Internet and TV ( US Open was on ! ) Parking was an issue as we had 3 vehicles . All that being said , would definitely recommend staying there , can’t beat the location.
10.0
Anna Maria Getaway
Location was outstanding! Just as advertised. The bedrooms were big and all with their own bathrooms which worked out great for our group. There were just little things that weren't there like coffee filters, aluminum foil and stuff like that that VRBO's usually have. Not a big deal, the store is extremely close. Will definitely be going there again!
2.0
Don’t stay here until they do some maintenance
This property is tired stained dirty and in disrepair
10.0
As shown
The nice house is accurately shown in the pictures, so I won’t spend words on what you can see. The beach is great and nightly sunsets were a local attraction. There are various styles/quality of beach chairs (8), one umbrella, and four boogie boards. There is plenty of outdoor seating - six with cushions on the patio (many others without cushions) and 4 bar chairs with cushions on the main deck. It is great to have the underneath seating by the pool to escape the sun or rain, and the privacy shields are a nice touch. Bring a few extra garbage bags, some Mr Coffee filters, condiments, and soap/shampoo (some provided but minimal). Hot tub worked well. Outdoor fire pit didn’t have an attached propane tank, but we wouldn’t have used it anyway. Overall a great beach house and easy stay.
8.0
Family fun on Holmes Beach
The location was great, beach just steps from the back patio. Close to supermarket, could walk to ice cream store after dinner. Beach was not crowded, kids loved playing in soft sand and clear water. When we needed a break from the sun, the pool was the perfect option. The pool is located under the upper deck, so it was in the shade. There are huge pine trees on both side of the house, so plenty of privacy from the neighbors. The pine trees did drop long needles and tiny pine cones constantly. We had to sweep top decks daily, use the blower on patio and skim them out of the pool. An outdoor trash can to put all the debris in would be helpful. The house was nice and clean. All four bedrooms have their own attached bathroom. Views from upper deck are lovely.
8.0
Great property as advertised.
We had some items that needed repair when we arrived. Minor stuff but they needed attention. We called Vacasa on day 2 about the issues, stayed 21 days and were never able to talk to anyone at Vacasa about the issues and never received a return call.
FAQs
How much does this house cost compared to others in Holmes Beach?
The average price for a rental in Holmes Beach is R 7,318 per night. This rental is R 23,336 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Luxury beachside home with heated private pool - tranquil & close to everything. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Luxury beachside home with heated private pool - tranquil & close to everything. Enjoy the water!
Is Luxury beachside home with heated private pool - tranquil & close to everything pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Luxury beachside home with heated private pool - tranquil & close to everything?
We found 10 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
Explore similar vacation rentals in Holmes Beach
Explore all rentals in Holmes BeachHolmes Beach travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu