Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach
House in Anna Maria Island, FL
8 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Top-tier experienceOne of the higher cost properties in the area
About this house rental
Heavenly Holly
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Bask in the endless sunshine of Anna Maria Island at this three-bedroom home, a Florida escape with a private canal-front dock, its very own heated pool, and a wondrous location only two blocks from the beach.
This sleek, light-filled home is located on the quiet North End of Anna Maria Island, right alongside a canal that leads to Tampa Bay. Find abundant space to park your cars in the garage (two vehicles) and driveway (three vehicles), walk half a mile southeast to catch the free island trolley and peruse the shops and restaurants on Pine Avenue, and spend each evening admiring the gorgeous, colorful sunsets on Bean Point Beach a quarter-mile west.
Whether you're staying for a week or a month, you'll find a bright, breezy home base at Heavenly Holly. Come home from a morning at the beach to rinse off in the outdoor shower, take a dip in the private pool, and savor the island breezes on the screened lanai. Light the gas grill for an afternoon barbecue, launch your boat from the dock and take an afternoon cruise (the dock can accommodate boats up to 25 feet in length), and return home in time for a sunset stroll with your loved ones. Free WiFi is also provided throughout!
Experience the tropical charm and beauty of Anna Maria Island - don't wait another minute to book your Florida getaway!
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.
Parking notes: There is free parking available for 5 vehicles.
Dock details:
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!'
Bask in the endless sunshine of Anna Maria Island at this three-bedroom home, a Florida escape with a private canal-front dock, its very own heated pool, and a wondrous location only two blocks from the beach.
This sleek, light-filled home is located on the quiet North End of Anna Maria Island, right alongside a canal that leads to Tampa Bay. Find abundant space to park your cars in the garage (two vehicles) and driveway (three vehicles), walk half a mile southeast to catch the free island trolley and peruse the shops and restaurants on Pine Avenue, and spend each evening admiring the gorgeous, colorful sunsets on Bean Point Beach a quarter-mile west.
Whether you're staying for a week or a month, you'll find a bright, breezy home base at Heavenly Holly. Come home from a morning at the beach to rinse off in the outdoor shower, take a dip in the private pool, and savor the island breezes on the screened lanai. Light the gas grill for an afternoon barbecue, launch your boat from the dock and take an afternoon cruise (the dock can accommodate boats up to 25 feet in length), and return home in time for a sunset stroll with your loved ones. Free WiFi is also provided throughout!
Experience the tropical charm and beauty of Anna Maria Island - don't wait another minute to book your Florida getaway!
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.
Parking notes: There is free parking available for 5 vehicles.
Dock details:
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
Map of Anna Maria Island, FL
$$$$
Ratings and reviews
5.0 / 5.0
The house is in a quiet part of the island, not far from rod and reel and has an amazing Oasis yard! Thank you for sharing your Blessings!
June 29 2024
5.0 / 5.0
We enjoyed our stay at Heavenly Holly so much. The location was so close to the beach and had a dock for canal access. The house had chairs, pool toys, games, and so many extras that we were able to use. The house layout was perfect for two families. We were very happy with our stay!!
5.0 / 5.0
This house was so comfortable, with multiple places to gather and lounge! Even though this was our first time on AMI, we could tell this house was a fantastic location! Just a quick (5 min) walk to the beach, kayak/paddleboard/fishing access off the back dock, ping pong and foosball in the garage, and plenty of pool toys, beach chairs, board games & puzzles! A great assortment of dishes/pots/pans/utensils in the kitchen for making meals. A great place to stay!
5.0 / 5.0
We go on our yearly family girls trip every year, my daughter, my sister and my mom. We had a wonderful time. Heavenly Holly is in a fantastic location and on the quieter end of the island. The neighbors are fantastic as well and ensured we were able to see the manatees when they swam through the canal! The owners provide plenty of amenities for the whole family to enjoy but also for everyone to have their own space. We’ll be back!
5.0 / 5.0
Beautiful home & yard conveniently located to everything!
5.0 / 5.0
We loved the location, close to the beach and on a canal. A few manatees swam by while we were there! The house was very comfortable and had everything we needed. Beach chairs and umbrellas were well used but serviceable. Having a good washer and dryer at the house meant we came home with clean clothes! I hope we can come back to Heavenly Holly soon.
4.0 / 5.0
The house worked and no complaints thanks. We had all we needed and it did what it said in the tin !
2.0 / 5.0
Under the beds were cupcake wrappers, eye drops and hair clumps. Several of us cut our feet on shards of glass by the pool throughout our stay. It was in between the pavers in several spots. We interrupted the cleaner bc it was past 4.
5.0 / 5.0
The spacious 3 bedroom house was perfect. We loved the pool and hot tub. Located within walking distance of beaches, restaurants and shops. An added bonus was seeing manatees while kayaking!
5.0 / 5.0
We loved our stay at this property. Already book return trip for next year. The location was perfect. It was very private and peaceful during our stay. The house included every thing we needed to make our stay comfortable and relaxing. See you next year!
3.0 / 5.0
The location and layout of the home were great. We appreciated the games, wagon, beach toys, and kitchen accessories. However the pool was not heated and not cleaned until mid week, the spa did not work, the home was not very clean or in good repair, the water heater had only enough hot water for 3 short showers and the linens and other amenities were carelessly stocked-extra towels but only3 washcloths, one potholder, one dish towel, and only a few of the things we were told would be there. It was very disappointing for the children who had been promised a heated pool and for the adults who had paid extra for for a rental with a heated pool.
3.0 / 5.0
Good proximity to the beach, clean and relaxing!
2.5 / 5.0
This was our third time staying in the house - it’s kept beautifully and we love being able to spend time in it and on Anna Maria island
5.0 / 5.0
Very nice, could have been better.
Property was very nice, the detail cleaning could have been better the door frame from the deck into the house could have been cleaner as well as above the door frames. Also using the garage was difficult. The lower entry pad did not work and had to go upstairs and come down everytime we wanted to park the car/cart inside. I went to the office as directed to get a remote but they said they said never had one. This was a little frustrating.
5.0 / 5.0
Great stay!
The house was great! It was clean and had everything we needed. Slept 6 adults comfortably. Quiet neighborhood. Enjoyed the pool and spa area. Key code sent to us and able to go straight to the house. Conveniently located and walking distance to a few places to eat. We rented a golf cart and were able to go most places on the island. Would definitely stay here again.
4.0 / 5.0
We recently stayed for a week with our daughter, son-in-law and three grandsons. The house is perfectly located on a canal, at the North End of Anna Maria, which is our favorite area. Once there, you really don't need to drive. The shops and restaurants of Pine Avenue are less than a mile from the house, and the beach is only 3-4 blocks away.
There are many nice things about this home, including a huge screened deck/lanai with lovely canal views, and a nice pool and hot tub area. We loved the open layout of the main floor and having a washer/dryer on that level. We also enjoyed having coffee on the dock and one morning, saw a group of manatees--they are huge!
The garage area has ping-pong and foosball tables which the kids enjoyed. There were a couple of locked bikes in garage we couldn't use, and one with a flat tire. We ended up renting bikes from Beach Bums in town--highly recommended!
I would say that the upstairs master suite, where we grandparents stayed, needs some TLC. The bathroom miniblinds were broken & the exhaust fan did not work..
The shower was slow to drain, so a shower involved standing in ankle deep water. In addition, the blow dryer didn't work, but there was another one downstairs.
.
PROS: Nicely decorated and outfitted; great location w mature trees and canal access; plenty of kid's activities.
CONS: some minor maintenance issues; Lots of steps.
4.0 / 5.0
Great Location, perfect for a family
We recently stayed for a week with our daughter, son-in-law and three grandsons. The house is perfectly located on a canal, at the North End of Anna Maria, which is our favorite area. Once there, you really don't need to drive. The shops and restaurants of Pine Avenue are less than a mile from the house, and the beach is only 3-4 blocks away.
There are many nice things about this home, including a huge screened deck/lanai with lovely canal views, and a nice pool and hot tub area. We loved the open layout of the main floor and having a washer/dryer on that level. We also enjoyed having coffee on the dock and one morning, saw a group of manatees--they are huge!
The garage area has ping-pong and foosball tables which the kids enjoyed. There were a couple of locked bikes in garage we couldn't use, and one with a flat tire. We ended up renting bikes from Beach Bums in town--highly recommended!
I would say that the upstairs master suite, where we grandparents stayed, needs some TLC. The bathroom miniblinds were broken & the exhaust fan did not work..
The shower was slow to drain, so a shower involved standing in ankle deep water. In addition, the blow dryer didn't work, but there was another one downstairs.
.
PROS: Nicely decorated and outfitted; great location w mature trees and canal access; plenty of kid's activities.
CONS: some minor maintenance issues; Lots of steps.
There are many nice things about this home, including a huge screened deck/lanai with lovely canal views, and a nice pool and hot tub area. We loved the open layout of the main floor and having a washer/dryer on that level. We also enjoyed having coffee on the dock and one morning, saw a group of manatees--they are huge!
The garage area has ping-pong and foosball tables which the kids enjoyed. There were a couple of locked bikes in garage we couldn't use, and one with a flat tire. We ended up renting bikes from Beach Bums in town--highly recommended!
I would say that the upstairs master suite, where we grandparents stayed, needs some TLC. The bathroom miniblinds were broken & the exhaust fan did not work..
The shower was slow to drain, so a shower involved standing in ankle deep water. In addition, the blow dryer didn't work, but there was another one downstairs.
.
PROS: Nicely decorated and outfitted; great location w mature trees and canal access; plenty of kid's activities.
CONS: some minor maintenance issues; Lots of steps.
4.0 / 5.0
Could use a few upgrades, kitchen faucet, utensils, measuring cups etc, bbq utensils,
Would definitely stay again
5.0 / 5.0
Great location
We enjoyed our stay. The location is perfect for our family. Being close to the beach and away from the busy part of the island was great. The house was nice and clean. There was everything we needed in the kitchen. The only issue we had is that the beds were not very comfortable and are very stiff. The pool and hot tub worked great. It was nice having the dock in the canal to fish from and launch the kayaks. I highly recommend this spot for anyone wanting a private location close to the beach!
5.0 / 5.0
Great house! Amazing location!
We absolutelty loved this home! We knew nothing about AMI and feel like we totally lucked out finding this home to rent. We loved the sliding glass doors opening up to the absolutely private backyard pool and view of the intercoastal waters/deck. The kitchen is perfectly equipped. beds were great! 3 minute walk to the beach and an easy walk to Pine St... we recommend renting a golf cart for sure though! (Reserve early if you can) Vacasa rep was extremely responsive when needed for a minor thing! We would definitley look to rent again!
4.0 / 5.0
Lacking supplies.
There are absolutely no condiments spices or anything to get you started. Not enough toilet paper or paper products to last a family for a week. Be sure to take everything you might need or at least enough to get you through the first day or two so you can go shopping.
2.5 / 5.0
This house had everything we needed. It was clean and cute! I love that it was spacious enough that even after we brought all our gear in there was still plenty of room for us in the house. It still felt spacious. The backyard felt very private and the pool was beautiful. Loved the location too.
5.0 / 5.0
Great rental home
This house had everything we needed. It was clean and cute! I love that it was spacious enough that even after we brought all our gear in there was still plenty of room for us in the house. It still felt spacious. The backyard felt very private and the pool was beautiful. Loved the location too.
2.5 / 5.0
This home exceed our expectations. Most importantly for us, it is just a few blocks from the beach. A short stroll out the front door and we were on what seemed like our own private beach. We walked up to bean point and down to The Sandbar for drinks and snacks. It is perfectly located!
From the moment we arrived, the home was bright, airy and inviting. It was meticulously clean...every bathroom, bedroom and kitchen (which is fully stocked for all cooking needs). The linens and towels appeared brand new. The washer and dryer worked great for keeping our beach towels clean. And the owners even provided an in depth book outlining Anna Maria favorite places to go and instructions on how to turn on the hot tub, lights, etc.
We had 3 generations, from 12-83 yrs old and the home accommodated everyone's needs. After the first night, we all commented on how comfortable the beds were...even the pull out sofa.
With such a vast age range, the home met all our needs. The front porch is a perfect spot to get away for a quiet read, while the screened in porch overlooking the pool is great for dining or monitoring kids in the pool.
Another spot we enjoyed was on the lower level. One evening we grilled steaks and dined by the pool. We had such a busy week, we didn't get a chance to play ping-pong or foosball....hopefully next time for sure! There were even a few bikes in the garage which made for a nice tour around the area.
The kids often popped out to the dock for a turn on the kayak and manatee watching.
This home provided the perfect get-away for our family. Thank you and we can't wait for a return visit.
5.0 / 5.0
Multi-generation family vacation
This home exceed our expectations. Most importantly for us, it is just a few blocks from the beach. A short stroll out the front door and we were on what seemed like our own private beach. We walked up to bean point and down to The Sandbar for drinks and snacks. It is perfectly located!
From the moment we arrived, the home was bright, airy and inviting. It was meticulously clean...every bathroom, bedroom and kitchen (which is fully stocked for all cooking needs). The linens and towels appeared brand new. The washer and dryer worked great for keeping our beach towels clean. And the owners even provided an in depth book outlining Anna Maria favorite places to go and instructions on how to turn on the hot tub, lights, etc.
We had 3 generations, from 12-83 yrs old and the home accommodated everyone's needs. After the first night, we all commented on how comfortable the beds were...even the pull out sofa.
With such a vast age range, the home met all our needs. The front porch is a perfect spot to get away for a quiet read, while the screened in porch overlooking the pool is great for dining or monitoring kids in the pool.
Another spot we enjoyed was on the lower level. One evening we grilled steaks and dined by the pool. We had such a busy week, we didn't get a chance to play ping-pong or foosball....hopefully next time for sure! There were even a few bikes in the garage which made for a nice tour around the area.
The kids often popped out to the dock for a turn on the kayak and manatee watching.
This home provided the perfect get-away for our family. Thank you and we can't wait for a return visit.
From the moment we arrived, the home was bright, airy and inviting. It was meticulously clean...every bathroom, bedroom and kitchen (which is fully stocked for all cooking needs). The linens and towels appeared brand new. The washer and dryer worked great for keeping our beach towels clean. And the owners even provided an in depth book outlining Anna Maria favorite places to go and instructions on how to turn on the hot tub, lights, etc.
We had 3 generations, from 12-83 yrs old and the home accommodated everyone's needs. After the first night, we all commented on how comfortable the beds were...even the pull out sofa.
With such a vast age range, the home met all our needs. The front porch is a perfect spot to get away for a quiet read, while the screened in porch overlooking the pool is great for dining or monitoring kids in the pool.
Another spot we enjoyed was on the lower level. One evening we grilled steaks and dined by the pool. We had such a busy week, we didn't get a chance to play ping-pong or foosball....hopefully next time for sure! There were even a few bikes in the garage which made for a nice tour around the area.
The kids often popped out to the dock for a turn on the kayak and manatee watching.
This home provided the perfect get-away for our family. Thank you and we can't wait for a return visit.
5.0 / 5.0
Anna Maria
This house was absolutely perfect! It was very clean and we also enjoyed the quiet area. The pool and the bay located behind the house was a wonderful place to swim and kayak!
4.0 / 5.0
Great location
Loved the close proximity to beach. Great pool area. FYI, only one kayak (two person). Would return in the future.
5.0 / 5.0
Holiday on Holly
We loved our week at this property! The pool was fabulous! Location was spectacular, we saw manatees right by the dock! Easy access to the beach. Tons of room in the beach decorated house. Comfy furniture, cozy beds! Zero complaints! Our family truly loved this home!
5.0 / 5.0
Heavenly Holly
Beautiful yard & pool area! Short walk to the beach. Nice house well equipped for vacationers :)
5.0 / 5.0
Everything your are looking for in a vacation home!
We loved Heavenly Holly and were disappointed that it was already booked for next year at this time! We especially loved the pool, the outdoor shower, the location which is very close to the gulf beach, yet still within walking or biking distance to the North shore Rod and Reel Pier as well as Pine Avenue. The upstairs master suite is a wonderful place for parents to escape to and the house is perfectly set up to host a small family or two couples and few kids. We loved the decor and appreciated how clean it was. The only thing I can think of is that maybe they stock extra towels. There were plenty of linens for beds and extra blankets to cozy up with in the evenings and early mornings. Will definitely come back!
5.0 / 5.0
Great location
Great location, the outdoor patio space and pool was amazing. Quiet neighborhood and nice neighbors. A short walk/ride to many beach access areas and restaurants.
4.0 / 5.0
Covid winter getaway
We enjoyed this house! It was very clean and very spacious! Only a few problems the key pad lock did not work and someone came to fix it and then could not fix and we never heard about it again. Then the dead bolt did not work as well which posed a problem for our 19 month old that kept opening the door. In addition pool never appeared to be heated which we asked about but were told it was the correct temp?
5.0 / 5.0
Excellent Home
We had a fantastic time at this property. Pool was great, location was great, beach was gorgeous and easy to stay away from other people. Plenty of umbrellas and beach chairs and towels. The kitchen was very well stocked with anything you could need. I've rented 3 homes on vacations before and this one by far had the best stock of pots and pans and utensils! The neighbor Scott was very nice and greeted us as soon as we arrived. He even hopped on a bike and showed my husband where the beach access was. (all though the directions provided in the book inside the home were sufficient). The decor was pretty and it was nice to have the master seperated from the other 2 rooms. My girls enjoyed having their own room. Would definitely rent this house again if we go back!
5.0 / 5.0
Covid Summer Vacation
Wonderfully private property with beautiful view of the pool and dock from the porch. We had a fishing charter pick us up right off the dock and saw a manatee swim up to the dock while we were waiting for the boat. Lots of beach chairs and pool floats as well as a kayak and ping pong table to enjoy. The Sea Grape beach access provides a very secluded spot on the beach everyday!
5.0 / 5.0
Great house and location
Excellent house and space. Easy stroll to the beach. Excellent pool.
5.0 / 5.0
Loved it! Has it all!
Great pool, fishing & kayaking off dock, 1 1/2 block to beach, few blocks to Rod & Reel Pier & Bean Point Sunset & near Pine Ave. Ping pong table was a pleasant surprise:)
4.0 / 5.0
Nice
We loved how quiet the north end of the island is. It’s away from it all, yet close to everything you want to get to. The house was nice, clean, and we enjoyed our stay.
5.0 / 5.0
Heavenly Holly
This home was perfect. We had a double family of 7 and all of our needs were met. Short walk or golf cart ride to the beach, great lanai overlooking the canal and our own private dock for the kids to fish from. The home had all amenities and essentials you could ask for, gas grill, charcoal grill, pool, hot tub, beach chairs, I could go on and on. Definitely worth visiting!
5.0 / 5.0
Love AMI and this home!
The home is amazing! We were looking for a house with a large enough pool for the kids to play, a dock for my son to fish and a location at the north end to have a quieter beach vacay! This home delivered. The view of the canal is beautiful and lots of great spots to relax after a day playing at the beach. We thoroughly enjoyed our stay. House was only 2 blocks from the beach once we found the hidden beach access. For the price Of the home stay, just wish the dishes and sauté pans were on par.
5.0 / 5.0
Nice getaway
Nice home, lots of space to relax and close walking distance to very nice beach.
FAQs
How much does this house cost compared to others in Anna Maria Island?
The average price for a rental in Anna Maria Island is $414 per night. This rental is $307 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach. 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 Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach. Enjoy the water!
Is Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach?
We found 9 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
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$$$$
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Unwind Sunshine - heated pool, steps to the local's favorite beach, free bikes
House
in Holmes Beach8 guests · 4 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
The best choice in Anna Maria Island for House, for $614 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
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Charming cottage located close to beach - private heated pool
House
in Anna Maria8 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Nestled in Anna Maria Island, this House is perfect for your next vacation. Enjoy Charming cottage located close to beach - private heated pool's top-rated amenities, including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
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Large Beach Home 5 houses to beach, Heated Pool, Game Room, Sun deck, Tiki bar
House
in Holmes Beach8 guests · 5 bedrooms · 4 baths
Garden · Pool · Pets allowed
The best choice in Anna Maria Island for House, for $720 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Starfish East- Beautiful Villa private pool and a few steps to the beach
Villa
in Bradenton Beach8 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
This inviting Villa in Anna Maria Island can fit your needs for many types of vacations, at $741 per night.
$$$$
4 Beds 4.5 Bath with Pool 3 Blocks to Beach
House
in Anna Maria8 guests · 4 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Anna Maria Island? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Casa Morado-Pet Friendly Pool Home West of Gulf Dr-By Island Real Estate Vacatio
House
in Holmes Beach8 guests · 5 bedrooms · 4 baths
Garden · Pool · Pets allowed
This attractive House in Anna Maria Island, $717 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
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Beautiful Beach House with Pool and Rooftop Deck - Harbor Haven
House
in Anna Maria14 guests · 7 bedrooms · 6 baths
Pool · Pets allowed · Kitchen or Kitchenette
Discover the beauty of Anna Maria Island with a stay at Beautiful Beach House with Pool and Rooftop Deck - Harbor Haven, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Spacious beach house! Pool and Spa, Rooftop Deck! - Nautical Tides
House
in Bradenton Beach14 guests · 6 bedrooms · 5 baths
Pool · Pets allowed · Kitchen or Kitchenette
This attractive House in Anna Maria Island, $846 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Starfish West- Beautiful Villa private pool and a few steps to the beach
Villa
in Bradenton Beach8 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Anna Maria Island? This Villa offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Modern Beach House with excellent location
House
in Anna Maria8 guests · 4 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Looking to create some memories in Anna Maria Island? Look no further than our House, Modern Beach House with excellent location. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Perfect Island Location! Heated pool and plenty of room for the entire family
House
in Anna Maria8 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Experience the best of Anna Maria Island with this House available for $826. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
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5 Bedrooms*Close to Beach*Heated Pool*Tiki Hut
House
in Holmes Beach10 guests · 5 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Soak up the beauty of Anna Maria Island in our House, 5 Bedrooms*Close to Beach*Heated Pool*Tiki Hut. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
$$$$
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307 65th Street managed by Beach Retreats
House
in Holmes Beach8 guests · 4 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Soak up the beauty of Anna Maria Island in our House, 307 65th Street managed by Beach Retreats. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
$$$$
Canal-front home with private dock, covered lanai with heated pool and grill
House
in Anna Maria8 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Anna Maria Island, at $747 per night for your next great vacation.
$$$$
Rainbow Reef: Close to Bean Point, Pool, Game Room by Anna Maria Life Vacation Rentals
House
in Anna Maria8 guests · 5 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Anna Maria Island? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Anna Maria Island travel inspiration
Read our blogBudget Travel
7 Most Affordable Snowbird Destinations for 2025
Featured Rentals
Amazing Anna Maria Island Rentals With Pools
Featured Rentals
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Guides
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