Entire home
2-Night Stay Available June 3-5 w/ Private Pool & Dock!
Holiday home on the beach, with outdoor pool
Photo gallery for 2-Night Stay Available June 3-5 w/ Private Pool & Dock!





Reviews
9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 10139.4 sq m
Popular amenities
Explore the area

Anna Maria, FL
- Place, Anna Maria City Pier9 min walk
- Place, Anna Maria Island Museum and Historical Park12 min walk
- Place, Bean Point Beach3 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)36 min drive
Rooms & beds
3 bedrooms (sleeps 10)
Guest Bedroom 1
1 Queen Bed
Guest Bedroom 2
2 Single Beds
Living Room
2 Queen Sofa Beds
Master Bedroom
1 Queen Bed
2 bathrooms
Bathroom 1
Towels provided · Toilet · Shower only · Hair dryer
Bathroom 2
Towels provided · Toilet · Shower only · Hair dryer
Pool & Beach Shower
Shower only
Spaces
Deck or patio
Kitchen
Garden
Dining area
About this property
2-Night Stay Available June 3-5 w/ Private Pool & Dock!
DESCRIPTION:
It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach.
With canal access, you have the possibility of bringing a boat right to the dock through Bimini Bay.
Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock.
Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant.
Enjoy dangling your feet off the dock, swimming in the pool, relaxing in the sunshine, and walking to dinner.
There's no better way to unwind and forget all your troubles, than staying at Sunshine Cottage, located in the City of Anna Maria!
THGE SPACE:
Sunshine Cottage couldn't be a better name, because this 3-bedroom, 2-bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling your feet off the dock, swimming in the pool, relaxing in the sunshine, and walking to dinner. With canal access, you can navigate a boat right to the dock through Bimini Bay. There's no better way to unwind and forget all your troubles!
5 adult Bicycles and 2 child bicycles are available to rent, as well as a 14' tandem ocean kayak to explore the canals and beach!
Pool heating and cooling is available.
ACCESS:
The street address is 522 South Drive, Anna Maria, 34216 and keypad entry into Sunshine Cottage will be the primary means of access.
PARKING:
Parking is only available for two vehicles on the property. Only up to a small to compact size can be parked in the garage, and up to a full-size SUV in the driveway. Boat trailers are not allowed to be parked on property, along with parking on the grass.
If additional parking is required, a 10’ easement along either side of our street is available. Just don’t block anyone’s driveway, and make sure to park with tire off the street pavement to avoid a ticket from the City of Anna Maria.
BEACH & RECREATION:
For Beach use, we have eight Tommy Bahama beach chairs, umbrella, wheeled cooler, wagon, and beach towels.
Five adult bicycles and two teen bicycles is stored on the property and available to rent for $149 per week, or $39 per day, for all of them.
A Tandem Kayak and life vests are also stored on the property and available to rent for $189 per week, or $49 per day. Off site, golf carts, paddle boards, additional bikes/kayaks, and beach equipment can be rented thru Beach Bums, located at 427 Pine Avenue. (The owner’s golf cart is stored on the side of the property and is not available for rental).
Up to a 25' boat can be docked in the back canal. If you need to rent one, Just 4 Fun Rentals at 5358 Gulf Drive, can bring it right to the backyard dock and pick it up when you are finished. If you prefer a boat charter, Anna Maria Island Excursions is our favorite.
If you do not have fishing equipment, Pine Avenue Bait & Tackle has everything you will need. They are located behind the General Store, at 501 Pine Avenue.
POOL:
The pool wonderful but is extremely sensitive to chemical imbalance. Please make sure to utilize the outdoor shower, prior to use, and refrain from using spray-on sunscreens. Use lotions only, as the spray-on will wreak havoc with the pool’s chlorination and filtering system. The water fountain/feature of the pool is automatic and runs for 15 minutes at select hours. The Pool Chiller or Heater is available to keep the pool at 85 degrees for $20 per day. Please let us know, so we can program the unit ahead of your arrival.
SECURITY:
A NEST video security system monitors the exterior front, side, dock, and rear exterior of the property, and will send us an immediate notification for glass breakage. Recorded video will not be reviewed by the owner unless damage or theft is reported.
KITCHEN & BATH:
The house is fully furnished, with bedding, bath towels, and a washer-Dryer. The kitchen has pots, pans, plates, glasses, and utensils. We also have a standard K-Cup (Keurig) and Cuisinart Grind & Brew coffee makers.
Paper goods, bath, shampoo, soap, and kitchen garbage bags are not supplied. We ask each guest to leave behind enough for the next guest to start their stay. Publix, CVS, Walgreens, and the General Store on Pine Avenue are all located on the island for any purchases. Instacart is also available via Publix.
SCHEDULED MAINTENANCE:
Also, please note that pool service is on Mondays and Fridays and should not take more than 15 minutes. Lawn maintenance is Thursday AM and should not take more than 30 minutes. Refuse pick-up is on Mondays and Thursdays, and Recycling pick-up is on Mondays. We ask that you place the receptacles by the street the evening prior.
CHECK OUT:
Check-out is by 10 AM on the day of your departure.
Please make sure to hang the bikes back up, alternating the handlebars, and lock the rear wheel. Also lock the kayak, with the lift in the highest position.
QUESTIONS:
Please feel free to call/text Scott if you have any questions or concerns @ 224-246-1060 prior, or during, your stay. Sato Real Estate, our property manager, is also available if any emergency arises, and they’re close by at 519 Pine Avenue.
Sorry about all the warnings/instructions but we want to ensure the best experience for all our tenants! Thank you and we hope you enjoy your stay at Sunshine Cottage.
It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach.
With canal access, you have the possibility of bringing a boat right to the dock through Bimini Bay.
Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock.
Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant.
Enjoy dangling your feet off the dock, swimming in the pool, relaxing in the sunshine, and walking to dinner.
There's no better way to unwind and forget all your troubles, than staying at Sunshine Cottage, located in the City of Anna Maria!
THGE SPACE:
Sunshine Cottage couldn't be a better name, because this 3-bedroom, 2-bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling your feet off the dock, swimming in the pool, relaxing in the sunshine, and walking to dinner. With canal access, you can navigate a boat right to the dock through Bimini Bay. There's no better way to unwind and forget all your troubles!
5 adult Bicycles and 2 child bicycles are available to rent, as well as a 14' tandem ocean kayak to explore the canals and beach!
Pool heating and cooling is available.
ACCESS:
The street address is 522 South Drive, Anna Maria, 34216 and keypad entry into Sunshine Cottage will be the primary means of access.
PARKING:
Parking is only available for two vehicles on the property. Only up to a small to compact size can be parked in the garage, and up to a full-size SUV in the driveway. Boat trailers are not allowed to be parked on property, along with parking on the grass.
If additional parking is required, a 10’ easement along either side of our street is available. Just don’t block anyone’s driveway, and make sure to park with tire off the street pavement to avoid a ticket from the City of Anna Maria.
BEACH & RECREATION:
For Beach use, we have eight Tommy Bahama beach chairs, umbrella, wheeled cooler, wagon, and beach towels.
Five adult bicycles and two teen bicycles is stored on the property and available to rent for $149 per week, or $39 per day, for all of them.
A Tandem Kayak and life vests are also stored on the property and available to rent for $189 per week, or $49 per day. Off site, golf carts, paddle boards, additional bikes/kayaks, and beach equipment can be rented thru Beach Bums, located at 427 Pine Avenue. (The owner’s golf cart is stored on the side of the property and is not available for rental).
Up to a 25' boat can be docked in the back canal. If you need to rent one, Just 4 Fun Rentals at 5358 Gulf Drive, can bring it right to the backyard dock and pick it up when you are finished. If you prefer a boat charter, Anna Maria Island Excursions is our favorite.
If you do not have fishing equipment, Pine Avenue Bait & Tackle has everything you will need. They are located behind the General Store, at 501 Pine Avenue.
POOL:
The pool wonderful but is extremely sensitive to chemical imbalance. Please make sure to utilize the outdoor shower, prior to use, and refrain from using spray-on sunscreens. Use lotions only, as the spray-on will wreak havoc with the pool’s chlorination and filtering system. The water fountain/feature of the pool is automatic and runs for 15 minutes at select hours. The Pool Chiller or Heater is available to keep the pool at 85 degrees for $20 per day. Please let us know, so we can program the unit ahead of your arrival.
SECURITY:
A NEST video security system monitors the exterior front, side, dock, and rear exterior of the property, and will send us an immediate notification for glass breakage. Recorded video will not be reviewed by the owner unless damage or theft is reported.
KITCHEN & BATH:
The house is fully furnished, with bedding, bath towels, and a washer-Dryer. The kitchen has pots, pans, plates, glasses, and utensils. We also have a standard K-Cup (Keurig) and Cuisinart Grind & Brew coffee makers.
Paper goods, bath, shampoo, soap, and kitchen garbage bags are not supplied. We ask each guest to leave behind enough for the next guest to start their stay. Publix, CVS, Walgreens, and the General Store on Pine Avenue are all located on the island for any purchases. Instacart is also available via Publix.
SCHEDULED MAINTENANCE:
Also, please note that pool service is on Mondays and Fridays and should not take more than 15 minutes. Lawn maintenance is Thursday AM and should not take more than 30 minutes. Refuse pick-up is on Mondays and Thursdays, and Recycling pick-up is on Mondays. We ask that you place the receptacles by the street the evening prior.
CHECK OUT:
Check-out is by 10 AM on the day of your departure.
Please make sure to hang the bikes back up, alternating the handlebars, and lock the rear wheel. Also lock the kayak, with the lift in the highest position.
QUESTIONS:
Please feel free to call/text Scott if you have any questions or concerns @ 224-246-1060 prior, or during, your stay. Sato Real Estate, our property manager, is also available if any emergency arises, and they’re close by at 519 Pine Avenue.
Sorry about all the warnings/instructions but we want to ensure the best experience for all our tenants! Thank you and we hope you enjoy your stay at Sunshine Cottage.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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10.0 out of 10, (158 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
A car is recommended for transport to and from this property
About the area
Anna Maria
Located in Anna Maria, this holiday home is on the beach. The area's natural beauty can be seen at Bean Point Beach and Coquina Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Anna Maria, FL
What's nearby
- Bay Boulevard Beach - 2 min walk - 0.2 km
- Anna Maria City Pier - 9 min walk - 0.8 km
- Anna Maria Island Museum and Historical Park - 12 min walk - 1.0 km
- Bayfront Park - 12 min walk - 1.1 km
- Bean Point Beach - 3 min drive - 2.0 km
Getting around
Restaurants
- The Ugly Grouper - 8 min drive
- The Sandbar Restaurant - 3 min drive
- The Waterfront Restaurant - 9 min walk
- Ginny's & Jane E's - 17 min walk
- North Shore Cafe - 17 min walk
Frequently asked questions
Reviews
9.6
Exceptional
9.8/10
Cleanliness
9.8/10
Check-in
9.2/10
Communication
9.4/10
Location
9.8/10
Listing accuracy
Reviews
17 May 2023
Liked: Cleanliness, check-in, listing accuracy
Disliked: Communication
Stayed 5 nights in Nov 2022
10/10 Excellent
Barianne M.
15 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Vacation
Barianne M.
Stayed 4 nights in Apr 2025
10/10 Excellent
Jennifer D.
16 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sunshine Cottage - a wonderful stay
Jennifer D.
Stayed 7 nights in May 2024
10/10 Excellent
Danielle G., Lisle
20 Aug 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, perfect home!
Danielle G.
Stayed 5 nights in Jul 2023
10/10 Excellent
Gena T., Nashville, TN
24 Aug 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a cute little getaway!
Gena T.
Stayed 3 nights in Aug 2022
10/10 Excellent
Alisha W.
12 June 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome
Alisha W.
Stayed 4 nights in Oct 2021
10/10 Excellent
alexis m.
12 June 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute Beach Cottage
alexis m.
Stayed 3 nights in Oct 2021
10/10 Excellent
Laura C.
22 Aug 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved this house!
Laura C.
Stayed 3 nights in Aug 2021
10/10 Excellent
Joe B.
12 Oct 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place!
Joe B.
Stayed 3 nights in Oct 2020
10/10 Excellent
ann b.
5 June 2019
Great house Great pool
ann b.
Stayed 3 nights in May 2019
4/10 Poor
graeme k.
18 Oct 2018
Parking difficult for 2 or more cars
graeme k.
Stayed 3 nights in Oct 2018
10/10 Excellent
Bob M.
30 June 2018
Beautiful
Bob M.
Stayed 4 nights in Jun 2018
10/10 Excellent
Suzan T.
7 June 2018
Beautiful bayside home!
Suzan T.
Stayed 4 nights in May 2018
10/10 Excellent
Jeff K.
23 Apr 2018
Great family rental
Jeff K.
Stayed 8 nights in Mar 2018
This review was submitted before 2018 and has not been verified.
10/10 Excellent
30 Sept 2017
The photos sold me on this house, but the in person this house was even better!
Stayed 3 nights in Sep 2017
10/10 Excellent
debbie m.
19 July 2017
Vacation on the intercoastal
debbie m.
Stayed 7 nights in Jun 2017
6/10 Okay
Karen S.
14 July 2017
Great house but not exactly what we were looking for..
Karen S.
Stayed 3 nights in Jun 2017
10/10 Excellent
Gail F.
13 July 2017
Wonderful!
Gail F.
Stayed 4 nights in Jun 2017
10/10 Excellent
Colleen V.
25 June 2017
Great place! Well decorated, clean and we felt right at home!
Colleen V.
Stayed 7 nights in Jun 2017
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Diane H.
14 Nov 2016
Very nice and comfortable
Diane H.
Stayed 4 nights in Nov 2016
This review was submitted before 2018 and has not been verified.
8/10 Good
Carolee L.
31 Oct 2016
Great location
Carolee L.
Stayed 4 nights in Oct 2016
This review was submitted before 2018 and has not been verified.
10/10 Excellent
brent K.
17 Oct 2016
Amazing owners and a really relacing place.
brent K.
10/10 Excellent
Caroline M.
2 Aug 2016
A beautiful house in a beautiful location.
Caroline M.
Stayed 7 nights in Jul 2016
10/10 Excellent
Vicki P.
10 June 2016
Fantastic trip!
Vicki P.
Stayed 7 nights in May 2016
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Robert S.
1 June 2016
This is an outstanding home and a great place top stay
Robert S.
Stayed 5 nights in May 2016
About the host
Hosted by Michelle & Scott Kennedy
o Hello! Michelle and Scott and I have been visiting the City of Anna Maria for almost 15 years, and over 10 years ago we were fortunate enough to purchase Sunshine Cottage, a gem of a home located on a wide canal and only 1/2 block from the beach. We'll be happy to answer any of your questions prior to, and during, your stay to make sure you enjoy the same experience we fell in love with.
Why they chose this property
o Other Things to Note
Convenience sums up why this property is the one to book in Anna Maria City. Many properties claim to be in Anna Maria but are really located in the Homes Beach area. This property’s proximity to Pine Avenue, beach, City Pier, and Marina, along with the possibility to navigate a boat into the back yard, makes it the choice when visiting the island.
Whether you decide to walk, bike, boat, or kayak from the property, you’ll enjoy the its convenient location. Book Sunshine Cottage now to ensure a stress-free vacation on Anna Maria Island!
Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations
Convenience sums up why this property is the one to book in Anna Maria City. Many properties claim to be in Anna Maria but are really located in the Homes Beach area. This property’s proximity to Pine Avenue, beach, City Pier, and Marina, along with the possibility to navigate a boat into the back yard, makes it the choice when visiting the island.
Whether you decide to walk, bike, boat, or kayak from the property, you’ll enjoy the its convenient location. Book Sunshine Cottage now to ensure a stress-free vacation on Anna Maria Island!
Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations
What makes this property unique
30' wide dock, with a 60' lot, allows up to a 30' boat to navigate into the back yard, through a 90' canal, without overhead bridges out to the Gulf of Mexico.
Languages:
English
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