Adorable Cottage with Covered Balconies and Private Pool
Social Nest by Anna Maria Island Accommodations
Welcome to Social Nest, a charming three-bedroom, two-bath vacation home perfectly located on iconic Pine Avenue in the city of Anna Maria. This home is located directly above the popular Pizza Social shop right on Pine Avenue in the city of Anna Maria. This inviting island retreat features a private pool, a backyard putting green, and a relaxed coastal vibe that’s ideal for family getaways or small groups of friends. With the pristine Gulf beaches just a four-minute walk away and local boutiques, cafes, and the island trolley right outside your door, you’ll experience the best of Anna Maria Island living with every stay.
Highlights -4-Minute Walk to Anna Maria Beach -3 Bedrooms / 2 Bathrooms -2 Kings, 1 Twin-over-King Bunk, 1 Queen Sleeper Sofa -Private Pool -Putting Green -BBQ Grill with Outdoor Dining and Seating -Covered Balcony with Lounge Area -Washer and Dryer -Steps to Pine Avenue Shops, Dining, and Attractions -1 Parking spot
Your private backyard oasis is designed for both play and relaxation. Take a dip in the sparkling pool, practice your short game on the putting green, or fire up the BBQ grill for a delicious island inspired meal enjoyed on the outdoor patio. With ample seating both poolside and on the balcony, there’s plenty of space for everyone to unwind and soak up the Florida sunshine.
Inside, you’ll find tropical colors, chic decor, and a comfortable open layout. The living room includes two plush sofas, TV, and a sleeper sofa for extra guests. The fully equipped kitchen features stainless steel appliances, an island with barstools, and everything you need to prepare meals or snacks for beach days. A coastal dining table seats your group, while the covered balcony offers a breezy lounge area with a ceiling fan for sipping morning coffee or enjoying evening cocktails.
The primary bedroom is a relaxing retreat with a king bed, TV, balcony access, and an ensuite bathroom featuring a bold red soaking tub, walk-in shower, and double vanity. The second bedroom also has a king bed, TV, and balcony access, while the third bedroom is perfect for kids or additional guests with a twin-over-king bunk bed and TV. A shared hall bathroom includes a shower/tub combo and dual vanities, providing plenty of space for multiple guests to get ready.
Room Details -Primary Bedroom (2nd Floor): King bed, TV, balcony access, ensuite bathroom with soaking tub, walk-in shower, and double vanity -Second Bedroom (2nd Floor): King bed, TV, balcony access -Third Bedroom (2nd Floor): Twin-over-King Bunk, TV -Living Area: Queen Sleeper Sofa
With its prime location right above Pizza Social, Social Nest places you steps from boutiques, restaurants, and the Anna Maria City Pier, plus island favorites like ice cream shops and bakeries. The nearby trolley stop makes it easy to explore Holmes Beach and Bradenton Beach without needing to drive. A washer and dryer provide extra convenience, and one designated parking spot is included.
From lounging by the private pool to strolling Pine Avenue’s charming shops and dining, Social Nest by Anna Maria Island Accommodations is the perfect place to experience island life. Book your stay today and enjoy a fun, family-friendly Anna Maria Island getaway in the center of it all!
- This home is formerly known as Anna Maria Guest House 308
There are no pets allowed in this home.
Please Note: Game console does not function.
1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
This home is managed by AMI Accommodations, an Anna Maria Island property management company.
We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.
Please see our AMI Accommodations Rental Policies for full details.
Please Remember: "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." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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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 and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Anna Maria
Located in Anna Maria, this cottage is near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby.
Anna Maria Island Museum and Historical Park - 2 min walk - 0.2 km
Island Players - 3 min walk - 0.3 km
Bradenton Beach - 5 min walk - 0.4 km
Anna Maria City Pier - 9 min walk - 0.8 km
Bean Point Beach - 15 min walk - 1.3 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 46 min drive
Restaurants
Anna Maria Island Beach Cafe - 8 min drive
The Ugly Grouper - 5 min drive
The Sandbar Restaurant - 5 min walk
The Waterfront Restaurant - 8 min walk
Ginny's & Jane E's - 5 min walk
Frequently asked questions
Does Adorable Cottage with Covered Balconies and Private Pool have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Adorable Cottage with Covered Balconies and Private Pool?
As of 8 May 2026, prices found for a 1-night stay for 2 adults at Adorable Cottage with Covered Balconies and Private Pool on 9 Aug 2026 start from AU$514, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Adorable Cottage with Covered Balconies and Private Pool pet-friendly?
No, pets are not allowed at this property.
How much is parking at Adorable Cottage with Covered Balconies and Private Pool?
On-site parking is available at the property.
What time is check-in at Adorable Cottage with Covered Balconies and Private Pool?
Check-in begins at 4:00 PM.
What time is check-out at Adorable Cottage with Covered Balconies and Private Pool?
Checkout is at 10:00 AM.
Where is Adorable Cottage with Covered Balconies and Private Pool located?
Situated by the sea, this cottage is within a 5-minute walk of Anna Maria Island Museum and Historical Park and Bradenton Beach. Bean Point Beach and Anna Maria Beach are also within 1 mile (2 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Loved our stay here. Very convenient to access all the shops and restaurants on Pine, especially with young kids. It’s worth nothing that on a weekend night you can sometimes hear music from the coffee shop below inside the condo. It wasn’t as noticeable during the week but it is relevant for families especially who want a quiet place or have young kids. Ours sleep with sound machines so it wasn’t an issue. The property is immaculate and very nice for families. Beds super comfortable. Our girls loved the pool too!
A perfect location! We could walk out the door right to shops, coffee, and restaurants. Customer service was prompt and friendly. The pool was heated and perfect for a couple of cooler days we had during our stay. We had a wonderful stay and would definitely return.
Jill C.
Stayed 5 nights in Mar 2026
Response from VrboOwner on 24 Mar 2026
This is what we love to hear—thank you, Jill! We’re so glad Social Nest by AMI Accommodations made it easy to step right out to shops, coffee, and restaurants. That kind of location really keeps things simple and fun. And a heated pool on those cooler days is always a win. Happy to hear our team took good care of you and we’d love to welcome you back anytime for another laid-back island stay!
We loved this property. It is right above Pizza Social which has excellent pizza. The kitchen is well equipped. The beds are very comfortable and the courtyard with the pool, putter golf and porch swing are fantastic!
Chad R.
Stayed 2 nights in Mar 2026
Response from VrboOwner on 16 Mar 2026
So glad you loved your stay—thank you, Chad! Social Nest by AMI Accommodations really is a fun spot, and having Pizza Social right downstairs is such a tasty bonus. We’re happy to hear the kitchen, comfy beds, and that great courtyard setup—with the pool, putt-putt, and porch swing made your stay even better. We’d love to have you back anytime for another laid-back island getaway!
Pleasantly surprised how great this place was - awesome backyard setup and incredible location
Cyrus M.
Stayed 3 nights in Feb 2026
Response from VrboOwner on 16 Feb 2026
What a great surprise to hear—thank you, Cyrus! We’re so glad Social Nest by AMI Accommodations exceeded expectations. That backyard setup really is made for relaxing and gathering, and the location makes getting around the island easy. We’d love to have you back for another stay soon!
The house was fantastic, clean and a great location. It had Everything and more than you needed. Will definitely return for a longer trip x
Danielle E.
Stayed 1 night in Oct 2025
Response from VrboOwner on 28 Oct 2025
Thank you for choosing us for your recent stay!
Every review and every star you give us makes a huge difference to our success. If you enjoyed your stay, we'd love your 5-star review!
We hope to host you again in the future!
We had such a great stay at this VRBO in Anna Maria Island! The location couldn’t have been better—close to everything and just a quick, easy walk to the beach. It made getting around so simple and relaxing.Parking was easy and we never had any issues, which was a huge plus in a busy area. Even though the property is right near shops and restaurants, it was surprisingly quiet inside and felt like the perfect place to unwind.Having the pizza place right downstairs was such a fun bonus—the pizza was delicious and it was so convenient to grab dinner without having to go anywhere. We could hear a little bit of their music at times, but it honestly wasn’t disruptive at all. They were also incredibly considerate and even asked if we needed them to turn it down, which we really appreciated.The outdoor area was perfect for us, especially traveling with an infant. It gave us a great place to relax and play during nap time. The pool was amazing, the putt-putt was such a fun touch, and we even enjoyed watching a movie on the porch swing one night.Overall, it was the perfect mix of lively location and relaxing place to stay. We would absolutely come back!
Molly S.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 13 Mar 2026
What a great stay—thanks so much for sharing, Molly! We’re thrilled Social Nest by AMI Accommodations checked all the boxes for your trip. Being able to walk to the beach, shops, and restaurants really makes island life easy, and it’s great to hear the home still felt quiet and relaxing when you were ready to unwind. Sounds like you made the most of the outdoor space too—the pool, putt-putt, and a movie on the porch swing is a pretty perfect evening. And having pizza right downstairs is always a fun bonus! We’re so glad it worked well for your family, especially traveling with your little one. We’d love to welcome you back anytime for another AMI getaway!
The location was perfect with close beach access and surrounded by a lot of fun businesses. We loved being over the pizza shop, could go down there and grab food or drinks! We enjoyed our stay very much!
Sarah E.
Stayed 3 nights in Aug 2023
Response from VrboOwner on 15 Sept 2023
Thank you for taking the time to share your wonderful experience with us, Sarah. We are glad you enjoyed your stay and hope to welcome you back soon!
Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients.
We vacation multiple times at AMI. Our group loved the location right on Pine Avenue. Amenities were all top-notch everything you need. It was there.
jeff b.
Stayed 4 nights in Apr 2025
Response from VrboOwner on 7 Apr 2025
Thank you for choosing us for your recent stay!
Every review and every star you give us makes a huge difference to our success. If you enjoyed your stay, we'd love your 5-star review!
We hope to host you again in the future!
Location of the property was fantastic. Management was quick to respond. Encountered some frustration as we were there during spring break and had no marked designated parking space, and because this property is licated over
Amy O.
Stayed 5 nights in Mar 2025
Response from VrboOwner on 25 Apr 2025
Thank you for your review. We appreciate your feedback regarding the location and management responsiveness. We regret the inconvenience you experienced with the parking situation during the busy spring break period. As a property management team, we strive to provide a seamless experience for all our guests. We will take your comments into consideration to improve our services and ensure future guests have a more enjoyable stay. Please accept our apologies for any frustration caused, and we hope you will consider us again in the future.
This property definitely did not disappoint! Fantastic location that’s close to both the beach and the pier. Shops and food are all within walking distance. The backyard was a hit. The pool and putting green were a fun addition to the large backyard space. Great communication from the hosts who made sure our check in process went well and called to make sure everything was going well and to let them know if we needed anything. Would definitely stay at this space again.
Erin M.
Stayed 4 nights in May 2025
Response from VrboOwner on 15 May 2025
Thank you for choosing us for your recent stay!
Every review and every star you give us makes a huge difference to our success. If you enjoyed your stay, we'd love your 5-star review!
We hope to host you again in the future!
Moms/daughter's had a quick getaway and really enjoyed this unit! Great location on Pine with beach, restaurants, shopping all walk-able. Unit was darling, great communication, great pizza downstairs!
Shannon B.
Stayed 3 nights in Dec 2023
Response from VrboOwner on 18 Jan 2024
Thank you for allowing us to host you, Shannon. We are glad you enjoyed your stay and hope to welcome you all back soon!
Smooth check in, clear instructions. Good locations, two blocks from beach and about 4 blocks from pier. Plenty of towels and linens. Nicely decorated. They provide beach chairs which was a plus. Great family home.
This property is amazing. Spacious condo that is very well decorated with multiple porches to relax and enjoy. The back yard is a quaint little oasis with a pool and outside dining area. Short walk (3 blocks) to the beach! Would absolutely visit again!
Stacey S.
Stayed 3 nights in Aug 2022
Response from VrboOwner on 8 Sept 2022
Stacey, thank you for taking the time to share your experience with us. We are happy to hear you enjoyed your stay, and we hope to host you again soon!
the house was nice, clean, and close to many things. we enjoyed our stay. parking is limited so we walked most places. 19 steps to the house not for weak of heart. I would stay again we love island and the beaches.
Mark B.
Stayed 7 nights in Oct 2023
Response from VrboOwner on 22 Feb 2024
Mark, thank you for sharing your experience with us! We're glad to hear that you found the house nice, clean, and conveniently located near many attractions. It's wonderful that you enjoyed your stay and the proximity to the beaches.
We're thrilled that you would stay with us again and that you love the island and its beaches. We look forward to welcoming you back for another enjoyable stay!
Very nice property with perfect location to avoid having to drive anywhere. Only negative is the single parking spot for a house that sleeps 6. That doesn't make sense at all. Lucky for us, a local resident saw us struggling to unload our vehicles with a 2 year old in tow and offered us parking for the two additional vehicles right near by on their property free of charge. Aside from that, all was well. Spotless place with everything in working order. Well equipped kitchen. Lots of bath towels and bath towels provided. Felt safe and secure at all times. Back yard/pool was incredibly inviting and comfortable. Beach chairs and cart provided also which was nice. Everything you could ask for. Would highly recommend for sure.
We have LOVED this place! Three of us came down to work remotely and play and it’s been perfect! Great outdoor and indoor furniture and spaces for working and reading, relaxing. It’s a PERFECT location right on Pine Ave with all the shops and restaurants but surprisingly quiet and private - from the living space you’d never know you were on the Main Street. Just a few blocks to the beach and the Sandbar Restaurant. Also not far from the pier and farmers market on Tuesdays. The management company was quick to reply with the few questions we had and were accommodating to our check in and out needs. All in all I’d give it a 10 star review if I could. We will definitely be back!
Verified traveller
Stayed 4 nights in Jan 2024
Response from VrboOwner on 23 Jan 2024
Thank you for your glowing review, Betsy! We're thrilled to hear that you've loved your stay and that the place has been perfect for remote work and leisure. It's fantastic that the outdoor and indoor spaces, along with the location on Pine Ave, contributed to a wonderful experience. We look forward to welcoming you back for another fantastic stay!
Verified
10/10 Excellent
Colleen P.
15 June 2018
Great location.
Property inside was very clean. An extra garbage bag would have been nice. Outside by the pool could hve been picked up and swept off. Upon arrival, there was an accumulation of trash by the entrance gate that was left and torn open, no outdoor trashcan so when we left there was our trash also. Definitely would come back.
Colleen P.
Stayed 3 nights in May 2018
Verified
8/10 Good
Shelley E.
28 Mar 2018
Great stay on Anna Maria Island!
This was our first trip to Anna Maria Island and we really loved the location of this rental--just a quick walk down the street to a beautiful beach with a very fun beach restaurant nearby. The house was well equipped, and the only reason I didn't give 5 stars was because the pillows were very below expectations of a place this nice. The rental sits on Pine Avenue which has lots of fun shops to visit. The weather wasn't the best for our trip, but we had one great beach day and plenty to do in the area on cooler days with a comfy place to spread out when we were back "home". There was no noise from the pizza shop below the unit and it served great pizza! It was too cool for us to use the pool or the outdoor deck, but both were great additions we would love to use on a future visit!
Shelley E.
Stayed 3 nights in Mar 2018
Response from VrboOwner on 31 Mar 2020
Thank you for taking the time to leave a nice review. We will be checking the pillows to insure all are in good shape and swap out as needed. A quick phone call to our office during your stay and we would have replaced as needed. Anna Maria Island Accommodations.
About the host
Hosted by Anna Maria Island Accommodations
This property is professionally managed by Anna Maria Island Accommodations, located on the sunny and beautiful Anna Maria Island.
Languages:
English
Premier Host
They consistently provide great experiences for their guests