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Check prices for these dates

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Featured Cottages in Anna Maria Island and around

Terrace/patio
Adorable Cottage with Covered Balconies and Private Pool
Adorable Cottage with Covered Balconies and Private Pool
9.6 out of 10, Exceptional, (41)
"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!"
United States
Sarah E.
The price is €486
includes taxes & fees
9 Nov - 10 Nov
Adorable Cottage with Covered Balconies and Private Pool
Exterior
Romantic Island Getaway! Just Steps from the Beach
Romantic Island Getaway! Just Steps from the Beach
2.0 star property
8.8 out of 10, Excellent, (3)
"Although there are laundry facilities on property, the area is kept locked and this unit is not permitted access. We were unable to do any laundry unless we traveled two miles to Holmes Beach to the Laundromat. This property IS very quiet. The trolley stops are literally at the end of the driveway, but there are no shops or businesses within close walking distance. Also, there were beach chairs and towels, but THERE ARE NO EXTRAS here, which is unlike any other Vrbo/AirBnb we have visited. There...
United States
Amy
The price is €335
includes taxes & fees
11 Nov - 12 Nov
Romantic Island Getaway! Just Steps from the Beach
The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio
The Inn On Siesta Key
The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (188)
"This property was great and it is a quick walk to the beach and village. The Cabana suited our family of four. We had enough space to spread out and relax. If we return to Siesta Key, we would stay here again."
United States
Brooke
The price is €287
includes taxes & fees
19 Nov - 20 Nov
The Inn On Siesta Key
Property grounds
7mi to Anna Maria Newly Renovated Private Cottage
7mi to Anna Maria Newly Renovated Private Cottage
10.0 out of 10, Exceptional, (2)
"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."
United States
MO L.
The price is €244
includes taxes & fees
11 Nov - 12 Nov
7mi to Anna Maria Newly Renovated Private Cottage
Exterior
The "Grouper"
The "Grouper"
9.2 out of 10, Wonderful, (40)
"Very clean and nice place ."
United States
Sherry S.
The price is €190
includes taxes & fees
12 Nov - 13 Nov
The "Grouper"
Outdoor dining
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is €278
includes taxes & fees
10 Nov - 11 Nov
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Exterior
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
9.2 out of 10, Wonderful, (176)
"clean, nice amenities and great location"
United States
Robert K.
The price is €363
includes taxes & fees
11 Nov - 12 Nov
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior
Steps to Beach+bikes VaCay getaway on PaG island
Steps to Beach+bikes VaCay getaway on PaG island
9.8 out of 10, Exceptional, (19)
"Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! "
United States
Shaunte W.
The price is €231
includes taxes & fees
12 Nov - 13 Nov
Steps to Beach+bikes VaCay getaway on PaG island
Property grounds
Sunny PaG Island rental w/bikes-just steps2beach
Sunny PaG Island rental w/bikes-just steps2beach
9.0 out of 10, Wonderful, (18)
"Wonderful stay. Everything was perfect. The location can’t be beat, 2 minute walk to a beautiful beach. 2nd visit and we’ll be back!"
United States
Valerie W.
The price is €239
includes taxes & fees
9 Nov - 10 Nov
Sunny PaG Island rental w/bikes-just steps2beach
Property grounds
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
The price is €216
includes taxes & fees
9 Nov - 10 Nov
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Property grounds
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
10.0 out of 10, Exceptional, (4)
"The location is great. in a few minutes you are in North Shore Park walking along Tampa Bay. The cottage was clean and cozy. We just might rent it again next time we visit family in the area."
United States
Cynthia S.
The price is €385
includes taxes & fees
9 Nov - 10 Nov
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
Exterior
Gulf Gate Escape near Siesta Key
Gulf Gate Escape near Siesta Key
2.0 star property
The price is €317
includes taxes & fees
4 Dec - 5 Dec
Gulf Gate Escape near Siesta Key
Pool
Nest Cottage Across street from beach and Heated Pool
Nest Cottage Across street from beach and Heated Pool
10.0 out of 10, Exceptional, (2)
"Clean, modern and staff is amazing. Room ready before noon received text notification from owners. This is now our new go to after 19 years of staying up the street. All of everything is provided in rooms and for beach life, well maintained and fun atmosphere no pressures except to make memories here."
United States
Marti C.
The price is €494
includes taxes & fees
19 Nov - 20 Nov
Nest Cottage Across street from beach and Heated Pool
Terrace/patio
5 star Guest House heated pool on the water!
5 star Guest House heated pool on the water!
The price is €453
includes taxes & fees
7 Nov - 8 Nov
5 star Guest House heated pool on the water!
Exterior
Steps 2 Beach-Island Cottage w/king bd+2bike+parking
Steps 2 Beach-Island Cottage w/king bd+2bike+parking
9.8 out of 10, Exceptional, (41)
"Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)"
United States
James C.
The price is €303
includes taxes & fees
4 Dec - 5 Dec
Steps 2 Beach-Island Cottage w/king bd+2bike+parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Anna Maria Island Hotel Reviews

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

10/10 Excellent
"Staff members super kindly "
Manuel 1-night trip
Posted 3 days ago
Pelican Post at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Cottages information

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Frequently asked questions

What are the best cottages in Anna Maria Island?
There are multiple cottages in Anna Maria Island with a total average guest review rating of , so you're sure to snag a place that suits your style. Planning to stay in Bradenton Beach? Queen's Gate Resort is one property favoured by travellers. This 2.5-star cottage includes amenities such as a swimming pool and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another highly rated escape where you'll be close to nature. A barbecue grill and a swimming pool are two of the conveniences waiting for you at this 3-star pick in Bradenton Beach.
What are the best cheap cottages in Anna Maria Island?
With cottages starting at only per night, you can afford an extra couple of nights in Anna Maria Island for outdoor fun. If Bradenton Beach is on your travel radar, book a room at Queen's Gate Resort. A garden and a swimming pool help make this option an excellent choice. You'll also find inexpensive cottages in Holmes Beach. Take deep, calming breaths in nature during your stay at Queen's Gate Resort and take advantage of conveniences like pool sun loungers and a garden. If you're exploring Anna Maria Island and want to save money, there are many fabulous free attractions to put on your itinerary. Anna Maria Beach and Coquina Beach are always popular with visitors. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly cottages in Anna Maria Island?
There are indeed. Whether it's in one of Anna Maria Island's busy cities or way out in nature, the cosy charm of a cottage is perfect for holidaying families. If Bradenton Beach is on your radar, book a stay at Queen's Gate Resort. This 2.5-star option offers a nearby beach and a barbecue grill. Another superb choice is 105b 12th Street South Front 2 Bedroom Apts By Redawning. Also in Bradenton Beach, this family-friendly cottage has a 3-star rating and includes WiFi and a barbecue grill. You'll find plenty of awesome things to do with the family in Bradenton Beach. Anna Maria Beach and Coquina Beach promise a fantastic day out.
Why book your cottage in Anna Maria Island with Expedia?
Reserving a cottage in Anna Maria Island is as simple as entering your travel dates and choosing an ideal place for a getaway in nature. From ritzy retreats to affordable properties and cottages that feature amenities like a kitchenette, Expedia has something for all traveller styles. As for the best offers around? We've got them as well!
How can I find cheap cottages in Anna Maria Island?
With Expedia's helpful filter tool, sourcing cheap cottages in Anna Maria Island has never been simpler. To discover accommodation that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.

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