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Adorable Cottage with Covered Balconies and Private Pool

Anna Maria
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 HK$1,702
HK$3,960 total
includes taxes & fees
14 Nov - 15 Nov
Adorable Cottage with Covered Balconies and Private Pool

Romantic Island Getaway! Just Steps from the Beach

2.0 star property
Bradenton Beach
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 HK$1,259
HK$2,886 total
includes taxes & fees
13 Nov - 14 Nov
Romantic Island Getaway! Just Steps from the Beach

Beautiful Guest House Near the Beach with Private Pool!

Anna Maria
8.6 out of 10, Excellent, (29)
"The house is above 2 restaurants. But that did not cause us problems. There had been a huge storm on day of arrival and the pool got trashed. I called and had someone out next morning. There was an annoying fire beeping alarming going off everyday and that really didn't get addressed during our stay despite my calls. I had to shut it off multiple times. Overall it was a great stay. Beds so comfortable I miss them! Plenty of room for us ladies. Would consider coming back if the alarm was...
United States
Dawn H.
The price is HK$1,502
HK$3,537 total
includes taxes & fees
17 Nov - 18 Nov
Beautiful Guest House Near the Beach with Private Pool!

The Inn On Siesta Key

3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (189)
"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 HK$1,384
HK$1,994 total
includes taxes & fees
13 Nov - 14 Nov
The Inn On Siesta Key

The "Grouper"

Sunny Shores
9.2 out of 10, Wonderful, (41)
"Very clean and nice place ."
United States
Sherry S.
The price is HK$769
HK$1,655 total
includes taxes & fees
13 Nov - 14 Nov
The "Grouper"

7mi to Anna Maria Newly Renovated Private Cottage

Bradenton
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 HK$630
HK$2,046 total
includes taxes & fees
13 Nov - 14 Nov
7mi to Anna Maria Newly Renovated Private Cottage

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key
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 HK$971
HK$2,417 total
includes taxes & fees
13 Nov - 14 Nov
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

Historic Old Northeast
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 HK$1,399
HK$2,770 total
includes taxes & fees
13 Nov - 14 Nov
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

Steps to Beach+bikes VaCay getaway on PaG island

Pass-a-Grille
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.
Steps to Beach+bikes VaCay getaway on PaG island

Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK

Palmetto
The price is HK$777
HK$1,922 total
includes taxes & fees
17 Nov - 18 Nov
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sarasota
9.2 out of 10, Wonderful, (176)
"clean, nice amenities and great location"
United States
Robert K.
The price is HK$1,726
HK$3,346 total
includes taxes & fees
19 Nov - 20 Nov
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sunny PaG Island rental w/bikes-just steps2beach

Pass-a-Grille
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 HK$1,026
HK$2,084 total
includes taxes & fees
19 Nov - 20 Nov
Sunny PaG Island rental w/bikes-just steps2beach

Nest Cottage Across street from beach and Heated Pool

Siesta Key
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 HK$1,973
HK$3,983 total
includes taxes & fees
19 Nov - 20 Nov
Nest Cottage Across street from beach and Heated Pool

5 star Guest House heated pool on the water!

South Sarasota
The price is HK$1,943
HK$3,956 total
includes taxes & fees
19 Nov - 20 Nov
5 star Guest House heated pool on the water!

Steps 2 Beach-Island Cottage w/king bd+2bike+parking

Pass-a-Grille
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 HK$1,352
HK$2,655 total
includes taxes & fees
4 Dec - 5 Dec
Steps 2 Beach-Island Cottage w/king bd+2bike+parking

Nook Cottage Across street from beach and Heated Pool

Siesta Key
10.0 out of 10, Exceptional, (4)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
United States
Derek N.
The price is HK$2,273
HK$5,282 total
includes taxes & fees
14 Nov - 15 Nov
Nook Cottage Across street from beach and Heated Pool

Haven cottage Across street from beach and Heated Pool

Siesta Key
9.8 out of 10, Exceptional, (7)
"Enjoyed the property, a very nice little unit, very clean and enjoyable"
United States
Michael M.
The price is HK$1,909
HK$3,910 total
includes taxes & fees
13 Nov - 14 Nov
Haven cottage Across street from beach and Heated Pool
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

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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.