An aerial view of a coastal town with a long pier extending into turquoise waters.

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Anna Maria Island cottages

Exterior

1. Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (37 reviews)
"House was in great condition and very comfortable. Ideal location! "
United States
Scott B.
The price is ￥37,880
￥131,302 total
includes taxes & fees
Sep 11 - Sep 12
Beautiful Guest House Near the Beach with Private Pool!
Property grounds

2. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (129 reviews)
"Very nice property! Clean and lovely water view!"
United States
Sadie E.
The price is ￥47,311
￥103,454 total
includes taxes & fees
Aug 22 - Aug 23
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Property grounds

3. Beautiful Condo on Pine Ave, 2 Blocks to Beach

Beautiful Condo on Pine Ave, 2 Blocks to Beach
Anna Maria
8.8 out of 10, Excellent, (29 reviews)
"Nice place, a little noisy in the morning but a good convenient location for a girls trip. It was clean and beds were decent. The water pressure was not great but that being said, I would stay here again!"
United States
Amy H.
The price is ￥41,868
￥138,297 total
includes taxes & fees
Sep 15 - Sep 16
Beautiful Condo on Pine Ave, 2 Blocks to Beach
Exterior

4. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is ￥15,665
￥33,540 total
includes taxes & fees
Aug 26 - Aug 27
The "Grouper"
House (2 Bedrooms) | Interior

5. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is ￥27,690
￥53,162 total
includes taxes & fees
Sep 5 - Sep 6
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Property grounds

6. Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (11 reviews)
"Very nice location. "
United States
Daniel o.
The price is ￥12,658
￥41,462 total
includes taxes & fees
Aug 30 - Aug 31
Coastal Luxury 7mi to Anna Maria Private Cottage
1 bedroom, iron/ironing board, WiFi, bed sheets

7. Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is ￥13,924
￥53,037 total
includes taxes & fees
Aug 28 - Aug 29
Cozy Lido Key Bungalow by Pool & Beach
Property grounds

8. Sunny PaG Island rental w/bikes-just steps2beach

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.2 out of 10, Wonderful, (26 reviews)
"Great location! "
United States
Quinton W.
The price is ￥18,228
￥49,021 total
includes taxes & fees
Aug 24 - Aug 25
Sunny PaG Island rental w/bikes-just steps2beach
1 bedroom, iron/ironing board, WiFi, bed sheets

9. Lido Bungalow Walk to Beach & St. Armand's Circle

Lido Bungalow Walk to Beach & St. Armand's Circle
Lido Key
The price is ￥14,795
￥54,180 total
includes taxes & fees
Aug 24 - Aug 25
Lido Bungalow Walk to Beach & St. Armand's Circle
Exterior

10. Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Pass-a-Grille
9.8 out of 10, Exceptional, (31 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
The price is ￥21,266
￥52,929 total
includes taxes & fees
Sep 1 - Sep 2
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Exterior

11. Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
The price is ￥16,920
￥93,575 total
includes taxes & fees
Aug 25 - Aug 26
Yellow Palm Cottage steps from the beach
Exterior

12. Steps 2 Beach- Cottage w/king bd +2bikes +parking

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.6 out of 10, Exceptional, (50 reviews)
"Clean, quiet and an easy walk to the beach."
United States
Marion W.
The price is ￥31,798
￥70,162 total
includes taxes & fees
Sep 4 - Sep 5
Steps 2 Beach- Cottage w/king bd +2bikes +parking
Exterior

13. St Pete/gulfport Tiny little small home

St Pete/gulfport Tiny little small home
St. Petersburg
10.0 out of 10, Exceptional, (4 reviews)
"Really nice place to stay and host communication was excellent "
United States
Susan D.
The price is ￥22,643
￥59,053 total
includes taxes & fees
Sep 1 - Sep 2
St Pete/gulfport Tiny little small home
Property grounds

14. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is ￥358,264
￥471,412 total
includes taxes & fees
Aug 31 - Sep 1
3716 7th Ave W
House (3 Bedrooms) | Interior

15. 'ocean Breeze Oasis' w/ Boat Dock & Slip on Canal!

'ocean Breeze Oasis' w/ Boat Dock & Slip on Canal!
3.0 star property
Bayshore Gardens
10.0 out of 10, Exceptional, (2 reviews)
"La propiedad está en perfectas condiciones excelente para unas vacaciones"
United States
René
'ocean Breeze Oasis' w/ Boat Dock & Slip on Canal!
Exterior

16. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (190 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
The price is ￥33,757
￥66,088 total
includes taxes & fees
Sep 2 - Sep 3
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior

17. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (90 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
The price is ￥15,665
￥48,113 total
includes taxes & fees
Aug 24 - Aug 25
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Exterior

18. Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is ￥15,537
￥92,111 total
includes taxes & fees
Aug 25 - Aug 26
Blue Dolphin Cottage steps from the beach
Property grounds

19. Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (11 reviews)
"The accommodations were great! The host communicated really well and we enjoyed walking everywhere! Highly recommend this quaint location. "
United States
Amy C.
The price is ￥28,760
￥66,254 total
includes taxes & fees
Aug 25 - Aug 26
Downtown Cottage | Walk Everywhere, Park once
Outdoor dining

20. Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
The price is ￥20,190
￥60,910 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Lido Key Studio Steps to Beach & Kayaking
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

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

8/10 Good
"A great property right on the beach. Staff were friendly and helpful. Our rooms were spacious with clean bathrooms. A safety deposit box would be good. The blind over the door in my room was missing and therefore I either had to put up with a red light at night or the daylight in the morning The room was on the main road so there was some noise. Some of the rooms were directly on the beach but we were not lucky enough to get one of those. I would stay there again!"
Elizabeth 3-night trip
Posted 4 hours ago
Seabreeze at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Cottages information

Number of reviews
557
Accommodation
59 Cottages
Lowest Price
￥33,540
Highest Price
￥471,412

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 9.6, 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 favored by travelers. 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 ￥33,540 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 cozy charm of a cottage is perfect for vacationing 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 traveler 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 accommodations that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.

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