A marina with boats, a bridge, and high-rise buildings.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Anna Maria cottages

Property grounds

1. 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 AU$888
includes taxes & fees
18 Sept - 19 Sept
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Exterior

2. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (75 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is AU$291
includes taxes & fees
26 Sept - 27 Sept
The "Grouper"
Property grounds

3. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (12 reviews)
"Very nice location. "
United States
Daniel o.
The price is AU$361
includes taxes & fees
21 Sept - 22 Sept
Cozy Private Cottage, Minutes to Anna Maria Island
House (2 Bedrooms) | Interior

4. 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 AU$471
includes taxes & fees
22 Sept - 23 Sept
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Exterior

5. 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 AU$431
includes taxes & fees
22 Sept - 23 Sept
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Property grounds

6. 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)
"Wonderful place to stay. Great location to the beach, restaurants and shopping. If you want a peaceful getaway highly recommend."
United States
Janise W.
The price is AU$418
includes taxes & fees
27 Sept - 28 Sept
Sunny PaG Island rental w/bikes-just steps2beach
Exterior

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

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.8 out of 10, Exceptional, (51 reviews)
"Clean, quiet and an easy walk to the beach."
United States
Marion W.
The price is AU$509
includes taxes & fees
20 Sept - 21 Sept
Steps 2 Beach- Cottage w/king bd +2bikes +parking
Exterior

8. 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 AU$522
includes taxes & fees
18 Sept - 19 Sept
St Pete/gulfport Tiny little small home
Exterior

9. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
The price is AU$339
includes taxes & fees
19 Sept - 20 Sept
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
1 bedroom, iron/ironing board, WiFi, bed sheets

10. Cozy Lido Studio by Beach & St Armand's

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is AU$464
includes taxes & fees
23 Sept - 24 Sept
Cozy Lido Studio by Beach & St Armand's
Outdoor banquet area

11. Real Florida Up Close! Family-friendly, Pet-friendly with private pool

Real Florida Up Close! Family-friendly, Pet-friendly with private pool
Sarasota
The price is AU$436
includes taxes & fees
28 Sept - 29 Sept
Real Florida Up Close! Family-friendly, Pet-friendly with private pool
Hair dryer, towels, soap, shampoo

12. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
The price is AU$485
includes taxes & fees
20 Sept - 21 Sept
Coastal Studio, Walk to St Armand's or Lido Beach
Pool

13. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
The price is AU$470
includes taxes & fees
28 Sept - 29 Sept
Lido Key Casita w Pool Steps to the Beach
Property grounds

14. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is AU$4,279
includes taxes & fees
24 Sept - 25 Sept
3716 7th Ave W
Property grounds

15. Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (11 reviews)
"Lovely accommodation close to everything. So many lovely restaurants and sights right you doorstep while sating in a darling cottage in a very quaint neighborhood. And just a short drive to lovely beaches. Highly recommend."
United States
Jennifer C.
The price is AU$460
includes taxes & fees
23 Sept - 24 Sept
Downtown Cottage | Walk Everywhere, Park once
Exterior

16. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
The price is AU$749
includes taxes & fees
20 Sept - 21 Sept
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Beach nearby, sun-loungers, beach towels

17. An oasis ACROSS THE STREET FROM THE BEACH :)

An oasis ACROSS THE STREET FROM THE BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location, quiet, and close to the beach. Looking forward to coming back again. "
Canada
Richard
The price is AU$445
includes taxes & fees
18 Oct - 19 Oct
An oasis ACROSS THE STREET FROM THE BEACH :)
Exterior

18. 🌅 Ocean View 2 Bedroom Cottage | Unit 6

🌅 Ocean View 2 Bedroom Cottage | Unit 6
Sunset Beach
The price is AU$828
includes taxes & fees
20 Sept - 21 Sept
🌅 Ocean View 2 Bedroom Cottage | Unit 6
Exterior

19. ⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7

⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
Sunset Beach
The price is AU$910
includes taxes & fees
20 Sept - 21 Sept
⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
Property map

20. 🏖️ Beach Suite Collection I Pet Friendly

🏖️ Beach Suite Collection I Pet Friendly
Sunset Beach
🏖️ Beach Suite Collection I Pet Friendly
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 Hotel Reviews

Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything

Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything

10/10 Excellent
"House was clean, pool/hot tub was a nice addition and the location was nice!"
Maggie W. 4-night trip
Posted 3 days ago
Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
226
Accommodation
23 Cottages
Lowest Price
AU$361
Highest Price
AU$4,279

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between AU$361 and AU$4,279 per night. These retreats offer a chance to touch base with nature — at a price you can afford. 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.
How many cottages are there in Anna Maria?
Surround yourself with nature in one of the 23 cottages waiting for you in Anna Maria. To help you choose your ideal place, make use of our filters to search for amenities or perks you prefer.
What is there to do in Anna Maria near my cottage?
Whatever you love to do, Anna Maria has loads to keep you on the hop. Coquina Beach, Anna Maria Beach and Bradenton Beach are on most travellers' sightseeing itineraries. Don't forget to check out Cortez Beach, Manatee Public Beach and Anna Maria Island Museum and Historical Park either. With Expedia's hotel deals in Anna Maria, you'll be able to discover more renowned attractions like these with the money you save.