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

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Check prices for these dates

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

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.
$503 nightly
The price is $563
Sep 21 - Sep 22
Total with taxes and fees
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.
$183 nightly
The price is $205
Sep 26 - Sep 27
Total with taxes and fees
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.
$211 nightly
The price is $236
Sep 21 - Sep 22
Total with taxes and fees
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
$297 nightly
The price is $336
Sep 21 - Sep 22
Total with taxes and fees
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.
$271 nightly
The price is $302
Sep 22 - Sep 23
Total with taxes and fees
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.
$264 nightly
The price is $294
Sep 27 - Sep 28
Total with taxes and fees
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
9.6 out of 10, Exceptional, (52 reviews)
"Clean, quiet and an easy walk to the beach."
United States
Marion W.
$325 nightly
The price is $362
Sep 21 - Sep 22
Total with taxes and fees
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.
$331 nightly
The price is $369
Sep 21 - Sep 22
Total with taxes and fees
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
$215 nightly
The price is $240
Sep 21 - Sep 22
Total with taxes and fees
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
$292 nightly
The price is $326
Sep 23 - Sep 24
Total with taxes and fees
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
$276 nightly
The price is $308
Sep 21 - Sep 22
Total with taxes and fees
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
$297 nightly
The price is $333
Sep 21 - Sep 22
Total with taxes and fees
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
$304 nightly
The price is $338
Sep 24 - Sep 25
Total with taxes and fees
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
$2,707 nightly
The price is $3,059
Sep 23 - Sep 24
Total with taxes and fees
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.
$291 nightly
The price is $325
Sep 23 - Sep 24
Total with taxes and fees
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
$479 nightly
The price is $533
Sep 21 - Sep 22
Total with taxes and fees
🐾 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
$273 nightly
The price is $306
Oct 18 - Oct 19
Total with taxes and fees
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
$530 nightly
The price is $590
Sep 21 - Sep 22
Total with taxes and fees
🌅 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
$573 nightly
The price is $638
Sep 21 - Sep 22
Total with taxes and fees
⭐ 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
$856 nightly
The price is $955
Sep 21 - Sep 22
Total with taxes and fees
🏖️ 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

Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool.

Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool.

10/10 Excellent
"Property was absolutely amazing! The amenities and especially the beach toys and cart were greatly appreciated. Pool was very clean and clean twice during the week. Maintenance responded within one hour of a minor issue. Would highly recommend for a quiet getaway or a small family.The host recommendations as far as food and shopping were spot on.Highly recommend getting a golf cart for your stay on the island. I believe next time I won’t even rent a car from Clearwater and just use a golf cart.We look forward to returning into this property in the future"
Lee L. 7-night trip
Posted 1 day ago
Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool.

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
3
Accommodation
23 Cottages
Lowest Price
$336
Highest Price
$3,059

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between $336 and $3,059 per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were 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.
What are the best cottages in Anna Maria?
There are multiple cottages in Anna Maria with a total average guest review rating of 10.0. Queen's Gate Resort is a superb place to rest and unwind between adventures. This 2.5-star cottage also features a garden and pool sun loungers. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another popular pick with travelers in this area. It has a 3-star rating and amenities including a barbecue grill and a swimming pool.
How many cottages are there in Anna Maria?
You can choose from 23 cottages in Anna Maria. No matter if you're traveling with the family or planning a retreat with close friends, Expedia will help you find the perfect property to enjoy nature's beauty.
What are the best cheap cottages in Anna Maria?
With cottages starting from just $336 per night, you can afford to stay a little longer in Anna Maria! One escape that's easy on the pocket is Queen's Gate Resort. Amenities here include a swimming pool and a barbecue grill. Another cost-effective pick where you can get back in touch with nature is Pool Party North - 2 Bedroom Cottage. A barbecue grill and clothes washing facilities are two of the conveniences here. If you're sightseeing in Anna Maria and want to stay within your budget, there are loads of fun and free attractions to put on your to-do list. Anna Maria Beach and Coquina Beach are favorites. 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?
Get cozy at Queen's Gate Resort, a 2.5-star cottage just a short drive from downtown. Conveniences here include a nearby beach and beach umbrellas. Another family-friendly option where you can swap the concrete jungle for wide open spaces is 105b 12th Street South Front 2 Bedroom Apts By Redawning. A barbecue grill and WiFi help make this 3-star cottage a hit with guests. Once you've checked in and unpacked your things, there are tons of family-friendly attractions to visit in and around Anna Maria. Anna Maria Beach and Coquina Beach are two popular options.
Why book your cottage in Anna Maria with Expedia?
Expedia has some great cottages in Anna Maria, so get ready for a memorable stay close to nature. If you're sticking to a budget, select how much you'd like to spend and the star rating of your property. Or, try out our filters to search for cottages with a kitchen or a pool. We'll help you find the right place whatever your trip looks like.
How can I find cheap cottages in Anna Maria?
With Expedia's helpful filter tool, getting your hands on cheap cottages in Anna Maria has never been simpler. To discover accommodations that'll make your wallet smile, narrow your search by star rating, amenities and budget.
What is there to do in Anna Maria near my cottage?
Anna Maria has enough sights and experiences to keep you entertained for weeks, starting with Anna Maria Island Museum and Historical Park. Bean Point Beach, Palmetto Avenue Beach and Island Players are other popular attractions. If you're in town a while, Bayfront Park and Historic Green Village will cap off your itinerary nicely.

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