Cottage
10.0(89 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
Private Pool
Oceanfront
Hot Tub
Parking
US $462/Night
7 Nights - US $3,237
Anna Maria Beach Cottage Rentals
10.0
House
10.0(1 Review)
3 Bedrooms
4 Baths
7 Guests
1399.31 ft²
- Oceanfront
- Parking
Pool
Spa
US $604/Night
7 Nights - US $4,228
Cottage
9.8(47 Reviews)
1 Bedroom
1 Bath
- Private Pool
- Oceanfront
- Pool
Ocean View
US $300/Night
7 Nights - US $2,100
Cottage
10.0(78 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Oceanfront
- Parking
- Ocean View
Balcony/Terrace
US $158/Night
7 Nights - US $1,103
House
9.2(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
1496.18 ft²
- Parking
- Pool
- Balcony/Terrace
Air Conditioner
US $859/Night
7 Nights - US $6,013
Cottage
10.0(77 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $384/Night
7 Nights - US $2,686
House
8.5(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1926.74 ft²
- Oceanfront
- Parking
- Pool
- Spa
US $811/Night
7 Nights - US $5,677
Cottage
10.0(31 Reviews)
2 Bedrooms
2 Baths
6 Guests
990 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $314/Night
7 Nights - US $2,199
House
8.0(1 Review)
3 Bedrooms
3 Baths
8 Guests
1237.85 ft²
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $1,093/Night
7 Nights - US $7,651
Cottage
10.0(17 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $357/Night
7 Nights - US $2,502
House
8.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1485.42 ft²
- Oceanfront
- Parking
- Pool
- Spa
US $606/Night
7 Nights - US $4,242
Cottage
10.0(16 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $339/Night
7 Nights - US $2,373
Why Choose Rent By Owner for your Anna Maria Beach Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Anna Maria Beach
How to Book Your Anna Maria Beach Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Anna Maria Beach Cottage Rentals Frequently Asked Questions
1. What are the top Cottages in Anna Maria Beach?
There are a lot of options in Anna Maria Beach. If you plan on staying in the Anna Maria Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Anna Maria Beach:
- Private Pool - Seaglass Cottage by SeaBreeze Vacation
- Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
- Welcome to Beach Basket – Your Seaside Retreat!"
- Plumeria Villa by Beach Boutique Rentals
- Charming cottage in quiet area, close to beach & bay.
- Starfish Cottage - sleeps 4, with shared pool
- Adorable Cottage with Covered Balconies and Private Pool
- Home with Private Backyard and Heated Pool - Gulf Breeze Villa B
- Coastal Home with Heated Pool, Close to Beach!
- Newly renovated Cozy Beach Cottage A1/2 of a duplex, 3min walk to beach
2. How many Cottages are available in Anna Maria Beach?
Currently, the total number of properties listed by RBO in 2026 is over 115 in the Anna Maria Beach area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Anna Maria Beach.
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House
8.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
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Cottage
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Cottage
10.0(3 Reviews)
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2 Baths
6 Guests
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Cottage
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Cottage
10.0(2 Reviews)
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5 Guests
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Cottage
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
945 ft²
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $446/Night
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Cottage
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Private Pool
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US $352/Night
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