Book Anna Maria Island Bed & Breakfast

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Our top choices for Anna Maria Island bed & breakfast

The Kenwood Gables Boutique Bed & Breakfast

The Kenwood Gables Boutique Bed & Breakfast
3.5 star property
Historic Kenwood
10.0 out of 10, Exceptional, (41)
"What a great property run by a great team providing excellent service. I cannot wait to go back."
United States
Joseph
$219 nightly
The price is $247
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Kenwood Gables Boutique Bed & Breakfast

Las Olas of Treasure Island #3

Las Olas of Treasure Island #3
Sunshine Beach
9.4 out of 10, Exceptional, (3)
"Bath a little small but ok"
United States
Wade C.
$177 nightly
The price is $197
Jan 13 - Jan 14, 2026
Total with taxes and fees
Las Olas of Treasure Island #3

Las Olas of Treasure Island #9

Las Olas of Treasure Island #9
Sunshine Beach
10.0 out of 10, Exceptional, (1)
"Worked great for us!"
United States
Amy M.
$210 nightly
The price is $235
Dec 23 - Dec 24
Total with taxes and fees
Las Olas of Treasure Island #9

Las Olas of Treasure Island #5

Las Olas of Treasure Island #5
2.0 star property
Sunshine Beach
$177 nightly
The price is $197
Jan 13 - Jan 14, 2026
Total with taxes and fees
Las Olas of Treasure Island #5

Cabanas of Treasure Island #4

Cabanas of Treasure Island #4
Sunshine Beach
$177 nightly
The price is $197
Jan 13 - Jan 14, 2026
Total with taxes and fees
Cabanas of Treasure Island #4

Las Olas of Treasure Island #7

Las Olas of Treasure Island #7
Sunshine Beach
$177 nightly
The price is $197
Jan 14 - Jan 15, 2026
Total with taxes and fees
Las Olas of Treasure Island #7

Las Olas of Treasure Island #8

Las Olas of Treasure Island #8
Sunshine Beach
$177 nightly
The price is $197
Jan 14 - Jan 15, 2026
Total with taxes and fees
Las Olas of Treasure Island #8

Las Olas of Treasure Island No 2

Las Olas of Treasure Island No 2
Sunshine Beach
$209 nightly
The price is $233
Jan 11 - Jan 12, 2026
Total with taxes and fees
Las Olas of Treasure Island No 2
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

Find out more about Anna Maria Island

Anna Maria Island B&B information

Number of reviews
41
Accommodation
0 B&B
Lowest Price
$197
Highest Price
$247

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Anna Maria Island?
Prices for B&Bs in Anna Maria Island often vary, but you can find a great deal from $197 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Anna Maria Island B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Anna Maria Island?
The best time to book a B&B in Anna Maria Island is during the spring months, particularly from March to May, when the weather is pleasantly warm and the island is alive with vibrant activity. This period is ideal for travelers seeking a mix of relaxation and adventure, as you can enjoy the stunning beaches, indulge in water sports, and explore the charming local shops and eateries.

During this peak season, temperatures typically range from the upper 60s to mid-80s Fahrenheit, creating superb conditions for outdoor activities like kayaking, paddleboarding, and leisurely beach days. The island's picturesque scenery is complemented by blooming flora, making it a particularly delightful time for sightseeing.

If you're looking for a more budget-friendly option, consider planning your visit in November. While it's less crowded, you'll still be able to enjoy beautiful weather and the chance to explore the area's natural wonders without the hustle and bustle of peak tourist season. This month often features pleasant temperatures in the low 70s, allowing for comfortable exploration of the island's stunning landscapes and wildlife.
What is the difference between a Anna Maria Island Bed & Breakfast and a hotel?
Every Anna Maria Island B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Anna Maria Island B&Bs.

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