Hot Anna Maria Cottage Rates

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Featured Cottages in Anna Maria

Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

Anna Maria
Stay at this cottage in Anna Maria. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Palmetto Avenue Beach and Island Players ...
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

Anna Maria
Stay at this cottage in Anna Maria. Enjoy private pools, patios, and cable/satellite TV service. Our guests praise the property condition in our reviews. Popular ...
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

Anna Maria
Book a stay at this family-friendly cottage in Anna Maria. Enjoy a fitness center, a garden, and concierge services. Popular attractions Anna Maria City Pier ...
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...
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Charming cottage in quiet area, close to beach & bay.

Charming cottage in quiet area, close to beach & bay.

Anna Maria
Stay at this cottage in Anna Maria. Enjoy a water park, a garden, and patios. Popular attractions Anna Maria Island Museum and Historical Park and Island Players ...
Charming cottage in quiet area, close to beach & bay.
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida

Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida

Anna Maria
Stay at this cottage in Anna Maria. Enjoy free WiFi, a water park, and a garden. Popular attractions Coquina Beach and Island Players are located nearby.
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida
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
Stay at this cottage in Anna Maria. Enjoy free WiFi, patios, and Netflix. Popular attractions Bay Boulevard Beach and Anna Maria City Pier are located ...
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Starfish Cottage - sleeps 4 guests  in 2 bedrooms

Starfish Cottage - sleeps 4 guests in 2 bedrooms

Anna Maria Island
Stay at this cottage in Anna Maria. Enjoy free WiFi, a water park, and a garden. Popular attractions Island Players and Anna Maria Island Museum and Historical ...
Starfish Cottage - sleeps 4 guests in 2 bedrooms
Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool

Anna Maria
Stay at this cottage in Anna Maria. Enjoy private pools, a water park, and cable/satellite TV service. Popular attractions Anna Maria Island Museum and Historical ...
Adorable Cottage with Covered Balconies and Private Pool
Shell Cottage - sleeps 2

Shell Cottage - sleeps 2

Anna Maria Island
Stay at this cottage in Anna Maria. Enjoy free WiFi, a water park, and patios. Popular attractions Island Players and Anna Maria Island Museum and Historical ...
Shell Cottage - sleeps 2
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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.

Anna Maria Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Anna Maria will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Anna Maria definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Anna Maria, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Anna Maria Cottages essential information

Accommodation
15 Cottages
Lowest Price
NZ$1,769
Highest Price
NZ$1,769
Popular accommodation
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK, Beautiful, well-maintained home w/ heated private pool - walk to beach & dining, Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the..., Charming cottage in quiet area, close to beach & bay. , Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida, Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay, Starfish Cottage - sleeps 4 guests in 2 bedrooms, Adorable Cottage with Covered Balconies and Private Pool, Shell Cottage - sleeps 2

Top trending hotels in Anna Maria

Canalfront Anna Maria Cottage w/ Pool & Hot Tub!

Canalfront Anna Maria Cottage w/ Pool & Hot Tub!

Anna Maria
Stay at this vacation home in Anna Maria. Enjoy private pools, tennis courts, and patios. Our guests praise the property condition in our reviews. Popular attractions ...
Canalfront Anna Maria Cottage w/ Pool & Hot Tub!
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Anna Maria
Stay at this condo in Anna Maria. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Bayfront Park and Anna Maria City ...
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

Holmes Beach
The price is NZ$1,769 per night from 14 Jan to 15 Jan
NZ$1,769
includes taxes & fees
14 Jan - 15 Jan 2025
Book a stay at this beach villa in Anna Maria. Enjoy a water park, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Anna Maria City ...
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Save an average of 15% on thousands of hotels when you're signed in
Dog-friendly home with amazing backyard, pool, spa, putting green & game room

Dog-friendly home with amazing backyard, pool, spa, putting green & game room

Anna Maria
Book a stay at this family-friendly vacation home in Anna Maria. Enjoy private pools, a garden, and patios. Popular attractions Bayfront Park and Historic Green ...
Dog-friendly home with amazing backyard, pool, spa, putting green & game room
Don't see what you're looking for?
See all available properties in Anna Maria
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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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^Subject to availability and chosen travel dates.