Cottage Rentals in Anna Maria Sound, FL: Compare 10+ Sites & Save

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128 Best Cottage Rentals in Anna Maria Sound (Starting from $129)

Villa Salt + Sea – Anna Maria Island
Villa Salt + Sea – Anna Maria Island
Cottage
Bradenton Beach, FL, 34217, United States
0.8k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$129
Average price / night
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Charming, Family Friendly Newly Renovated Duplex on Holmes Beach
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach
Cottage
Holmes Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.4

Superb

10 reviews

$322
Average price / night
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Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
Cottage
Holmes Beach, FL, 34217, United States
1.0k from Anna Maria Sound center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$407
Average price / night
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Charming Ground Level Resort Style 3 unit Condo  - unit C
Charming Ground Level Resort Style 3 unit Condo - unit C
Cottage
Holmes Beach, FL, 34217, United States
1.0k from Anna Maria Sound center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.6

Exceptional

19 reviews

$337
Average price / night
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Beachy Duplex Retreat: Pine Key & Pelican’s Nest!
Beachy Duplex Retreat: Pine Key & Pelican’s Nest!
Cottage
Bradenton Beach, FL, 34217, United States
1.1k from Anna Maria Sound center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms10 Guests
New to Booking
$820
Average price / night
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The Pelican’s Nest – Cozy Stay Near the Beach
The Pelican’s Nest – Cozy Stay Near the Beach
Cottage
Bradenton Beach, FL, 34217, United States
1.1k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$336
Average price / night
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Stay at Pine Key- A Cozy Beach Cottage Retreat!
Stay at Pine Key- A Cozy Beach Cottage Retreat!
Cottage
Bradenton Beach, FL, 34217, United States
1.1k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$433
Average price / night
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GREAT COTTAGE w/Heated Pool, Dog- See Note - Allowed, FREE WiFi/Trolley, Steps to Beach, Dining...
GREAT COTTAGE w/Heated Pool, Dog- See Note - Allowed, FREE WiFi/Trolley, Steps to Beach, Dining...
Cottage
Holmes Beach, FL, 34217, United States
1.2k from Anna Maria Sound center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

38 reviews

$493
Average price / night
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Historic beach cottage with private pool - walk 1 block to beach & free trolley
Historic beach cottage with private pool - walk 1 block to beach & free trolley
Cottage
Holmes Beach, FL, 34217, United States
1.2k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms5 Guests
9.0

Fabulous

48 reviews

$760
Average price / night
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Tropical Paradise On The Beach               Permit VRC17-000168
Tropical Paradise On The Beach Permit VRC17-000168
Cottage
Holmes Beach, FL, 34217, United States
1.2k from Anna Maria Sound center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.2

Superb

150 reviews

$376
Average price / night
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Tropical Paradise Cottage on the Beach            VRC17-000167
Tropical Paradise Cottage on the Beach VRC17-000167
Cottage
Holmes Beach, FL, 34217, United States
1.2k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
9.2

Superb

110 reviews

$340
Average price / night
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Relaxed Quiet Private Get Away
Relaxed Quiet Private Get Away
Cottage
Bradenton Beach, FL, 34217, United States
1.2k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

63 reviews

$217
Average price / night
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END OF SUMMER SPECIAL- Private patio-Central location & trolley-3min to beach
END OF SUMMER SPECIAL- Private patio-Central location & trolley-3min to beach
Cottage
Holmes Beach, FL, 34217, United States
1.2k from Anna Maria Sound center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

92 reviews

$338
Average price / night
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END OF SUMMER RATES! Cozy cottage central location-Private patio-3 min to beach!
END OF SUMMER RATES! Cozy cottage central location-Private patio-3 min to beach!
Cottage
Holmes Beach, FL, 34217, United States
1.2k from Anna Maria Sound center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

68 reviews

$314
Average price / night
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Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool
Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool
Cottage
Bradenton Beach, FL, 34217, United States
1.4k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$344
Average price / night
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Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
Cottage
Bradenton Beach, FL, 34217, United States
1.5k from Anna Maria Sound center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
9.2

Superb

17 reviews

$288
Average price / night
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Coastal Charm Meets Cottage Chic! Sparkling  Pool/Spa *4 Doors To The Beach*
Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*
Cottage
Holmes Beach, FL, 34217, United States
1.5k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

99 reviews

$972
Average price / night
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Romantic Island Getaway! Just Steps from the Beach
Romantic Island Getaway! Just Steps from the Beach
Cottage
Bradenton Beach, FL, 34217, United States
1.6k from Anna Maria Sound center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
8.8

Fabulous

3 reviews

$713
Average price / night
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Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too
Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too
Cottage
Bradenton Beach, FL, 34217, United States
1.6k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$355
Average price / night
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Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Cottage
Holmes Beach, FL, 34217, United States
1.7k from Anna Maria Sound center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
9.8

Exceptional

103 reviews

$372
Average price / night
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Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Cottage
Holmes Beach, FL, 34217, United States
1.7k from Anna Maria Sound center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

93 reviews

$377
Average price / night
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Beach across the road, pool a few steps out the door of this charming cottage.
Beach across the road, pool a few steps out the door of this charming cottage.
Cottage
Bradenton Beach, FL, 34217, United States
1.7k from Anna Maria Sound center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

81 reviews

$318
Average price / night
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Sailfish Gulf Suites #1, Beachfront, Steps to the Sand
Sailfish Gulf Suites #1, Beachfront, Steps to the Sand
Cottage
Holmes Beach, FL, 34217, United States
1.7k from Anna Maria Sound center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

19 reviews

$606
Average price / night
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Sailfish Gulf Suites #2, Beachfront, Steps to the Sand
Sailfish Gulf Suites #2, Beachfront, Steps to the Sand
Cottage
Holmes Beach, FL, 34217, United States
1.7k from Anna Maria Sound center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

21 reviews

$637
Average price / night
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Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach
Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach
Cottage
Holmes Beach, FL, 34217, United States
1.7k from Anna Maria Sound center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

25 reviews

$565
Average price / night
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Sailfish Gulf Suites #4, Garden Views, Steps from the Beach
Sailfish Gulf Suites #4, Garden Views, Steps from the Beach
Cottage
Holmes Beach, FL, 34217, United States
1.7k from Anna Maria Sound center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

26 reviews

$376
Average price / night
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Ty's Canal Cottage
Ty's Canal Cottage
Cottage
Cortez, FL, 34215, United States
2.1k from Anna Maria Sound center

AC, Internet, No Smoking

1 Bedroom4 Guests
9.8

Exceptional

18 reviews

$173
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Cottage Rentals in Anna Maria Sound.

Where to stay in Anna Maria Sound? Best neighborhoods & areas

Anna Maria Sound Cottage Rentals on the Map

Frequently Asked Questions

You can explore 128 verified cottage rentals in Anna Maria Sound. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Anna Maria Sound vary based on the season, location, and amenities offered. Rates typically start from around $129 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Anna Maria Sound feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 25 listings in Anna Maria Sound welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Anna Maria Sound are known for their comfort and charm, often including amenities such as Bedding/Linens, Kitchen, and Laundry. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Anna Maria Sound are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.