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

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  4.  Florida
  5.  Anna Maria Sound

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4707 Best Vacation Rentals in Anna Maria Sound (Starting from $129)

Come Sail A Bay, canal front with dock, 3 beds and 3 baths, single level
Come Sail A Bay, canal front with dock, 3 beds and 3 baths, single level
House
Holmes Beach, FL, USA
0.8k from Anna Maria Sound center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Hot tubs

3 Bedrooms6 Guests
New to Booking
$470
Average price / night
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Water Front/Heated Pool/Dock/Walk To Beach/Self Check In-Out/High cleaning/WiFi.
Water Front/Heated Pool/Dock/Walk To Beach/Self Check In-Out/High cleaning/WiFi.
House
Holmes Beach, FL, 34217, United States
0.6k from Anna Maria Sound center

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

4 Bedrooms8 Guests
8.6

Fabulous

8 reviews

$753
Average price / night
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Swizzle On The Sound
Swizzle On The Sound
House
Holmes Beach, FL, USA
0.9k from Anna Maria Sound center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$550
Average price / night
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Bayview Beach Escape is a canal front 3 bedroom 2.5 bath pool home nestled on a
Bayview Beach Escape is a canal front 3 bedroom 2.5 bath pool home nestled on a
House
Holmes Beach, FL, 34217, United States
0.7k from Anna Maria Sound center

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

3 Bedrooms6 Guests
New to Booking
$279
Average price / night
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Sunny Daydream - West
Sunny Daydream - West
House
Bradenton Beach, FL, USA
0.9k from Anna Maria Sound center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
9.5

Superb

2 reviews

$397
Average price / night
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Waterfront Luxury | Walk to Beach + Heated Pool/Spa
Waterfront Luxury | Walk to Beach + Heated Pool/Spa
House
Holmes Beach, FL, 34217, United States
0.8k from Anna Maria Sound center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1155
Average price / night
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Sunny Daydream - East
Sunny Daydream - East
House
Bradenton Beach, FL, USA
0.9k from Anna Maria Sound center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
New to Booking
$603
Average price / night
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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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Sunstoppable
Sunstoppable
House
FL, USA
0.9k from Anna Maria Sound center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

7 Bedrooms13 Guests
New to Booking
$1165
Average price / night
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510 Bayview -  Anna Maria Island - Private home 5 Bedroom / 5 Bath with private pool  , maximum occupancy of 6 people.
510 Bayview - Anna Maria Island - Private home 5 Bedroom / 5 Bath with private pool , maximum occupancy of 6 people.
House
Holmes Beach, FL, 34217, United States
0.8k from Anna Maria Sound center

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

1 Bedroom6 Guests
9.8

Exceptional

6 reviews

$1070
Average price / night
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Sunny Daydreams
Sunny Daydreams
House
Bradenton Beach, FL, USA
0.9k from Anna Maria Sound center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$869
Average price / night
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Anthony Beach Cottages - Island Retreat Heated pool home w/ 4 bedrooms 3 baths
Anthony Beach Cottages - Island Retreat Heated pool home w/ 4 bedrooms 3 baths
House
Holmes Beach, FL, 34217, United States
0.8k from Anna Maria Sound center

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

4 Bedrooms8 Guests
8.0

Good

11 reviews

$318
Average price / night
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Brand-New Luxury Rental with Pool Spa Rooftop
Brand-New Luxury Rental with Pool Spa Rooftop
House
Ilexhurst, FL, USA
0.9k from Anna Maria Sound center

Luxury, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

1 Bedroom16 Guests
New to Booking
$1547
Average price / night
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Cortez Beach Retreat \"Poolside\" - $150,000 Pool + Hot Tub, Dog-friendly
Cortez Beach Retreat \"Poolside\" - $150,000 Pool + Hot Tub, Dog-friendly
House
Bradenton Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

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

3 Bedrooms6 Guests
9.6

Exceptional

69 reviews

$456
Average price / night
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Sunshine & Good Times managed by Beach Retreats
Sunshine & Good Times managed by Beach Retreats
House
Bradenton Beach, FL, USA
1.0k from Anna Maria Sound center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

4 Bedrooms8 Guests
New to Booking
$1465
Average price / night
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Renovated walk-up duplex with private pool & outdoor lounge - walk to beach
Renovated walk-up duplex with private pool & outdoor lounge - walk to beach
House
Bradenton Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

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

2 Bedrooms5 Guests
9.8

Exceptional

13 reviews

$447
Average price / night
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You, Me and the Sea AMI
You, Me and the Sea AMI
House
Holmes Beach, FL, USA
1.0k from Anna Maria Sound center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$1483
Average price / night
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2B/2B on Anna Maria Island 3 blocks from the Beach
2B/2B on Anna Maria Island 3 blocks from the Beach
House
Holmes Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$175
Average price / night
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Walking on Sunshine
Walking on Sunshine
House
Holmes Beach, FL, USA
1.0k from Anna Maria Sound center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$1122
Average price / night
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Walk-up duplex near beach with on-site pool & outdoor area - renovated interior
Walk-up duplex near beach with on-site pool & outdoor area - renovated interior
House
Bradenton Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

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

2 Bedrooms5 Guests
8.4

Very Good

7 reviews

$460
Average price / night
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Waters Edge Cottage
Waters Edge Cottage
House
Bradenton Beach, FL, USA
1.0k from Anna Maria Sound center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$684
Average price / night
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Full duplex with private pool, outdoor area, renovated interior, & 2 kitchens
Full duplex with private pool, outdoor area, renovated interior, & 2 kitchens
House
Bradenton Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

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

4 Bedrooms10 Guests
9.6

Exceptional

4 reviews

$1252
Average price / night
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Seashore Castle
Seashore Castle
House
Bradenton Beach, FL, USA
1.0k from Anna Maria Sound center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$510
Average price / night
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Bradenton Beach 3BR • Balcony & Easy Beach Access
Bradenton Beach 3BR • Balcony & Easy Beach Access
Apartment
Bradenton Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

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

3 Bedrooms7 Guests
New to Booking
$626
Average price / night
Check Availability
Walk to Bradenton Beach 3rd-Floor Beach Retreat w/ Deck
Walk to Bradenton Beach 3rd-Floor Beach Retreat w/ Deck
Apartment
Bradenton Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

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

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$647
Average price / night
Check Availability
Palm Breeze-Bradenton Unit B
Palm Breeze-Bradenton Unit B
House
Bradenton Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
6.8

Good

9 reviews

$569
Average price / night
Check Availability
Avail 5-1, 5-12, 7-11, 8-2, Save 50%! HEATED POOL~Steps to beach!Free trolley!
Avail 5-1, 5-12, 7-11, 8-2, Save 50%! HEATED POOL~Steps to beach!Free trolley!
House
Holmes Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$678
Average price / night
Check Availability

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 Vacation Rentals in Anna Maria Sound.

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Frequently Asked Questions

You can explore 4707 verified vacation rentals in Anna Maria Sound. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Anna Maria Sound vary depending on the season, property size, and location. Rates typically start from around $129 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Anna Maria Sound include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Anna Maria Sound welcome pets. Currently, 39 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Anna Maria Sound often include amenities such as Fireplace/Heating, Pool, and Laundry. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.