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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Anna Maria Sound

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4402 Best Vacation Rentals with Pool 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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Coastal Getaway - Sea Glass Villa by SeaBreeze Vacation
Coastal Getaway - Sea Glass Villa by SeaBreeze Vacation
Condo
Holmes Beach, FL, 34217, United States
0.7k from Anna Maria Sound center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$339
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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Charming 2-bedroom condo with WiFi, AC in serene Holmes Beach  Walk to the beach
Charming 2-bedroom condo with WiFi, AC in serene Holmes Beach Walk to the beach
Condo
Holmes Beach, FL, 34217, United States
0.8k from Anna Maria Sound center

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

2 Bedrooms6 Guests
New to Booking
$276
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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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 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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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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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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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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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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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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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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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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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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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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Sirena Del Mar
Sirena Del Mar
House
Holmes Beach, FL, USA
1.0k from Anna Maria Sound center

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

3 Bedrooms6 Guests
New to Booking
$465
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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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
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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
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On The Rocks- Luxury 8 bedrooms on the bay with dock, pool and spa!!!
On The Rocks- Luxury 8 bedrooms on the bay with dock, pool and spa!!!
House
Bradenton Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub

8 Bedrooms18 Guests
10.0

Exceptional

2 reviews

$1102
Average price / night
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Sunstoppable: Luxury Rental with Pool, Spa, Roof
Sunstoppable: Luxury Rental with Pool, Spa, Roof
House
Bradenton Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

AC, Barbecue, Dryer, Heater, Hot Tub, Internet, Microwave, No Smoking, Pool

7 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$1461
Average price / night
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Beachside 2BR AMI Villa with Pool Access
Beachside 2BR AMI Villa with Pool Access
Villa
Holmes Beach, FL, 34217, United States
0.9k from Anna Maria Sound center

AC, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

2 Bedrooms6 Guests
8.0

Good

1 reviews

$276
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 with Pool in Anna Maria Sound.

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

Anna Maria Sound Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 4402 verified vacation rentals with a pool in Anna Maria Sound. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Anna Maria Sound vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $129 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Anna Maria Sound offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Anna Maria Sound welcome pets. Currently, 31 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Anna Maria Sound often include additional outdoor features such as Pool, Fireplace/Heating, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Anna Maria Sound offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.