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

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Anna Maria City Pier

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1626 Best Vacation Rentals with Private Pool in Anna Maria City Pier (Starting from $324)

AM I Dreaming by AMI Locals
AM I Dreaming by AMI Locals
House
Anna Maria City Pier, Anna Maria, Florida, USA
0.1k from Anna Maria City Pier center

Parking, Internet, Kitchen, Pet Friendly, Pool, Private Pool, Wheelchair Accessible

3 Bedrooms6 Guests
New to Booking
$425
Average price / night
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Amazing 6 bed house on Anna Maria! Putt putt, heated pool and spa!
Amazing 6 bed house on Anna Maria! Putt putt, heated pool and spa!
House
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

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

6 Bedrooms12 Guests
9.8

Exceptional

12 reviews

$2189
Average price / night
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Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!
Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!
House
Anna Maria, FL, USA
0.3k from Anna Maria City Pier center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach

5 Bedrooms8 Guests
New to Booking
$920
Average price / night
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Luxe AMI Stay! Saltwater Pool and Rooftop Views
Luxe AMI Stay! Saltwater Pool and Rooftop Views
House
Anna Maria, FL, 34216, United States
0.1k from Anna Maria City Pier center

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

3 Bedrooms8 Guests
9.2

Superb

28 reviews

$1370
Average price / night
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Anna Maria's Finest
Anna Maria's Finest
House
Anna Maria, FL, USA
0.7k from Anna Maria City Pier center

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

3 Bedrooms6 Guests
8.2

Very Good

23 reviews

$891
Average price / night
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Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green
Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

5 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$1570
Average price / night
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Beach Front 2 Bedroom B
Beach Front 2 Bedroom B
House
Holmes Beach, FL, USA
2.6k from Anna Maria City Pier center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

2 Bedrooms6 Guests
New to Booking
$1034
Average price / night
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Magnolia Cottage: Private Pool, Near Beaches & Pine Ave
Magnolia Cottage: Private Pool, Near Beaches & Pine Ave
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

3 Bedrooms10 Guests
9.8

Exceptional

7 reviews

$917
Average price / night
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Anna Maria Island Retreat
Anna Maria Island Retreat
Apartment
Anna Maria, FL, USA
7.4k from Anna Maria City Pier center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

1 Bedroom6 Guests
6.7

Good

3 reviews

$532
Average price / night
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Luxury Beach House with Bay Views and Pool
Luxury Beach House with Bay Views and Pool
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$1833
Average price / night
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Aqua Paradise by AMI Locals
Aqua Paradise by AMI Locals
House
Anna Maria City Pier, Anna Maria, Florida, USA
8.4k from Anna Maria City Pier center

Parking, Pool, Private Pool, Internet, Child Friendly

7 Bedrooms18 Guests
9.0

Fabulous

2 reviews

$795
Average price / night
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Sea La Vie by Duncan Real Estate
Sea La Vie by Duncan Real Estate
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

3 Bedrooms6 Guests
New to Booking
$768
Average price / night
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102 6Th St S- Upstairs Home
102 6Th St S- Upstairs Home
House
Bradenton Beach, FL, USA
8.5k from Anna Maria City Pier center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
New to Booking
$324
Average price / night
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Decked Out: Steps to Bay & Beach, Pool, Games by Anna Maria Life Vacation Rentals
Decked Out: Steps to Bay & Beach, Pool, Games by Anna Maria Life Vacation Rentals
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$761
Average price / night
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75 Palms! Sleeps 23! Luxury 1 acre lot Pool and Spa, Putting Green & Game Room!
75 Palms! Sleeps 23! Luxury 1 acre lot Pool and Spa, Putting Green & Game Room!
House
Bradenton, FL, USA
9.6k from Anna Maria City Pier center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

10 Bedrooms23 Guests
New to Booking
$2086
Average price / night
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5BR Beach House • Pool • Walk to Pine Ave & Dining
5BR Beach House • Pool • Walk to Pine Ave & Dining
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms12 Guests
New to Booking
$1842
Average price / night
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Anapauo Beachhouse: Million dollar views of Tampa Bay!
Anapauo Beachhouse: Million dollar views of Tampa Bay!
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

4 Bedrooms10 Guests
9.8

Exceptional

42 reviews

$1310
Average price / night
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Dream Luxury Vacation Home with a Guest House, Private Pool, and Bay Views!
Dream Luxury Vacation Home with a Guest House, Private Pool, and Bay Views!
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

8 Bedrooms18 Guests
8.8

Fabulous

45 reviews

$1784
Average price / night
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Waterfront -Canal, Tampa Bay, Large Heated Pool, Tiki Bar, Minutes to the Beach!
Waterfront -Canal, Tampa Bay, Large Heated Pool, Tiki Bar, Minutes to the Beach!
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

5 Bedrooms14 Guests
9.8

Exceptional

131 reviews

$930
Average price / night
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Canario Cottage by Duncan Real Estate
Canario Cottage by Duncan Real Estate
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

9.4

Superb

13 reviews

$717
Average price / night
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Island in the Sun, luxury beach house,private pool
Island in the Sun, luxury beach house,private pool
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

AC, Dryer, Extra Bed, Free Parking, Internet, Laundry, Microwave, No Smoking, Patio

2 Bedrooms6 Guests
10.0

Exceptional

21 reviews

$824
Average price / night
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Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything
Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

3 Bedrooms8 Guests
9.6

Exceptional

76 reviews

$606
Average price / night
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AMI Bay Breeze: Heated pool, outdoor bar, beautifully updated
AMI Bay Breeze: Heated pool, outdoor bar, beautifully updated
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

3 Bedrooms8 Guests
10.0

Exceptional

39 reviews

$925
Average price / night
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AMI Breeze! Relaxed Luxury Near the Gulf!
AMI Breeze! Relaxed Luxury Near the Gulf!
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

2 Bedrooms4 Guests
9.6

Exceptional

10 reviews

$739
Average price / night
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Sand Trap by Beach Boutique Rentals
Sand Trap by Beach Boutique Rentals
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

4 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$1484
Average price / night
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AMI Escape! Dog Friendly with Pool, Ping Pong and Tiki Bar
AMI Escape! Dog Friendly with Pool, Ping Pong and Tiki Bar
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

4 Bedrooms8 Guests
9.2

Superb

10 reviews

$988
Average price / night
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Canal Front Home with Private Dock, Saltwater Pool, Kayaks - Magnolia Breeze
Canal Front Home with Private Dock, Saltwater Pool, Kayaks - Magnolia Breeze
House
Anna Maria, FL, 34216, United States
0.2k from Anna Maria City Pier center

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

3 Bedrooms6 Guests
9.6

Exceptional

29 reviews

$845
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 Private Pool in Anna Maria City Pier.

Where to stay in Anna Maria City Pier? Best neighborhoods & areas

Anna Maria City Pier Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 1626 verified vacation rentals with a private pool in Anna Maria City Pier. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Anna Maria City Pier vary depending on the property size, location, and travel season. Rates typically start from around $324 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Anna Maria City Pier also welcome pets. Currently, 22 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Anna Maria City Pier often include additional features such as Pool, Private Pool, and Internet. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Anna Maria City Pier include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.