Vacation Rentals with Private Pool in Historic Green Village, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Historic Green Village

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1624 Best Vacation Rentals with Private Pool in Historic Green Village (Starting from $324)

AM I Dreaming by AMI Locals
AM I Dreaming by AMI Locals
House
Historic Green Village, Anna Maria, Florida, USA
0.2k from Historic Green Village 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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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
0.0k from Historic Green Village 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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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 Historic Green Village 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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Jersey Girl by Duncan Real Estate
Jersey Girl by Duncan Real Estate
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

5 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1179
Average price / night
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Anna Maria's Finest
Anna Maria's Finest
House
Anna Maria, FL, USA
0.6k from Historic Green Village 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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Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!
Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

6 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$3361
Average price / night
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Beach Front 2 Bedroom B
Beach Front 2 Bedroom B
House
Holmes Beach, FL, USA
2.5k from Historic Green Village 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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Welcome to Island Sea-Cret!
Welcome to Island Sea-Cret!
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$669
Average price / night
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Anna Maria Island Retreat
Anna Maria Island Retreat
Apartment
Anna Maria, FL, USA
7.3k from Historic Green Village 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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Sun and Spring by Beach Boutique Rentals
Sun and Spring by Beach Boutique Rentals
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1250
Average price / night
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Aqua Paradise by AMI Locals
Aqua Paradise by AMI Locals
House
Historic Green Village, Anna Maria, Florida, USA
8.3k from Historic Green Village center

Parking, Pool, Private Pool, Internet, Child Friendly

7 Bedrooms18 Guests
9.0

Fabulous

2 reviews

$795
Average price / night
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Jersey Gal by Duncan Real Estate
Jersey Gal by Duncan Real Estate
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

3 Bedrooms8 Guests
New to Booking
$799
Average price / night
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102 6Th St S- Upstairs Home
102 6Th St S- Upstairs Home
House
Bradenton Beach, FL, USA
8.4k from Historic Green Village 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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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 Historic Green Village 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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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
9.7k from Historic Green Village 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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Chilli Fish by Duncan Real Estate
Chilli Fish by Duncan Real Estate
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

4 Bedrooms8 Guests
New to Booking
$800
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
0.1k from Historic Green Village 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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Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals
Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

2 Bedrooms4 Guests
10.0

Exceptional

65 reviews

$862
Average price / night
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Mermaid Cove: Updated Forida Cottage w/pool, hot tub
Mermaid Cove: Updated Forida Cottage w/pool, hot tub
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

3 Bedrooms6 Guests
9.8

Exceptional

37 reviews

$884
Average price / night
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Sharks Eye- Original island cottage on historic Pine Ave.
Sharks Eye- Original island cottage on historic Pine Ave.
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

2 Bedrooms6 Guests
9.6

Exceptional

28 reviews

$631
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
0.1k from Historic Green Village 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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Tropical Island Sea-Cret. Now Remodeled.  New floors and paint. New pictures.
Tropical Island Sea-Cret. Now Remodeled. New floors and paint. New pictures.
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

3 Bedrooms6 Guests
9.8

Exceptional

37 reviews

$836
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
0.1k from Historic Green Village 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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Stunning new luxury home, pool and spa, walk to the beach! Summer awaits!
Stunning new luxury home, pool and spa, walk to the beach! Summer awaits!
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

6 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$1270
Average price / night
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Shady Mango by Duncan Real Estate
Shady Mango by Duncan Real Estate
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

2 Bedrooms6 Guests
9.6

Exceptional

10 reviews

$714
Average price / night
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Private Home with Pool, Outdoor Dining and Grill! Close to Beach and Pine Ave!
Private Home with Pool, Outdoor Dining and Grill! Close to Beach and Pine Ave!
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

4 Bedrooms8 Guests
9.4

Superb

31 reviews

$571
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
0.1k from Historic Green Village center

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

4 Bedrooms8 Guests
9.2

Superb

10 reviews

$988
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 Historic Green Village.

Where to stay in Historic Green Village? Best neighborhoods & areas

Historic Green Village Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 1624 verified vacation rentals with a private pool in Historic Green Village. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Historic Green Village 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 Historic Green Village also welcome pets. Currently, 20 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 Historic Green Village often include additional features such as Pool, Private Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Historic Green Village 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.