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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Historic Green Village

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3431 Best Vacation Rentals with Pool in Historic Green Village (Starting from $302)

Sunrise Garden Resort
Sunrise Garden Resort
Apartment
Anna Maria, FL, USA
0.1k from Historic Green Village center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Self-catering, Accessible hotels, Beach rentals

22 Bedrooms65 Guests
8.0

Good

178 reviews

$378
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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Covey Cottage
Covey Cottage
House
Anna Maria, FL, USA
0.1k from Historic Green Village center

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

3 Bedrooms7 Guests
New to Booking
$604
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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Spring Haven
Spring Haven
House
Anna Maria, FL, USA
0.1k from Historic Green Village center

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

3 Bedrooms8 Guests
New to Booking
$386
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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AMI Breeze
AMI Breeze
House
Anna Maria, FL, USA
0.1k from Historic Green Village center

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

2 Bedrooms6 Guests
5.0

Review score

2 reviews

$1122
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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Oar House
Oar House
House
Anna Maria, FL, USA
0.1k from Historic Green Village center

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

6 Bedrooms8 Guests
New to Booking
$1167
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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Cabana Breeze
Cabana Breeze
House
Anna Maria, FL, USA
0.1k from Historic Green Village center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$852
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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Lighthouse Lagoon
Lighthouse Lagoon
House
Anna Maria, FL, USA
0.1k from Historic Green Village center

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

5 Bedrooms12 Guests
New to Booking
$1356
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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Whispering Whale Retreat
Whispering Whale Retreat
House
Anna Maria, FL, USA
0.1k from Historic Green Village center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$630
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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Kays Landing - 423
Kays Landing - 423
House
Anna Maria, FL, USA
0.1k from Historic Green Village center

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

1 Bedroom8 Guests
New to Booking
$795
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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South Bay Inn
South Bay Inn
Apartment
Anna Maria, FL, USA
0.1k from Historic Green Village center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

4 Bedrooms8 Guests
9.3

Superb

34 reviews

$378
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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Spring has Arrived!
Spring has Arrived!
House
Historic Green Village, Anna Maria, Florida, USA
0.1k from Historic Green Village center

Parking, Balcony/Terrace, Kitchen, Air Conditioner, Internet, Pool, Child Friendly

3 Bedrooms8 Guests
New to Booking
$1194
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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Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Condo
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

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

1 Bedroom2 Guests
8.0

Good

29 reviews

$302
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 Historic Green Village.

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

Historic Green Village Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3431 verified vacation rentals with a pool in Historic Green Village. 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 Historic Green Village vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $302 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Historic Green Village 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 Historic Green Village welcome pets. Currently, 58 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 Historic Green Village 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 Historic Green Village 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.