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

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  5.  Sarasota
  6.  Historic Green Village

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3667 Best Vacation Rentals in Historic Green Village (Starting from $321)

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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Jersey Girl home
Jersey Girl home
House
Anna Maria, FL, USA
0.1k from Historic Green Village center

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

5 Bedrooms12 Guests
New to Booking
$1584
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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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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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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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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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
House
Anna Maria, FL, 34216, United States
0.1k from Historic Green Village center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
8.2

Very Good

33 reviews

$321
Average price / night
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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 Historic Green Village.

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

Historic Green Village Vacation Rentals on the Map

Frequently Asked Questions

You can explore 3667 verified vacation rentals in Historic Green Village. 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 Historic Green Village vary depending on the season, property size, and location. Rates typically start from around $321 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 Historic Green Village 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 Historic Green Village welcome pets. Currently, 55 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 Historic Green Village often include amenities such as Pool, Fireplace/Heating, 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.