Cottage Rentals in Shoreland Woods, FL: Compare 10+ Sites & Save

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65 Best Cottage Rentals in Shoreland Woods (Starting from $123)

'Vintage Mermaid Cottage' 4 Mi to Siesta Key Beach
'Vintage Mermaid Cottage' 4 Mi to Siesta Key Beach
Cottage
Sarasota, FL, 34239, United States
0.2k from Shoreland Woods center

AC, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio, TV

2 Bedrooms6 Guests
New to Booking
$189
Average price / night
Check Availability
Studio House in Prime Location - close to Siesta Key Beach and Downtown
Studio House in Prime Location - close to Siesta Key Beach and Downtown
Cottage
Sarasota, FL, 34239, United States
0.2k from Shoreland Woods center

AC, Barbecue, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$147
Average price / night
Check Availability
Casa Eli - Lovely Cottage
Casa Eli - Lovely Cottage
Cottage
Sarasota, FL, 34231, United States
1.1k from Shoreland Woods center

AC, Dryer, Free Parking, Heater, Internet, No Smoking, Outdoor Space, Toys, TV

2 Bedrooms4 Guests
9.2

Superb

35 reviews

$193
Average price / night
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Lil John Coastal Cottage Near Siesta Key Beach
Lil John Coastal Cottage Near Siesta Key Beach
Cottage
Sarasota, FL, 34231, United States
1.2k from Shoreland Woods center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$165
Average price / night
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Inviting Sarasota Cottage: 5 Mi to Beach Access!
Inviting Sarasota Cottage: 5 Mi to Beach Access!
Cottage
Sarasota, FL, 34231, United States
1.5k from Shoreland Woods center

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

1 Bedroom3 Guests
7.8

Good

6 reviews

$144
Average price / night
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Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
Cottage
Sarasota, FL, 34231, United States
1.5k from Shoreland Woods center

AC, Crib, Dryer, Free Parking, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

2 Bedrooms5 Guests
10.0

Exceptional

34 reviews

$215
Average price / night
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Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
Cottage
Sarasota, FL, 34239, United States
1.8k from Shoreland Woods center

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

3 Bedrooms6 Guests
9.8

Exceptional

78 reviews

$347
Average price / night
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Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
Cottage
Sarasota, FL, 34239, United States
1.8k from Shoreland Woods center

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

2 Bedrooms4 Guests
9.6

Exceptional

14 reviews

$156
Average price / night
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Tranquil Cottage close walk to SMH, 5 miles from Siesta Key
Tranquil Cottage close walk to SMH, 5 miles from Siesta Key
Cottage
Sarasota, FL, 34239, United States
2.4k from Shoreland Woods center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
New to Booking
$123
Average price / night
Check Availability
Cozy 2 Bed, 1 Bath cottage close to Downtown Sarasota and the Beaches
Cozy 2 Bed, 1 Bath cottage close to Downtown Sarasota and the Beaches
Cottage
Sarasota, FL, 34239, United States
2.4k from Shoreland Woods center

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

2 Bedrooms4 Guests
9.6

Exceptional

34 reviews

$180
Average price / night
Check Availability
1-bedroom cottage just 10 minutes from Siesta Key Beach
1-bedroom cottage just 10 minutes from Siesta Key Beach
Cottage
Sarasota, FL, 34239, United States
2.4k from Shoreland Woods center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

1 Bedroom2 Guests
9.2

Superb

41 reviews

$160
Average price / night
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5 star Guest House heated pool on the water!
5 star Guest House heated pool on the water!
Cottage
Sarasota, FL, 34231, United States
2.5k from Shoreland Woods center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area

1 Bedroom5 Guests
New to Booking
$310
Average price / night
Check Availability
Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool.
Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool.
Cottage
Siesta Key, FL, 34242, United States
2.6k from Shoreland Woods center

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

1 Bedroom2 Guests
9.4

Superb

82 reviews

$464
Average price / night
Check Availability
Cozy Cottage centrally located in beautiful Sarasota Florida.
Cozy Cottage centrally located in beautiful Sarasota Florida.
Cottage
Sarasota, FL, 34231, United States
2.7k from Shoreland Woods center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Patio

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$133
Average price / night
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Charming Vintage Gem in Sarasota
Charming Vintage Gem in Sarasota
Cottage
Sarasota, FL, 34231, United States
2.9k from Shoreland Woods center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$130
Average price / night
Check Availability
The Cottage Next Door Best Downtown location in Sarasota
The Cottage Next Door Best Downtown location in Sarasota
Cottage
Sarasota, FL, 34236, United States
2.9k from Shoreland Woods center

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

2 Bedrooms4 Guests
10.0

Exceptional

30 reviews

$355
Average price / night
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Lido Key Getaway - Bikes & Beach Gear
Lido Key Getaway - Bikes & Beach Gear
Cottage
Sarasota, FL, 34236, United States
3.0k from Shoreland Woods center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$11362
Average price / night
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SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
Cottage
Sarasota, FL, 34236, United States
3.1k from Shoreland Woods center

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

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$150
Average price / night
Check Availability
Mi Casa  Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota
Mi Casa Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota
Cottage
Sarasota, FL, 34237, United States
3.1k from Shoreland Woods center

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

1 Bedroom2 Guests
9.8

Exceptional

12 reviews

$132
Average price / night
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Charming Beach Bungalow with Private Pool and steps away from the Beach!
Charming Beach Bungalow with Private Pool and steps away from the Beach!
Cottage
Sarasota, FL, 34236, United States
3.3k from Shoreland Woods center

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

2 Bedrooms6 Guests
10.0

Exceptional

148 reviews

$615
Average price / night
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Historic Home with Hot Tub, Steps from Lido Beach - Ringling Cottage
Historic Home with Hot Tub, Steps from Lido Beach - Ringling Cottage
Cottage
Lido Key, FL, 34236, United States
3.4k from Shoreland Woods center

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

2 Bedrooms4 Guests
9.8

Exceptional

6 reviews

$304
Average price / night
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Sea Spray Play | Ultimate Beach Escape, Steps from the Sand & St. Armands Cir
Sea Spray Play | Ultimate Beach Escape, Steps from the Sand & St. Armands Cir
Cottage
Sarasota, FL, 34236, United States
3.5k from Shoreland Woods center

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

2 Bedrooms6 Guests
9.0

Fabulous

87 reviews

$434
Average price / night
Check Availability
Mermaid for a Day | Your Lively Lido Beach Studio Retreat, Steps to Sand
Mermaid for a Day | Your Lively Lido Beach Studio Retreat, Steps to Sand
Cottage
Sarasota, FL, 34236, United States
3.5k from Shoreland Woods center

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

1 Bedroom4 Guests
8.8

Fabulous

90 reviews

$275
Average price / night
Check Availability
Welcoming spacious Beach Cottage in  Sarasota near Siesta Key  w/ Luxury Decor
Welcoming spacious Beach Cottage in Sarasota near Siesta Key w/ Luxury Decor
Cottage
Sarasota, FL, 34231, United States
3.5k from Shoreland Woods center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$158
Average price / night
Check Availability
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
Cottage
Sarasota, FL, 34236, United States
3.6k from Shoreland Woods center

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

1 Bedroom2 Guests
10.0

Exceptional

87 reviews

$221
Average price / night
Check Availability
Exquisite Small Cottage  Minutes to Siesta Key
Exquisite Small Cottage Minutes to Siesta Key
Cottage
Siesta Key, FL, 34231, United States
3.6k from Shoreland Woods center

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

1 Bedroom2 Guests
8.0

Good

1 reviews

$131
Average price / night
Check Availability
Welcome to our cottages 1 mile from the Gorgeous White Siesta Key Beach
Welcome to our cottages 1 mile from the Gorgeous White Siesta Key Beach
Cottage
Sarasota, FL, 34231, United States
3.7k from Shoreland Woods center

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

1 Bedroom3 Guests
9.2

Superb

5 reviews

$142
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 Cottage Rentals in Shoreland Woods.

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Frequently Asked Questions

You can explore 65 verified cottage rentals in Shoreland Woods. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Shoreland Woods vary based on the season, location, and amenities offered. Rates typically start from around $123 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Shoreland Woods feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 28 listings in Shoreland Woods welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Shoreland Woods are known for their comfort and charm, often including amenities such as Bedding/Linens, Fireplace/Heating, and Laundry. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Shoreland Woods are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.