Cottage Rentals in Bay Harbor Estates, FL: Compare 10+ Sites & Save

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  5.  Port Charlotte - Charlotte Harbor

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37 Best Cottage Rentals in Bay Harbor Estates (Starting from $98)

Tropical Garden Cottage only 3 miles to beautiful Englewood Beach. Pet-friendly!
Tropical Garden Cottage only 3 miles to beautiful Englewood Beach. Pet-friendly!
Cottage
Englewood, FL, 34224, United States
1.3k from Bay Harbor Estates center

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

1 Bedroom2 Guests
New to Booking
$98
Average price / night
Check Availability
MINUTES from MANASOTA KEY beaches! Quaint & Charming! Bird Watching!Pet Friendly
MINUTES from MANASOTA KEY beaches! Quaint & Charming! Bird Watching!Pet Friendly
Cottage
Englewood, FL, 34223, United States
1.4k from Bay Harbor Estates center

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

1 Bedroom5 Guests
10.0

Exceptional

98 reviews

$180
Average price / night
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Sunset View on Lemon Bay - Duplex property- Starfish Cottage. A couples get away
Sunset View on Lemon Bay - Duplex property- Starfish Cottage. A couples get away
Cottage
Englewood, FL, 34224, United States
1.8k from Bay Harbor Estates center

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

2 Bedrooms2 Guests
10.0

Exceptional

57 reviews

$212
Average price / night
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Sunset view on Lemon Bay -  Duplex property - Seahorse Cottage. Couples get away
Sunset view on Lemon Bay - Duplex property - Seahorse Cottage. Couples get away
Cottage
Englewood, FL, 34224, United States
1.8k from Bay Harbor Estates center

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

2 Bedrooms4 Guests
10.0

Exceptional

90 reviews

$231
Average price / night
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Adorable Cottages on Lemon Bay
Adorable Cottages on Lemon Bay
Cottage
Englewood, FL, 34223, United States
2.2k from Bay Harbor Estates center

AC, Heater, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$146
Average price / night
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Cottage with docks on Lemon Bay
Cottage with docks on Lemon Bay
Cottage
Englewood, FL, 34223, United States
2.3k from Bay Harbor Estates center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
7.8

Good

6 reviews

$147
Average price / night
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Beachy Cottage near Manasota Key
Beachy Cottage near Manasota Key
Cottage
Englewood, FL, 34223, United States
2.3k from Bay Harbor Estates center

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

2 Bedrooms4 Guests
8.0

Good

10 reviews

$207
Average price / night
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close to Englewood Beach: Cozy Duplex w/ Lanai!
close to Englewood Beach: Cozy Duplex w/ Lanai!
Cottage
Englewood, FL, 34223, United States
2.7k from Bay Harbor Estates center

AC, Barbecue, Crib, Dryer, Internet, Kitchen, Microwave, No Smoking, Toys

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$157
Average price / night
Check Availability
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Cottage
Englewood, FL, 34223, United States
2.9k from Bay Harbor Estates center

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

1 Bedroom4 Guests
10.0

Exceptional

5 reviews

$465
Average price / night
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2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Cottage
Englewood, FL, 34223, United States
2.9k from Bay Harbor Estates center

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

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$467
Average price / night
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Piping Plover on the Key, Nautical and Nice, Paddles away!
Piping Plover on the Key, Nautical and Nice, Paddles away!
Cottage
Englewood, FL, 34223, United States
3.0k from Bay Harbor Estates center

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

2 Bedrooms6 Guests
10.0

Exceptional

42 reviews

$300
Average price / night
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Emerald Palms Unit 2
Emerald Palms Unit 2
Cottage
Englewood, FL, 34223, United States
3.0k from Bay Harbor Estates center

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

1 Bedroom2 Guests
New to Booking
$155
Average price / night
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Casa Amistad 1 - Third House From the Beach
Casa Amistad 1 - Third House From the Beach
Cottage
Englewood, FL, 34223, United States
3.0k from Bay Harbor Estates center

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

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$374
Average price / night
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Emerald Palms Unit 4
Emerald Palms Unit 4
Cottage
Englewood, FL, 34223, United States
3.1k from Bay Harbor Estates center

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

1 Bedroom2 Guests
4.0

Review score

1 reviews

$157
Average price / night
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Emerald Palms Unit 5
Emerald Palms Unit 5
Cottage
Englewood, FL, 33243, United States
3.2k from Bay Harbor Estates center

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

1 Bedroom2 Guests
New to Booking
$158
Average price / night
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Emerald Palms Unit 6
Emerald Palms Unit 6
Cottage
Englewood, FL, 34223, United States
3.4k from Bay Harbor Estates center

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

2 Bedrooms4 Guests
9.2

Superb

5 reviews

$185
Average price / night
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Emerald Palms Unit A
Emerald Palms Unit A
Cottage
Englewood, FL, 34223, United States
3.4k from Bay Harbor Estates center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom3 Guests
10.0

Exceptional

3 reviews

$145
Average price / night
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Emerald Palms Unit 3
Emerald Palms Unit 3
Cottage
Englewood, FL, 34223, United States
3.4k from Bay Harbor Estates center

AC, Internet, No Smoking, TV

1 Bedroom3 Guests
6.0

Review score

1 reviews

$152
Average price / night
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Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Cottage
Englewood, FL, 34223, United States
3.5k from Bay Harbor Estates center

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

2 Bedrooms5 Guests
10.0

Exceptional

4 reviews

$291
Average price / night
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Kozy Kottage on private road. 2 minute walk to private beach.  Pet friendly!
Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!
Cottage
Englewood, FL, 34223, United States
3.5k from Bay Harbor Estates center

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

1 Bedroom2 Guests
10.0

Exceptional

134 reviews

$225
Average price / night
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Lemon Bay Cottage, A
Lemon Bay Cottage, A
Cottage
Englewood, FL, 34223, United States
3.5k from Bay Harbor Estates center

AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
8.0

Good

1 reviews

$112
Average price / night
Check Availability
Emerald Palms Unit 1
Emerald Palms Unit 1
Cottage
Englewood, FL, 34223, United States
3.7k from Bay Harbor Estates center

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

2 Bedrooms4 Guests
9.0

Fabulous

7 reviews

$152
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 Bay Harbor Estates.

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Frequently Asked Questions

You can explore 37 verified cottage rentals in Bay Harbor Estates. 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 Bay Harbor Estates vary based on the season, location, and amenities offered. Rates typically start from around $98 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 Bay Harbor Estates 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, 18 listings in Bay Harbor Estates 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 Bay Harbor Estates are known for their comfort and charm, often including amenities such as Laundry, Bedding/Linens, and Fireplace/Heating. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Bay Harbor Estates 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.