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

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1702 Best Vacation Rentals in Bay Harbor Estates (Starting from $92)

Englewood Home on Canal Boat to Lemon Bay!
Englewood Home on Canal Boat to Lemon Bay!
House
Englewood, FL, USA
0.2k from Bay Harbor Estates center

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

2 Bedrooms8 Guests
9.3

Superb

8 reviews

$92
Average price / night
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Canal-Front 3BR – Pool, Hot Tub & Boat Access
Canal-Front 3BR – Pool, Hot Tub & Boat Access
House
Englewood, FL, 34224, United States
0.1k from Bay Harbor Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$449
Average price / night
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Water FUN! poolPIERkayaksCANOE MotorBoatRENTALpets
Water FUN! poolPIERkayaksCANOE MotorBoatRENTALpets
House
Englewood, FL, USA
0.3k from Bay Harbor Estates center

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

3 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$298
Average price / night
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Waterfront Tranquil Paradise. \nRelax & enjoy beautiful sunsets from your dock!
Waterfront Tranquil Paradise. \nRelax & enjoy beautiful sunsets from your dock!
House
Englewood, FL, 34224, United States
0.1k from Bay Harbor Estates center

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

2 Bedrooms6 Guests
9.6

Exceptional

10 reviews

$212
Average price / night
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Englewood 1071 Villa Sanddollar Relax and Shop
Englewood 1071 Villa Sanddollar Relax and Shop
House
Englewood, FL, USA
0.3k from Bay Harbor Estates center

Internet, Kitchen, Air Conditioner, Pool, Child Friendly

3 Bedrooms6 Guests
New to Booking
$403
Average price / night
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The Windsor @ Englewood Beach
The Windsor @ Englewood Beach
House
Englewood, FL, 34224, United States
0.2k from Bay Harbor Estates center

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

3 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$367
Average price / night
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Englewood Condo Less Than 3 Mi to the Beach and Golfing!
Englewood Condo Less Than 3 Mi to the Beach and Golfing!
Apartment
Englewood, FL, USA
0.7k from Bay Harbor Estates center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Condos

2 Bedrooms6 Guests
1.0

Review score

1 reviews

$125
Average price / night
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Waterfront pool home, family friendly, close to beaches with AC, WD and WIFI
Waterfront pool home, family friendly, close to beaches with AC, WD and WIFI
House
Englewood, FL, 34224, United States
0.2k from Bay Harbor Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$326
Average price / night
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Family-Friendly Englewood Rental with Canal Views!
Family-Friendly Englewood Rental with Canal Views!
House
Englewood, FL, USA
0.8k from Bay Harbor Estates center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

2 Bedrooms6 Guests
9.7

Exceptional

3 reviews

$102
Average price / night
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Pet-Friendly Canal Pool Home & Boat Dock
Pet-Friendly Canal Pool Home & Boat Dock
House
Englewood, FL, 34224, United States
0.2k from Bay Harbor Estates center

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

2 Bedrooms8 Guests
New to Booking
$257
Average price / night
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Bayfront Paradise with Heated Pool and Balcony!
Bayfront Paradise with Heated Pool and Balcony!
House
Englewood, FL, USA
0.9k from Bay Harbor Estates center

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

4 Bedrooms12 Guests
9.0

Fabulous

1 reviews

$317
Average price / night
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Waterfront Paradise with Heated Pool, New Dock & New Tiki 3bds/2.5bth/2garage
Waterfront Paradise with Heated Pool, New Dock & New Tiki 3bds/2.5bth/2garage
House
Englewood, FL, 34224, United States
0.2k from Bay Harbor Estates center

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

3 Bedrooms6 Guests
9.6

Exceptional

25 reviews

$295
Average price / night
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Englewood Beach Bungalow
Englewood Beach Bungalow
House
Englewood, FL, USA
1.0k from Bay Harbor Estates center

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

1 Bedroom8 Guests
New to Booking
$188
Average price / night
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4 Br Englewood Home W/ Pool & Boat Dock --with upstairs and downstairs kitchens
4 Br Englewood Home W/ Pool & Boat Dock --with upstairs and downstairs kitchens
House
Englewood, FL, 34224, United States
0.2k from Bay Harbor Estates center

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

4 Bedrooms8 Guests
8.0

Good

2 reviews

$213
Average price / night
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Modern Cozy House 4 min From Englewood Beach
Modern Cozy House 4 min From Englewood Beach
House
Englewood, FL, USA
1.0k from Bay Harbor Estates center

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

3 Bedrooms8 Guests
New to Booking
$183
Average price / night
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* Where beach days, pool nights, and unforgettable memories begin! *
* Where beach days, pool nights, and unforgettable memories begin! *
House
Englewood, FL, 34224, United States
0.3k from Bay Harbor Estates center

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

3 Bedrooms6 Guests
9.6

Exceptional

12 reviews

$226
Average price / night
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Tranquil & Spacious Heated Pool Hot Tub Parking
Tranquil & Spacious Heated Pool Hot Tub Parking
House
New Point Comfort, FL, USA
1.0k from Bay Harbor Estates center

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

1 Bedroom6 Guests
New to Booking
$196
Average price / night
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HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.
HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.
House
Englewood, FL, 34224, United States
0.4k from Bay Harbor Estates center

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

3 Bedrooms6 Guests
9.6

Exceptional

10 reviews

$458
Average price / night
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Englewood Escape 3BR Canal Front with Pool
Englewood Escape 3BR Canal Front with Pool
House
Englewood, FL, USA
1.1k from Bay Harbor Estates center

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

3 Bedrooms12 Guests
New to Booking
$255
Average price / night
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3 miles to beach, hot tub & fenced yard for pup
3 miles to beach, hot tub & fenced yard for pup
House
Englewood, FL, 34224, United States
0.4k from Bay Harbor Estates center

AC, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
10.0

Exceptional

23 reviews

$338
Average price / night
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Englewood Escape with Screened-In Pool and Grill!
Englewood Escape with Screened-In Pool and Grill!
House
Englewood, FL, USA
1.1k from Bay Harbor Estates center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms10 Guests
9.7

Exceptional

3 reviews

$240
Average price / night
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1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!
1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!
House
Englewood, FL, 34223, United States
0.4k from Bay Harbor Estates center

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

3 Bedrooms8 Guests
9.4

Superb

84 reviews

$476
Average price / night
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TOP 10% Home, Family Fun Game Rm,Loaded Amenities,Enclosed Lanai,6 Mins to beach
TOP 10% Home, Family Fun Game Rm,Loaded Amenities,Enclosed Lanai,6 Mins to beach
Villa
Englewood, FL, 34223, United States
0.4k from Bay Harbor Estates center

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

2 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$258
Average price / night
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Welcome to this cozy home near the beach
Welcome to this cozy home near the beach
House
Englewood, FL, 34224, United States
0.4k from Bay Harbor Estates center

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

3 Bedrooms8 Guests
9.8

Exceptional

17 reviews

$150
Average price / night
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Palm Manor 3-102 Close to Manasota Key
Palm Manor 3-102 Close to Manasota Key
House
Englewood, FL, 34223, United States
0.5k from Bay Harbor Estates center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$168
Average price / night
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Seaside Sunset Oasis Open Concept Pool House With Lanai & Private Fenced In Yard
Seaside Sunset Oasis Open Concept Pool House With Lanai & Private Fenced In Yard
House
Englewood, FL, 34224, United States
0.5k from Bay Harbor Estates center

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

3 Bedrooms7 Guests
9.4

Superb

3 reviews

$308
Average price / night
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Private fully furnished residence a short drive or bike ride to Manasota  beach.
Private fully furnished residence a short drive or bike ride to Manasota beach.
House
Englewood, FL, 34224, United States
0.5k from Bay Harbor Estates center

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

3 Bedrooms6 Guests
New to Booking
$582
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 in Bay Harbor Estates.

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Frequently Asked Questions

You can explore 1702 verified vacation rentals in Bay Harbor Estates. 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 Bay Harbor Estates vary depending on the season, property size, and location. Rates typically start from around $92 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 Bay Harbor Estates 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 Bay Harbor Estates welcome pets. Currently, 39 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 Bay Harbor Estates often include amenities such as Fireplace/Heating, View, 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.