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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Port Charlotte - Charlotte Harbor
  6.  Bay Harbor Estates

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1260 Best Vacation Rentals with Pool in Bay Harbor Estates (Starting from $125)

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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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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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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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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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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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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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 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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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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1950 Oregon #1B
1950 Oregon #1B
House
Englewood, FL, USA
1.3k from Bay Harbor Estates center

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

2 Bedrooms6 Guests
New to Booking
$181
Average price / night
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Two bedroom, two bathroom condo less than 10 minutes to Manasota Key.
Two bedroom, two bathroom condo less than 10 minutes to Manasota Key.
Condo
Englewood, FL, 34223, United States
0.3k from Bay Harbor Estates center

Barbecue, Dryer, Internet, Kitchen, Laundry, No Smoking, Pool, TV, Washer

2 Bedrooms4 Guests
New to Booking
$148
Average price / night
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Heated Saltwater Pool Home Minutes to Beach
Heated Saltwater Pool Home Minutes to Beach
House
Englewood, FL, USA
1.3k from Bay Harbor Estates center

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

3 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$162
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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831 East 5th
831 East 5th
House
FL, USA
1.3k from Bay Harbor Estates center

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

5 Bedrooms12 Guests
New to Booking
$619
Average price / night
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First Floor Condo-Community Pool-2 Miles to Beach
First Floor Condo-Community Pool-2 Miles to Beach
Condo
Englewood, FL, 34223, United States
0.3k from Bay Harbor Estates center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$160
Average price / night
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Charlotte County Villa 5890 - Private Pool Dock
Charlotte County Villa 5890 - Private Pool Dock
House
Englewood, FL, USA
1.3k from Bay Harbor Estates center

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

1 Bedroom12 Guests
New to Booking
$808
Average price / night
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Palm manor
Palm manor
Condo
Englewood, FL, 34223, United States
0.3k from Bay Harbor Estates center

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

2 Bedrooms4 Guests
9.8

Exceptional

12 reviews

$155
Average price / night
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Salt water heated pool in Englewood
Salt water heated pool in Englewood
House
Englewood, FL, USA
1.3k from Bay Harbor Estates center

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

1 Bedroom8 Guests
New to Booking
$126
Average price / night
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Excellent Condo 10 minutes drive to Englewood beach.
Excellent Condo 10 minutes drive to Englewood beach.
Condo
Englewood, FL, 34223, United States
0.4k from Bay Harbor Estates center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$160
Average price / night
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GRH14698 - Charlotte Harbor Area - 5 Bed 2.5 Baths Villa
GRH14698 - Charlotte Harbor Area - 5 Bed 2.5 Baths Villa
Villa
Englewood, FL, USA
1.3k from Bay Harbor Estates center

Air Conditioner, Parking, View, Fireplace/Heating, Pool, Internet, Sports/Activities

4 Bedrooms12 Guests
New to Booking
$560
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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Condo With Heated Pool, Beaches Only Minutes Away
Condo With Heated Pool, Beaches Only Minutes Away
Condo
Englewood, FL, 34224, United States
0.4k from Bay Harbor Estates center

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

2 Bedrooms4 Guests
9.8

Exceptional

13 reviews

$146
Average price / night
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Spacious 2 Bedroom 2 Bathroom Beach Vacation Condo
Spacious 2 Bedroom 2 Bathroom Beach Vacation Condo
Condo
Englewood, FL, 34223, United States
0.4k from Bay Harbor Estates center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
8.8

Fabulous

3 reviews

$221
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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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
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 Bay Harbor Estates.

Stay Near Bay Harbor Estates's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Bay Harbor Estates Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1260 verified vacation rentals with a pool in Bay Harbor Estates. 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 Bay Harbor Estates vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $125 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Bay Harbor Estates 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 Bay Harbor Estates welcome pets. Currently, 20 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 Bay Harbor Estates often include additional outdoor features such as Pool, Fireplace/Heating, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Bay Harbor Estates 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.