Family-Friendly Vacation Rentals in Live Oak Landings, FL: Compare 10+ Sites & Save

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  5.  Port Charlotte - Charlotte Harbor
  6.  Live Oak Landings

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519 Best Family Vacation Rentals in Live Oak Landings (Starting from $190)

Cozy Contemporary Getaway - walk to the beach
Cozy Contemporary Getaway - walk to the beach
House
Englewood, FL, USA
0.2k from Live Oak Landings center

Internet, View, Ocean View, Pool, Air Conditioner, Parking, Child Friendly

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$190
Average price / night
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Live the Island Life: Walk to Beach, Heated Pool on Bay with Boat Dock
Live the Island Life: Walk to Beach, Heated Pool on Bay with Boat Dock
House
Englewood, FL, 34223, United States
0.1k from Live Oak Landings center

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

2 Bedrooms6 Guests
9.6

Exceptional

13 reviews

$244
Average price / night
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Charming Manasota Key duplex with beach access
Charming Manasota Key duplex with beach access
House
Englewood, FL, USA
0.3k from Live Oak Landings center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$200
Average price / night
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Turtle Bay 1A – Manasota Key Gulf & Bay Retreat | Beach, Pool & Bay Dock
Turtle Bay 1A – Manasota Key Gulf & Bay Retreat | Beach, Pool & Bay Dock
Condo
Englewood, FL, 34223, United States
0.3k from Live Oak Landings center

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

2 Bedrooms6 Guests
9.8

Exceptional

19 reviews

$598
Average price / night
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Charming Manasota Key duplex with beach access- IB14
Charming Manasota Key duplex with beach access- IB14
House
Englewood, FL, USA
0.3k from Live Oak Landings center

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

2 Bedrooms4 Guests
New to Booking
$222
Average price / night
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Beautiful 3 bedroom beachfront condo on Manasota Key
Beautiful 3 bedroom beachfront condo on Manasota Key
Condo
Englewood, FL, 34223, United States
0.3k from Live Oak Landings center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$383
Average price / night
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Chillax on the Beach or by the Bay!
Chillax on the Beach or by the Bay!
Apartment
Englewood, FL, USA
0.4k from Live Oak Landings center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family

2 Bedrooms6 Guests
New to Booking
$290
Average price / night
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Beautiful 1st Floor Bayfront Condo right on Lemon Bay with Breathtaking Sunrises
Beautiful 1st Floor Bayfront Condo right on Lemon Bay with Breathtaking Sunrises
Condo
Manasota Key, FL, 34223, United States
0.3k from Live Oak Landings center

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

2 Bedrooms4 Guests
10.0

Exceptional

58 reviews

$263
Average price / night
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Unwind with Beach Bliss & Sunset Magic - Sunburst 113
Unwind with Beach Bliss & Sunset Magic - Sunburst 113
House
Punta Gorda Beach, FL, USA
0.4k from Live Oak Landings center

Barbecue/Outdoor Cooking, Ocean View, Spa, Sports/Activities, Guest Services, Air Conditioner, Pool

1 Bedroom4 Guests
New to Booking
$347
Average price / night
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Beautiful Gulf Front Condo! 1 bedroom right on the Beach!
Beautiful Gulf Front Condo! 1 bedroom right on the Beach!
Condo
Englewood, FL, 34223, United States
0.4k from Live Oak Landings center

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

1 Bedroom4 Guests
9.6

Exceptional

29 reviews

$291
Average price / night
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Englewood Cottage
Englewood Cottage
House
Englewood, FL, USA
0.5k from Live Oak Landings center

Oceanfront, Air Conditioner, Balcony/Terrace, Smoking, View, Laundry, Guest Services

4 Bedrooms8 Guests
9.3

Superb

3 reviews

$705
Average price / night
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 Beachfront-2 Bedroom Unit-Upstairs-Walking distance to all Bars and Restaurants
Beachfront-2 Bedroom Unit-Upstairs-Walking distance to all Bars and Restaurants
Apartment
Englewood, FL, 34223, United States
0.4k from Live Oak Landings center

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

2 Bedrooms4 Guests
9.4

Superb

46 reviews

$591
Average price / night
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The Right Engle
The Right Engle
House
Englewood, FL, USA
0.5k from Live Oak Landings center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$257
Average price / night
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Beachfront Unit #2-Ground Level-Walking Distance to all Bars and Restaurants
Beachfront Unit #2-Ground Level-Walking Distance to all Bars and Restaurants
Apartment
Englewood, FL, 34223, United States
0.4k from Live Oak Landings center

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

1 Bedroom4 Guests
9.4

Superb

47 reviews

$300
Average price / night
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Chadwick Cove Marina
Chadwick Cove Marina
Apartment
Englewood, FL, USA
0.6k from Live Oak Landings center

Apartments, Cheap, Accommodations, Parking, Serviced apartments, Pet-friendly, Lodgings, Places to stay, Family

5 Bedrooms18 Guests
10.0

Exceptional

2 reviews

$256
Average price / night
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Beachfront Unit-Upstairs-Walking Distance to all Bars and Restaurants
Beachfront Unit-Upstairs-Walking Distance to all Bars and Restaurants
House
Englewood, FL, 34223, United States
0.4k from Live Oak Landings center

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

1 Bedroom4 Guests
9.8

Exceptional

51 reviews

$300
Average price / night
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Private Bayfront Beach House with Dock, Steps to Beach and Restaurants
Private Bayfront Beach House with Dock, Steps to Beach and Restaurants
House
Englewood, FL, USA
0.6k from Live Oak Landings center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Jacuzzis

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$564
Average price / night
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 Beachfront Unit-Ground Level-Walking Distance to all Bars and Restaurants
Beachfront Unit-Ground Level-Walking Distance to all Bars and Restaurants
Apartment
Englewood, FL, 34223, United States
0.4k from Live Oak Landings center

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

1 Bedroom4 Guests
9.6

Exceptional

51 reviews

$300
Average price / night
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Island House
Island House
Apartment
Live Oak Landings, Englewood, Florida, USA
0.7k from Live Oak Landings center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Family, Self-catering

11 Bedrooms25 Guests
8.8

Fabulous

207 reviews

$225
Average price / night
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Flamingo's Nest
Flamingo's Nest
House
Englewood, FL, USA
0.8k from Live Oak Landings center

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

1 Bedroom4 Guests
New to Booking
$208
Average price / night
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Direct Beachfront Unit-Ground Level-Walking Distance to all Bars and Restaurants
Direct Beachfront Unit-Ground Level-Walking Distance to all Bars and Restaurants
Apartment
Englewood, FL, 34223, United States
0.4k from Live Oak Landings center

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

1 Bedroom4 Guests
9.6

Exceptional

36 reviews

$300
Average price / night
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Beachfront Englewood Condo with Community Pool!
Beachfront Englewood Condo with Community Pool!
Apartment
Englewood, FL, USA
0.8k from Live Oak Landings center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Beach, Hot tubs, Places to stay

2 Bedrooms6 Guests
8.0

Good

1 reviews

$216
Average price / night
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Gorgeous beachfront condo at Englewood Beach on Manasota Key
Gorgeous beachfront condo at Englewood Beach on Manasota Key
Condo
Englewood, FL, 34223, United States
0.4k from Live Oak Landings center

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

2 Bedrooms5 Guests
10.0

Exceptional

23 reviews

$427
Average price / night
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Sunset Rendezvous Beach Condo Lower Unit #141 Manasota Key
Sunset Rendezvous Beach Condo Lower Unit #141 Manasota Key
Condo
Englewood, FL, 34223, United States
0.4k from Live Oak Landings center

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

2 Bedrooms9 Guests
9.4

Superb

15 reviews

$651
Average price / night
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3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Condo
Englewood, FL, 34223, United States
0.5k from Live Oak Landings center

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

3 Bedrooms8 Guests
9.4

Superb

63 reviews

$558
Average price / night
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3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Condo
Englewood, FL, 34223, United States
0.5k from Live Oak Landings center

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

3 Bedrooms8 Guests
9.4

Superb

78 reviews

$499
Average price / night
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Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
House
Englewood, FL, 34223, United States
0.5k from Live Oak Landings center

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

2 Bedrooms6 Guests
9.0

Fabulous

54 reviews

$481
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 Family Vacation Rentals in Live Oak Landings.

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Frequently Asked Questions

You can explore 519 verified family-friendly vacation rentals in Live Oak Landings. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Live Oak Landings vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $190 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Live Oak Landings offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Live Oak Landings are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Live Oak Landings often include amenities such as View, Ocean View, and Child Friendly. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.