Family-Friendly Vacation Rentals in Long Beach Estates, FL: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  Big Pine Key
  6.  Long Beach Estates

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60 Best Family Vacation Rentals in Long Beach Estates (Starting from $148)

Tiki Beach - Big Pine Key
Tiki Beach - Big Pine Key
House
Big Pine Key, FL, USA
3.1k from Long Beach Estates center

Pool, Parking, Security/Safety, View, Sports/Activities, Spa, Barbecue/Outdoor Cooking

4 Bedrooms10 Guests
New to Booking
$831
Average price / night
Check Availability
Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
House
Big Pine Key, FL, 33043, United States
0.3k from Long Beach Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$576
Average price / night
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Fishermen`s Paradise
Fishermen`s Paradise
House
Big Pine Key, FL, USA
3.2k from Long Beach Estates center

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

3 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1127
Average price / night
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300’ Private Beach, Pool & Rooftop w Panoramic Ocean Views
300’ Private Beach, Pool & Rooftop w Panoramic Ocean Views
House
Big Pine Key, FL, 33043, United States
1.4k from Long Beach Estates center

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

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1176
Average price / night
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Sunset Retreat
Sunset Retreat
House
Big Pine Key, FL, USA
3.3k from Long Beach Estates center

Barbecue/Outdoor Cooking, Pool, Internet, Laundry, Child Friendly

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
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Awesome Open Water View at Blue Heron Estate
Awesome Open Water View at Blue Heron Estate
House
Big Pine Key, FL, 33043, United States
2.6k from Long Beach Estates center

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

4 Bedrooms9 Guests
10.0

Exceptional

63 reviews

$851
Average price / night
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RV In The Keys a Tropical Retreat
RV In The Keys a Tropical Retreat
House
Big Pine Key, FL, USA
4.1k from Long Beach Estates center

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

1 Bedroom4 Guests
New to Booking
$178
Average price / night
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Boat dockage & a great Gulf-front Big Pine retreat
Boat dockage & a great Gulf-front Big Pine retreat
House
Big Pine Key, FL, 33043, United States
3.1k from Long Beach Estates center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking, Patio

4 Bedrooms10 Guests
9.0

Fabulous

4 reviews

$1149
Average price / night
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Sunset Villa
Sunset Villa
House
Big Pine Key, FL, USA
6.0k from Long Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$210
Average price / night
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Island Sunrise Resort- 3 acre estate with open water sunrises.
Island Sunrise Resort- 3 acre estate with open water sunrises.
House
big pine key, FL, 33043, United States
3.2k from Long Beach Estates center

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

3 Bedrooms8 Guests
10.0

Exceptional

64 reviews

$605
Average price / night
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Torchbearer - Lower
Torchbearer - Lower
House
Long Beach Estates, Big Pine Key, Florida, USA
6.1k from Long Beach Estates center

Guest Services, Parking, Sports/Activities, Laundry, Barbecue/Outdoor Cooking, Internet, Security/Safety

2 Bedrooms6 Guests
New to Booking
$148
Average price / night
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Upscale ocean front home & easy canal boat access to Gulf or Atlantic
Upscale ocean front home & easy canal boat access to Gulf or Atlantic
House
Big Pine Key, FL, 33043, United States
3.7k from Long Beach Estates center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$293
Average price / night
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Salty Air Retreat
Salty Air Retreat
House
Little Torch Key, FL, USA
6.2k from Long Beach Estates center

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

3 Bedrooms8 Guests
New to Booking
$656
Average price / night
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Big Pine Key, Double Wide Canal w/ Super Quick Direct Access to Gulf & Atlantic
Big Pine Key, Double Wide Canal w/ Super Quick Direct Access to Gulf & Atlantic
House
Big Pine Key, FL, 33043, United States
3.8k from Long Beach Estates center

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

3 Bedrooms6 Guests
9.6

Exceptional

13 reviews

$319
Average price / night
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Cayo Loco
Cayo Loco
House
Little Torch Key, FL, USA
6.2k from Long Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$188
Average price / night
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Big Pine Getaway - Pets + Boats Welcome
Big Pine Getaway - Pets + Boats Welcome
House
Big Pine Key, FL, 33043, United States
3.9k from Long Beach Estates center

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

4 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$251
Average price / night
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Cayman Cottage
Cayman Cottage
House
Summerland Key, FL, USA
6.3k from Long Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$247
Average price / night
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Family friendly canal home,150 ft dock, easy access to Atl & Gulf
Family friendly canal home,150 ft dock, easy access to Atl & Gulf
House
Big Pine Key, FL, 33043, United States
4.4k from Long Beach Estates center

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

5 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$538
Average price / night
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L`archipel
L`archipel
House
Key West, FL, USA
6.4k from Long Beach Estates center

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

2 Bedrooms6 Guests
New to Booking
$185
Average price / night
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BRILLIANT VIEWS OF OPEN WATERS- 75' DOCK - 250 ' TO OPEN CHANNEL\nBIG PINE KEY FL
BRILLIANT VIEWS OF OPEN WATERS- 75' DOCK - 250 ' TO OPEN CHANNEL\nBIG PINE KEY FL
House
Big Pine Key, FL, 33043, United States
4.5k from Long Beach Estates center

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

3 Bedrooms8 Guests
9.8

Exceptional

20 reviews

$209
Average price / night
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Mickey and Lynn's House of Windows
Mickey and Lynn's House of Windows
House
Big Pine Key, FL, 33050, United States
4.6k from Long Beach Estates center

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

3 Bedrooms7 Guests
10.0

Exceptional

8 reviews

$403
Average price / night
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SPECTACULAR SUNSETS-60' DOCK SO CLOSE TO OPEN WATER---\nLITTLE TORCH KEY
SPECTACULAR SUNSETS-60' DOCK SO CLOSE TO OPEN WATER---\nLITTLE TORCH KEY
House
Little Torch Key, FL, 33042, United States
4.7k from Long Beach Estates center

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

3 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$227
Average price / night
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3-bedroom house in Lower Keys with Hot Tub, Sleeps 10+, Pet Freindly
3-bedroom house in Lower Keys with Hot Tub, Sleeps 10+, Pet Freindly
House
Big Pine Key, FL, 33043, United States
4.7k from Long Beach Estates center

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

3 Bedrooms12 Guests
New to Booking
$407
Average price / night
Check Availability
5 Pirate's - Pool & seawall for boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
5 Pirate's - Pool & seawall for boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
House
Little Torch Key, FL, 33042, United States
4.8k from Long Beach Estates center

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

3 Bedrooms7 Guests
9.6

Exceptional

5 reviews

$322
Average price / night
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Beautiful 3 Bedroom Canal Home in Little Torch Key, FL w/ Great Boating Access
Beautiful 3 Bedroom Canal Home in Little Torch Key, FL w/ Great Boating Access
House
Little Torch Key, FL, 33042, United States
5.0k from Long Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$415
Average price / night
Check Availability
A Tropical Luxury Getaway, Your own private resort!!
A Tropical Luxury Getaway, Your own private resort!!
House
Little Torch Key, FL, 33042, United States
5.5k from Long Beach Estates center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

6 Bedrooms16 Guests
10.0

Exceptional

46 reviews

$2804
Average price / night
Check Availability
Ocean Front Access  -   just 30 miles to Key West
Ocean Front Access - just 30 miles to Key West
Cottage
Summerland Key, FL, 33042, United States
5.7k from Long Beach Estates center

AC, Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

1 Bedroom2 Guests
8.2

Very Good

177 reviews

$236
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 Long Beach Estates.

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Frequently Asked Questions

You can explore 60 verified family-friendly vacation rentals in Long Beach Estates. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Long Beach Estates vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $148 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Long Beach Estates 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 Long Beach Estates 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 Long Beach Estates often include amenities such as Child Friendly, Laundry, and Internet. 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.