Family-Friendly Vacation Rentals in Ramrod Key, FL: Compare 10+ Sites & Save

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130 Best Family Vacation Rentals in Ramrod Key (Starting from $148)

Cayman Cottage
Cayman Cottage
House
Summerland Key, FL, USA
0.9k from Ramrod Key center

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

3 Bedrooms6 Guests
New to Booking
$247
Average price / night
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Cozy keys getaway
Cozy keys getaway
House
Ramrod Key, FL, 33042, United States
0.6k from Ramrod Key center

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

1 Bedroom1 Guest
New to Booking
$241
Average price / night
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L`archipel
L`archipel
House
Key West, FL, USA
1.2k from Ramrod Key center

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

2 Bedrooms6 Guests
New to Booking
$185
Average price / night
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Keys Hideaway
Keys Hideaway
House
Summerland, FL, 33042, United States
0.7k from Ramrod Key center

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

3 Bedrooms1 Guest
New to Booking
$243
Average price / night
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Love Shack
Love Shack
House
Summerland Key, FL, USA
2.3k from Ramrod Key center

Barbecue/Outdoor Cooking, Internet, Security/Safety, Laundry, Child Friendly

2 Bedrooms4 Guests
New to Booking
$150
Average price / night
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Beachfront 3B/3B Fishing Oasis
Beachfront 3B/3B Fishing Oasis
House
Ramrod Key, FL, 33042, United States
0.7k from Ramrod Key center

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

3 Bedrooms9 Guests
9.6

Exceptional

4 reviews

$538
Average price / night
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Cayo Loco
Cayo Loco
House
Little Torch Key, FL, USA
3.1k from Ramrod Key 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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Warm and relax 3-bed 2 bath home in charming Summerland Key minutes from K.West
Warm and relax 3-bed 2 bath home in charming Summerland Key minutes from K.West
House
Summerland Key, FL, 33042, United States
1.1k from Ramrod Key center

AC, Barbecue, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms8 Guests
New to Booking
$300
Average price / night
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Torchbearer - Lower
Torchbearer - Lower
House
Ramrod Key, Florida, USA
3.2k from Ramrod Key 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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Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
House
Ramrod Key, FL, 33065, United States
1.1k from Ramrod Key center

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

3 Bedrooms6 Guests
10.0

Exceptional

80 reviews

$808
Average price / night
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Skyway Living
Skyway Living
House
Summerland Key, FL, USA
3.3k from Ramrod Key center

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

2 Bedrooms6 Guests
New to Booking
$237
Average price / night
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Private House Facing the Ocean with Heated Pool/Spa
Private House Facing the Ocean with Heated Pool/Spa
House
RAMROD KEY, FL, 33042, United States
1.1k from Ramrod Key center

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

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$347
Average price / night
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Salty Air Retreat
Salty Air Retreat
House
Little Torch Key, FL, USA
3.6k from Ramrod Key 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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One of the very few beach houses with a daily, rental license in the Keys.
One of the very few beach houses with a daily, rental license in the Keys.
House
Summerland Key, FL, 33042, United States
2.3k from Ramrod Key center

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

4 Bedrooms12 Guests
8.8

Fabulous

67 reviews

$1296
Average price / night
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Summerland Canal
Summerland Canal
House
Summerland Key, FL, USA
3.6k from Ramrod Key center

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

2 Bedrooms5 Guests
New to Booking
$160
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
2.7k from Ramrod Key center

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

3 Bedrooms6 Guests
New to Booking
$415
Average price / night
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Sunset Retreat
Sunset Retreat
House
Big Pine Key, FL, USA
4.6k from Ramrod Key center

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

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
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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
2.7k from Ramrod Key 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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RV In The Keys a Tropical Retreat
RV In The Keys a Tropical Retreat
House
Big Pine Key, FL, USA
5.2k from Ramrod Key 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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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
2.7k from Ramrod Key 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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Reel Paradise
Reel Paradise
House
Big Pine Key, FL, USA
5.4k from Ramrod Key center

Barbecue/Outdoor Cooking, Internet, Security/Safety, Laundry, Child Friendly

2 Bedrooms6 Guests
New to Booking
$164
Average price / night
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PALM COTTAGE - Sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
PALM COTTAGE - Sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
Cottage
Summerland Key, FL, 33042, United States
2.8k from Ramrod Key center

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

1 Bedroom4 Guests
9.8

Exceptional

53 reviews

$267
Average price / night
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Sea Glass House of Summerland Key!\nPool, 70 feet of Seawall, deep water canal!
Sea Glass House of Summerland Key!\nPool, 70 feet of Seawall, deep water canal!
House
Summerland Key, FL, 33042, United States
3.0k from Ramrod Key center

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

3 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$476
Average price / night
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Summer Month's Just Opened Up!!! Canal Front Pool Home in Summerland Key
Summer Month's Just Opened Up!!! Canal Front Pool Home in Summerland Key
House
Summerland Key, FL, 33042, United States
3.0k from Ramrod Key center

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

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$354
Average price / night
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REEL ESCAPE - 4 Bedroom / 2 Bathroom w/ Pool, Boat Dock & Sleeps 8!
REEL ESCAPE - 4 Bedroom / 2 Bathroom w/ Pool, Boat Dock & Sleeps 8!
House
Summerland Key, FL, 33042, United States
3.0k from Ramrod Key center

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

4 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$544
Average price / night
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Mariners Cove - The Kraken House
Mariners Cove - The Kraken House
House
Summerland Key, FL, 33042, United States
3.1k from Ramrod Key center

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

5 Bedrooms10 Guests
9.8

Exceptional

9 reviews

$698
Average price / night
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A Tropical Luxury Getaway, Your own private resort!!
A Tropical Luxury Getaway, Your own private resort!!
House
Little Torch Key, FL, 33042, United States
3.2k from Ramrod Key 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

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 Ramrod Key.

Stay Near Ramrod Key's Top Attractions

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Ramrod Key Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 130 verified family-friendly vacation rentals in Ramrod Key. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Ramrod Key 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 Ramrod Key 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 Ramrod Key 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 Ramrod Key often include amenities such as Child Friendly, Laundry, and Fireplace/Heating. 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.