Family-Friendly Vacation Rentals in Saddlebunch Keys, FL: Compare 10+ Sites & Save

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  6.  Saddlebunch Keys

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23 Best Family Vacation Rentals in Saddlebunch Keys (Starting from $197)

Coral Queen Palm
Coral Queen Palm
House
Key West, FL, USA
2.9k from Saddlebunch Keys center

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

3 Bedrooms6 Guests
New to Booking
$330
Average price / night
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Key West Beach House with heated pool, tiki, and dock.♿︎
Key West Beach House with heated pool, tiki, and dock.♿︎
House
Key West, FL, 33040, United States
2.5k from Saddlebunch Keys center

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

5 Bedrooms10 Guests
9.6

Exceptional

8 reviews

$646
Average price / night
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Waterfront Key West Oasis with Float Dock!
Waterfront Key West Oasis with Float Dock!
House
Key West, FL, USA
3.2k from Saddlebunch Keys center

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

3 Bedrooms8 Guests
New to Booking
$241
Average price / night
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Home in Blue water Key
Home in Blue water Key
House
Key West, FL, 33040, United States
2.6k from Saddlebunch Keys center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$562
Average price / night
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Bungalows Beach Rental Key West - Lighthouse
Bungalows Beach Rental Key West - Lighthouse
House
Sugarloaf Shores, FL, USA
4.6k from Saddlebunch Keys center

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

2 Bedrooms4 Guests
New to Booking
$1395
Average price / night
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Waterfront Pool Oasis: Tiki Hut, Kayaks & Family Fun!
Waterfront Pool Oasis: Tiki Hut, Kayaks & Family Fun!
House
Key West, FL, 33040, United States
2.8k from Saddlebunch Keys center

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

4 Bedrooms8 Guests
New to Booking
$331
Average price / night
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Bungalows Beach Key West - Hemingway
Bungalows Beach Key West - Hemingway
House
FL, USA
4.6k from Saddlebunch Keys center

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

2 Bedrooms6 Guests
New to Booking
$1104
Average price / night
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Fisherman's Paradise on the Water
Fisherman's Paradise on the Water
House
Key West, FL, 33040, United States
5.3k from Saddlebunch Keys center

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

3 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$369
Average price / night
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Bungalows Sugarloaf Beach Key West - Hammock House
Bungalows Sugarloaf Beach Key West - Hammock House
House
Sugarloaf Shores, FL, USA
4.7k from Saddlebunch Keys center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1695
Average price / night
Check Availability
Private Paradise, Waterfront Home - 15 minutes from Key West
Private Paradise, Waterfront Home - 15 minutes from Key West
House
Key West, FL, 33040, United States
5.5k from Saddlebunch Keys center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

24 reviews

$499
Average price / night
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Palms Resort Main House - Key West
Palms Resort Main House - Key West
House
Sugarloaf Shores, FL, USA
4.9k from Saddlebunch Keys center

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

1 Bedroom12 Guests
New to Booking
$1248
Average price / night
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Swimming Pool / Boat Dock / Close to Key West
Swimming Pool / Boat Dock / Close to Key West
House
Sugarloaf, FL, 33042, United States
6.3k from Saddlebunch Keys center

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

4 Bedrooms8 Guests
New to Booking
$308
Average price / night
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Bungalows Beach Key West - Azucar
Bungalows Beach Key West - Azucar
House
Key West, FL, USA
4.9k from Saddlebunch Keys center

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

1 Bedroom8 Guests
New to Booking
$1198
Average price / night
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Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
House
SugarLoaf, FL, 33042, United States
6.5k from Saddlebunch Keys center

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

5 Bedrooms12 Guests
9.6

Exceptional

8 reviews

$297
Average price / night
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Jewel on Jade
Jewel on Jade
House
Key West, FL, USA
5.0k from Saddlebunch Keys center

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

2 Bedrooms6 Guests
New to Booking
$197
Average price / night
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Sugarloaf Key Home With Beach, Dock and Canal!
Sugarloaf Key Home With Beach, Dock and Canal!
House
Sugarloaf Key, FL, 33042, United States
6.6k from Saddlebunch Keys center

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

4 Bedrooms8 Guests
10.0

Exceptional

26 reviews

$712
Average price / night
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Sapphire Sabbatical
Sapphire Sabbatical
House
Key West, FL, USA
5.2k from Saddlebunch Keys center

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

3 Bedrooms6 Guests
New to Booking
$253
Average price / night
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 Canal Front 3-bedroom house in Sugarloaf Key
Canal Front 3-bedroom house in Sugarloaf Key
House
Summerland Key, FL, 33042, United States
7.1k from Saddlebunch Keys center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$343
Average price / night
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Dock and Balcony Serene Big Coppitt Key Escape
Dock and Balcony Serene Big Coppitt Key Escape
House
Key West, FL, USA
5.6k from Saddlebunch Keys center

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

3 Bedrooms6 Guests
New to Booking
$281
Average price / night
Check Availability
Ritaville - Monthly Rental
Ritaville - Monthly Rental
House
Stock Island, FL, USA
5.8k from Saddlebunch Keys center

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

4 Bedrooms11 Guests
New to Booking
$641
Average price / night
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Sugarloaf Lodge
Sugarloaf Lodge
Cabin
Sugarloaf Shores, FL, USA
6.5k from Saddlebunch Keys center

Accommodations, Pools, Parking, Lodges, Cabins, Lodgings, Places to stay, Accessible hotels

13 Bedrooms10 Guests
7.4

Good

552 reviews

$313
Average price / night
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Villa of the Setting Sun
Villa of the Setting Sun
House
Saddlebunch Keys, Key West, Florida, USA
9.5k from Saddlebunch Keys center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

4 Bedrooms8 Guests
8.0

Good

1 reviews

$2804
Average price / night
Check Availability
Pelico Paradise
Pelico Paradise
House
Saddlebunch Keys, Key West, Florida, USA
9.8k from Saddlebunch Keys center

Parking, Pet Friendly, Air Conditioner, Internet, Child Friendly

5 Bedrooms10 Guests
9.6

Exceptional

2 reviews

$304
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 Saddlebunch Keys.

Where to stay in Saddlebunch Keys? Best neighborhoods & areas

Saddlebunch Keys Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 23 verified family-friendly vacation rentals in Saddlebunch Keys. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Saddlebunch Keys vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $197 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Saddlebunch Keys 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 Saddlebunch Keys 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 Saddlebunch Keys often include amenities such as Child Friendly, View, and Balcony/Terrace. 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.