Family-Friendly Vacation Rentals in New Town, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Florida
  5.  Key West
  6.  New Town

Refine your search

Price per night

Amenity Filter

Rating

604 Best Family Vacation Rentals in New Town (Starting from $144)

Castaway Cove 8 by Brightwild
Castaway Cove 8 by Brightwild
House
Key West, FL, USA
0.7k from New Town center

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

2 Bedrooms4 Guests
New to Booking
$318
Average price / night
Check Availability
Waterfront Key West Home with Pool-Hot Tub on Riveria canal! 28 NIGHT MIN STAY.
Waterfront Key West Home with Pool-Hot Tub on Riveria canal! 28 NIGHT MIN STAY.
House
Key West, FL, 33040, United States
0.5k from New Town center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
9.4

Superb

9 reviews

$524
Average price / night
Check Availability
Cozy Key West Beach Cottage Walk to Beaches!
Cozy Key West Beach Cottage Walk to Beaches!
House
Key West, FL, USA
0.7k from New Town center

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

3 Bedrooms8 Guests
New to Booking
$589
Average price / night
Check Availability
Last Stop in Paradise
Last Stop in Paradise
House
Key West, FL, 33040, United States
0.7k from New Town center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$360
Average price / night
Check Availability
Nautical Wheeler
Nautical Wheeler
House
Key West, FL, USA
0.8k from New Town center

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

1 Bedroom8 Guests
New to Booking
$1048
Average price / night
Check Availability
Remodeled cozy retreat  - Key West
Remodeled cozy retreat - Key West
Cottage
Key West, FL, 33040, United States
0.9k from New Town center

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

1 Bedroom2 Guests
New to Booking
$144
Average price / night
Check Availability
Sailor's Son
Sailor's Son
House
Key West, FL, USA
0.8k from New Town center

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

1 Bedroom8 Guests
New to Booking
$1241
Average price / night
Check Availability
Private Paradise with Heated Waterfall Pool
Private Paradise with Heated Waterfall Pool
House
Key West, FL, 33040, United States
1.2k from New Town center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$319
Average price / night
Check Availability
Flaglers Oasis by AvantStay Private Pool in Key West Month Long Stays Only
Flaglers Oasis by AvantStay Private Pool in Key West Month Long Stays Only
House
Key West, FL, USA
1.2k from New Town center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$278
Average price / night
Check Availability
 4-bedroom New Construction house with private pool in Key West
4-bedroom New Construction house with private pool in Key West
House
Key West, FL, 33040, United States
1.4k from New Town center

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

4 Bedrooms8 Guests
New to Booking
$778
Average price / night
Check Availability
Sunrise Suites - Martinique Suite 108
Sunrise Suites - Martinique Suite 108
Apartment
Key West, FL, USA
1.4k from New Town center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Hot tubs, Places to stay

2 Bedrooms6 Guests
7.0

Good

4 reviews

$471
Average price / night
Check Availability
Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes!
Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes!
House
Key West, FL, 33040, United States
1.6k from New Town center

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

3 Bedrooms8 Guests
6.8

Good

3 reviews

$699
Average price / night
Check Availability
Sunrise Suites - Saint Kitts 412
Sunrise Suites - Saint Kitts 412
Apartment
Key West, FL, USA
1.4k from New Town center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Hot tubs, Places to stay, Accessible hotels

2 Bedrooms4 Guests
8.0

Good

6 reviews

$342
Average price / night
Check Availability
OFF THE HOOK - 3 Bedroom / 3 Bathroom W/ Pool & Parking
OFF THE HOOK - 3 Bedroom / 3 Bathroom W/ Pool & Parking
House
Key West, FL, 33040, United States
1.6k from New Town center

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

3 Bedrooms7 Guests
9.2

Superb

5 reviews

$307
Average price / night
Check Availability
New Butterfly Nest - Newly Decorated
New Butterfly Nest - Newly Decorated
House
FL, USA
1.4k from New Town center

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

2 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$719
Average price / night
Check Availability
Beautiful 1 bedroom apartment in Beachside Resort.\nLIMITED AVAILABILITY
Beautiful 1 bedroom apartment in Beachside Resort.\nLIMITED AVAILABILITY
Apartment
Key West, FL, 33040, United States
1.7k from New Town center

AC, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$695
Average price / night
Check Availability
The Ospreys Nest by Last Key Realty
The Ospreys Nest by Last Key Realty
House
Key West, FL, USA
1.4k from New Town center

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

2 Bedrooms6 Guests
New to Booking
$411
Average price / night
Check Availability
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
Condo
Key West, FL, 33040, United States
1.7k from New Town center

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

2 Bedrooms6 Guests
9.2

Superb

12 reviews

$576
Average price / night
Check Availability
The Larks Landing by Last Key Realty
The Larks Landing by Last Key Realty
Apartment
Key West, FL, USA
1.4k from New Town center

Apartments, Accommodations, Parking, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
8.0

Good

1 reviews

$443
Average price / night
Check Availability
SOUTHERNMOST SWIM AND SOCIAL CLUB
SOUTHERNMOST SWIM AND SOCIAL CLUB
House
Key West, FL, 33040, United States
1.7k from New Town center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$720
Average price / night
Check Availability
Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise
Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise
Condo
Key West, FL, 33040, United States
1.8k from New Town center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
9.2

Superb

21 reviews

$528
Average price / night
Check Availability
Penthouse Beach Ocean Views-  Live the Dream
Penthouse Beach Ocean Views- Live the Dream
Condo
Key West, FL, 33040, United States
1.8k from New Town center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
9.8

Exceptional

257 reviews

$731
Average price / night
Check Availability
Beach Penthouse: Ocean Views from every room  Tropical Excellence
Beach Penthouse: Ocean Views from every room Tropical Excellence
Condo
Key West, FL, 33040, United States
1.8k from New Town center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
9.8

Exceptional

227 reviews

$718
Average price / night
Check Availability
Panoramic Ocean: Beach from every window
Panoramic Ocean: Beach from every window
Condo
Key West, FL, 33040, United States
1.8k from New Town center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
9.8

Exceptional

333 reviews

$751
Average price / night
Check Availability
Luxury High End, 2 Bikes,  Highspeed Wi-Fi, Work station,  Pool, Hot Tub, Gym
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Condo
Key West, FL, 33040, United States
1.8k from New Town center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom4 Guests
9.8

Exceptional

311 reviews

$490
Average price / night
Check Availability
Key West Beachfront Luxury 2/2 Condo A212
Key West Beachfront Luxury 2/2 Condo A212
Condo
Key West, FL, 33040, United States
1.8k from New Town center

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

2 Bedrooms6 Guests
10.0

Exceptional

166 reviews

$638
Average price / night
Check Availability
2-Bedroom Villa at Hyatt Beach House! Quiet Beachfront Location! Sleeps 6
2-Bedroom Villa at Hyatt Beach House! Quiet Beachfront Location! Sleeps 6
Condo
Key West, FL, 33040, United States
1.8k from New Town center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Hot Tub, Internet

2 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$616
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 New Town.

Stay Near New Town's Top Attractions

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

New Town Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 604 verified family-friendly vacation rentals in New Town. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in New Town vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $144 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in New Town 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 New Town 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 New Town often include amenities such as Child Friendly, Pool, and Wellness Facilities. 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.