Family-Friendly Vacation Rentals in Wiregrass Meadows, FL: Compare 10+ Sites & Save

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

  4.  Florida
  5.  Fort Walton Beach - Destin
  6.  Wiregrass Meadows

Refine your search

Price per night

Amenity Filter

Rating

3465 Best Family Vacation Rentals in Wiregrass Meadows (Starting from $477)

At Last
At Last
House
Santa Rosa Beach, FL, USA
0.1k from Wiregrass Meadows center

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

5 Bedrooms14 Guests
New to Booking
$3915
Average price / night
Check Availability
Beachberry Haven + Loft + Carriage House + Game Room
Beachberry Haven + Loft + Carriage House + Game Room
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Wiregrass Meadows center

AC, Arcade, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area

6 Bedrooms14 Guests
New to Booking
$2091
Average price / night
Check Availability
Private Pool - Carriage House - Ping Pong - Luxury
Private Pool - Carriage House - Ping Pong - Luxury
House
Santa Rosa Beach, FL, USA
0.1k from Wiregrass Meadows center

Luxury, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

5 Bedrooms12 Guests
New to Booking
$2410
Average price / night
Check Availability
WaterColor Escape – Private Beach Club, Pools, Pickleball & Scenic Trails
WaterColor Escape – Private Beach Club, Pools, Pickleball & Scenic Trails
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Wiregrass Meadows center

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

4 Bedrooms10 Guests
10.0

Exceptional

45 reviews

$1432
Average price / night
Check Availability
You Are My Sunshine by Oversee 30A
You Are My Sunshine by Oversee 30A
House
Santa Rosa Beach, FL, USA
0.1k from Wiregrass Meadows center

Security/Safety, Internet, Pool, Sports/Activities, Laundry, Parking, Air Conditioner

4 Bedrooms10 Guests
New to Booking
$1127
Average price / night
Check Availability
Home in Watercolor, FL sleeping 8- walk to beach!
Home in Watercolor, FL sleeping 8- walk to beach!
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Wiregrass Meadows center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1512
Average price / night
Check Availability
Pet Friendly WaterColor 4BR Home in the Lake District home
Pet Friendly WaterColor 4BR Home in the Lake District home
House
Santa Rosa Beach, FL, USA
0.1k from Wiregrass Meadows center

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

4 Bedrooms10 Guests
New to Booking
$1507
Average price / night
Check Availability
Must See in Watercolor! Private Pool, Outdoor Lounge, Golf Cart, Bikes, and More
Must See in Watercolor! Private Pool, Outdoor Lounge, Golf Cart, Bikes, and More
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Wiregrass Meadows center

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

5 Bedrooms14 Guests
9.8

Exceptional

13 reviews

$2950
Average price / night
Check Availability
'Rees on Wiregrass' - Private Pool, Golf Cart, Carriage House - Lake District, WaterColor, FL home
'Rees on Wiregrass' - Private Pool, Golf Cart, Carriage House - Lake District, WaterColor, FL home
House
Santa Rosa Beach, FL, USA
0.1k from Wiregrass Meadows center

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

5 Bedrooms18 Guests
New to Booking
$2681
Average price / night
Check Availability
Watercolor Home - Three Master Suites - Six Seater Golf Cart
Watercolor Home - Three Master Suites - Six Seater Golf Cart
House
Santa Rosa Beach, FL, 32459, United States
0.1k from Wiregrass Meadows center

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

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$1726
Average price / night
Check Availability
The Gold Standard
The Gold Standard
House
Santa Rosa Beach, FL, USA
0.2k from Wiregrass Meadows center

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

6 Bedrooms14 Guests
New to Booking
$2144
Average price / night
Check Availability
Chic Cottage Near Camp Watercolor and Frog Pool with a Golf Cart and Bikes
Chic Cottage Near Camp Watercolor and Frog Pool with a Golf Cart and Bikes
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Wiregrass Meadows center

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

3 Bedrooms10 Guests
8.8

Fabulous

5 reviews

$1452
Average price / night
Check Availability
Wake Up Slow
Wake Up Slow
House
Santa Rosa Beach, FL, USA
0.2k from Wiregrass Meadows center

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

5 Bedrooms12 Guests
New to Booking
$2915
Average price / night
Check Availability
Southern&Petite Frog/Watercolor/Golf Cart/Pools
Southern&Petite Frog/Watercolor/Golf Cart/Pools
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Wiregrass Meadows center

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

5 Bedrooms12 Guests
9.6

Exceptional

4 reviews

$1370
Average price / night
Check Availability
17 Bluestem Lane home
17 Bluestem Lane home
House
Santa Rosa Beach, FL, USA
0.2k from Wiregrass Meadows center

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

5 Bedrooms14 Guests
New to Booking
$2063
Average price / night
Check Availability
SouthernFrog/Watercolor/Golf Cart/Heated Pools
SouthernFrog/Watercolor/Golf Cart/Heated Pools
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Wiregrass Meadows center

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

4 Bedrooms10 Guests
8.0

Good

1 reviews

$1239
Average price / night
Check Availability
250 Needlerush
250 Needlerush
House
Seagrove Beach, FL, USA
0.2k from Wiregrass Meadows center

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

1 Bedroom12 Guests
New to Booking
$1305
Average price / night
Check Availability
2 Minutes to Camp WaterColor with Carriage House and LSV
2 Minutes to Camp WaterColor with Carriage House and LSV
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Wiregrass Meadows center

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

7 Bedrooms14 Guests
9.4

Superb

31 reviews

$1620
Average price / night
Check Availability
Sandpiper Cottage
Sandpiper Cottage
House
Santa Rosa Beach, FL, USA
0.2k from Wiregrass Meadows center

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

3 Bedrooms10 Guests
New to Booking
$1213
Average price / night
Check Availability
Amenity Loaded Designer Home on Western Lake with Pool, Elevator, Bikes, LSV
Amenity Loaded Designer Home on Western Lake with Pool, Elevator, Bikes, LSV
House
Santa Rosa Beach, FL, 32459, United States
0.2k from Wiregrass Meadows center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Free Parking, Heater

6 Bedrooms14 Guests
9.6

Exceptional

25 reviews

$3044
Average price / night
Check Availability
Watercolor - 29 Silk CH
Watercolor - 29 Silk CH
House
Santa Rosa Beach, FL, USA
0.2k from Wiregrass Meadows center

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

1 Bedroom4 Guests
New to Booking
$477
Average price / night
Check Availability
Complimentary LSV in WaterColor- 250 Needlerush by Royal Destinations
Complimentary LSV in WaterColor- 250 Needlerush by Royal Destinations
House
Watercolor, FL, 32459, United States
0.2k from Wiregrass Meadows center

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

5 Bedrooms12 Guests
10.0

Exceptional

19 reviews

$1422
Average price / night
Check Availability
WaterColor Stunner! Private Outdoor Space w/ Pool!
WaterColor Stunner! Private Outdoor Space w/ Pool!
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Wiregrass Meadows center

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

5 Bedrooms14 Guests
New to Booking
$2137
Average price / night
Check Availability
Sandy Oar - Camp  WaterColor Home With Carriage House, Fire Pit,  5 Bikes
Sandy Oar - Camp WaterColor Home With Carriage House, Fire Pit, 5 Bikes
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Wiregrass Meadows center

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

5 Bedrooms12 Guests
9.6

Exceptional

47 reviews

$1549
Average price / night
Check Availability
Rare Gem with Chef's Kitchen, 2 Bunk Rooms, and LSV, near Camp WaterColor
Rare Gem with Chef's Kitchen, 2 Bunk Rooms, and LSV, near Camp WaterColor
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Wiregrass Meadows center

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

5 Bedrooms10 Guests
9.2

Superb

51 reviews

$1964
Average price / night
Check Availability
Sea Glass*Golfcart*Watercolor*Pools
Sea Glass*Golfcart*Watercolor*Pools
House
Santa Rosa Beach, FL, 32459, United States
0.3k from Wiregrass Meadows center

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

3 Bedrooms8 Guests
10.0

Exceptional

24 reviews

$1578
Average price / night
Check Availability
Magnolia Way|Private Community Beach Access|Watercolor Home w/ Private Pool
Magnolia Way|Private Community Beach Access|Watercolor Home w/ Private Pool
House
Watercolor, FL, 32459, United States
0.4k from Wiregrass Meadows center

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

5 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$1793
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 Wiregrass Meadows.

Stay Near Wiregrass Meadows's Top Attractions

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

Wiregrass Meadows Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 3465 verified family-friendly vacation rentals in Wiregrass Meadows. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Wiregrass Meadows vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $477 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Wiregrass Meadows 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 Wiregrass Meadows 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 Wiregrass Meadows often include amenities such as Child Friendly, Fireplace/Heating, and Pool. 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.