Family-Friendly Vacation Rentals in Windley Key Fossil Reef Geological State Park, FL: Compare 10+ Sites & Save

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151 Best Family Vacation Rentals in Windley Key Fossil Reef Geological State Park (Starting from $183)

Anglers Reef Vacation Rental
Anglers Reef Vacation Rental
Villa
Islamorada, FL, USA
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$495
Average price / night
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Renovated Anglers Reef 2BR + Sleeper + Ocean Views, Pool, Marina, Sleeps 8
Renovated Anglers Reef 2BR + Sleeper + Ocean Views, Pool, Marina, Sleeps 8
House
Islamorada, FL, 33036, United States
0.1k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms8 Guests
10.0

Exceptional

72 reviews

$569
Average price / night
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Anglers Reef Paradise
Anglers Reef Paradise
House
Islamorada, FL, USA
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms6 Guests
9.6

Exceptional

19 reviews

$400
Average price / night
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Coastal Paradise in Anglers Reef-Gated Yard, Beaches, Ocean Toys included,
Coastal Paradise in Anglers Reef-Gated Yard, Beaches, Ocean Toys included,
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$546
Average price / night
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Oceanfront Islamorada Townhome with Dock and Pool
Oceanfront Islamorada Townhome with Dock and Pool
House
Islamorada, FL, USA
0.6k from Windley Key Fossil Reef Geological State Park center

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

3 Bedrooms7 Guests
New to Booking
$764
Average price / night
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Anglers Reef Islamorada 2/2.5 DOCK AVAILABLE Bikes, Kayak available, Pool
Anglers Reef Islamorada 2/2.5 DOCK AVAILABLE Bikes, Kayak available, Pool
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms6 Guests
9.8

Exceptional

49 reviews

$475
Average price / night
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Sunshine Place
Sunshine Place
House
Islamorada, FL, USA
1.1k from Windley Key Fossil Reef Geological State Park center

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

1 Bedroom3 Guests
New to Booking
$302
Average price / night
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Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool
Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms6 Guests
9.8

Exceptional

61 reviews

$514
Average price / night
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Harbor House
Harbor House
House
Islamorada, FL, USA
1.6k from Windley Key Fossil Reef Geological State Park center

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

4 Bedrooms8 Guests
New to Booking
$366
Average price / night
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 ISLAMORADA, ANGLERS REEF PRISTINE HOME Pool, Dock, Beach, Kayaks, Paddle Boards
ISLAMORADA, ANGLERS REEF PRISTINE HOME Pool, Dock, Beach, Kayaks, Paddle Boards
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

3 Bedrooms6 Guests
10.0

Exceptional

191 reviews

$511
Average price / night
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Beacon Reef 222
Beacon Reef 222
House
Islamorada, FL, USA
3.0k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms4 Guests
New to Booking
$252
Average price / night
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Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.
Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

4 Bedrooms8 Guests
10.0

Exceptional

116 reviews

$805
Average price / night
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Beacon Reef 301
Beacon Reef 301
House
Islamorada, FL, USA
3.0k from Windley Key Fossil Reef Geological State Park center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$183
Average price / night
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Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool
Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms6 Guests
9.8

Exceptional

111 reviews

$549
Average price / night
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Beacon Reef 306
Beacon Reef 306
House
Islamorada, FL, USA
3.0k from Windley Key Fossil Reef Geological State Park center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$192
Average price / night
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Front Row, DIRECT Ocean/Pool Views, Anglers Reef, Islamorada.  Boat Dock, Beach
Front Row, DIRECT Ocean/Pool Views, Anglers Reef, Islamorada. Boat Dock, Beach
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms6 Guests
10.0

Exceptional

95 reviews

$642
Average price / night
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Beacon Reef 307
Beacon Reef 307
House
Islamorada, FL, USA
3.0k from Windley Key Fossil Reef Geological State Park center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$197
Average price / night
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Oceanside Getaway: Beautiful Home with Boat Slip, Pool & Beach - Gated community
Oceanside Getaway: Beautiful Home with Boat Slip, Pool & Beach - Gated community
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms6 Guests
10.0

Exceptional

173 reviews

$536
Average price / night
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Beacon Reef 310
Beacon Reef 310
House
Islamorada, FL, USA
3.0k from Windley Key Fossil Reef Geological State Park center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms4 Guests
New to Booking
$206
Average price / night
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Pristine pool front home w/ocean views Anglers 148
Pristine pool front home w/ocean views Anglers 148
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms7 Guests
9.6

Exceptional

55 reviews

$662
Average price / night
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Islamorada house with best location. Lic # 24-0055
Islamorada house with best location. Lic # 24-0055
Villa
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms6 Guests
10.0

Exceptional

19 reviews

$624
Average price / night
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Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip.
Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip.
House
Islamorada, FL, 33036, United States
0.2k from Windley Key Fossil Reef Geological State Park center

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

2 Bedrooms6 Guests
10.0

Exceptional

146 reviews

$363
Average price / night
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Oceanfront Panoramic Bliss • 3 Stories, Paddleboards, Gameroom & Boat Dockage
Oceanfront Panoramic Bliss • 3 Stories, Paddleboards, Gameroom & Boat Dockage
House
Islamorada, FL, 33036, United States
0.6k from Windley Key Fossil Reef Geological State Park center

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

3 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$817
Average price / night
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NEW - Oceanfront FL Keys Home w/Pool, Free Dockage, Gameroom, Private Balcony
NEW - Oceanfront FL Keys Home w/Pool, Free Dockage, Gameroom, Private Balcony
House
Islamorada, FL, 33036, United States
0.7k from Windley Key Fossil Reef Geological State Park center

AC, Arcade, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$756
Average price / night
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At The Sandbar: Partial Ocean View, Htd Pool, Free Dockage, GameRoom, EV Charger
At The Sandbar: Partial Ocean View, Htd Pool, Free Dockage, GameRoom, EV Charger
House
Islamorada, FL, 33036, United States
0.8k from Windley Key Fossil Reef Geological State Park center

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

3 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$628
Average price / night
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Venetian Shores Home -DOCK remodeled  3/3 POOL/Hot Tub! Deep water Dockage
Venetian Shores Home -DOCK remodeled 3/3 POOL/Hot Tub! Deep water Dockage
House
Islamorada, FL, 33036, United States
1.3k from Windley Key Fossil Reef Geological State Park center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$742
Average price / night
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Venetian Shores Waterfront with Ocean Access, Pool
Venetian Shores Waterfront with Ocean Access, Pool
House
Islamorada, FL, 33036, United States
1.4k from Windley Key Fossil Reef Geological State Park center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Microwave, No Smoking, Outdoor Space

3 Bedrooms8 Guests
10.0

Exceptional

39 reviews

$976
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 Windley Key Fossil Reef Geological State Park.

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Frequently Asked Questions

You can explore 151 verified family-friendly vacation rentals in Windley Key Fossil Reef Geological State Park. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Windley Key Fossil Reef Geological State Park vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $183 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Windley Key Fossil Reef Geological State Park 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 Windley Key Fossil Reef Geological State Park 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 Windley Key Fossil Reef Geological State Park often include amenities such as View, Child Friendly, and Ocean View. 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.