Vacation Rentals in Founders Park, FL: Compare 10+ Sites & Save

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  5.  Islamorada
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704 Best Vacation Rentals in Founders Park (Starting from $130)

Executive Bay Club Condo M-1
Executive Bay Club Condo M-1
Apartment
Founders Park, Islamorada, Florida, USA
0.5k from Founders Park center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$132
Average price / night
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Ocean View : OCEAN VIEW: POOL: ELEVATOR: PET FRIENDLY: GOLF CAR: HOME OFFICE
Ocean View : OCEAN VIEW: POOL: ELEVATOR: PET FRIENDLY: GOLF CAR: HOME OFFICE
House
Islamorada, FL, 33036, United States
0.1k from Founders Park center

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

2 Bedrooms8 Guests
New to Booking
$465
Average price / night
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EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
House
Islamorada, FL, USA
0.5k from Founders Park center

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

11 Bedrooms28 Guests
8.5

Very Good

2 reviews

$180
Average price / night
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FULLY RENOVATED piece of paradise. 2 bdrs, 2 king beds, 1 Queen bed 2 full baths
FULLY RENOVATED piece of paradise. 2 bdrs, 2 king beds, 1 Queen bed 2 full baths
House
Islamorada, FL, 33036, United States
0.2k from Founders Park center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$315
Average price / night
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Escape to the Keys
Escape to the Keys
Apartment
Islamorada, FL, USA
0.7k from Founders Park center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay

2 Bedrooms8 Guests
New to Booking
$202
Average price / night
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Keys Cozy Townhouse
Keys Cozy Townhouse
House
Islamorada, FL, 33036, United States
0.2k from Founders Park center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
8.8

Fabulous

3 reviews

$220
Average price / night
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Harbor House
Harbor House
House
Islamorada, FL, USA
1.8k from Founders 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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Charming 2 bedroom townhome at Executive Bay Club!
Charming 2 bedroom townhome at Executive Bay Club!
House
Islamorada, FL, 33036, United States
0.3k from Founders Park center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$210
Average price / night
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Eclectic Easeful Stay!
Eclectic Easeful Stay!
Apartment
Founders Park, Islamorada, Florida, USA
2.0k from Founders Park center

Private Beach, Internet, Parking, Balcony/Terrace, Kitchen, Pool, Ocean View

2 Bedrooms6 Guests
New to Booking
$130
Average price / night
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BAY UNIT! 3-bedroom townhome in beautiful Islamorada with full amenities
BAY UNIT! 3-bedroom townhome in beautiful Islamorada with full amenities
House
Islamorada, FL, 33036, United States
0.4k from Founders Park center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$255
Average price / night
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Islamorada Paradise Overlooking the Fabulous Florida Bay.
Islamorada Paradise Overlooking the Fabulous Florida Bay.
Apartment
Tavernier, FL, USA
2.1k from Founders Park center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$189
Average price / night
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Wake up every day to the sunrise from the deck of this waterfront home 2bed home
Wake up every day to the sunrise from the deck of this waterfront home 2bed home
House
Islamorada, FL, 33036, United States
0.4k from Founders Park center

AC, Barbecue, Dryer, Fitness Equipment, Heater, Internet, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$269
Average price / night
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Pineapple Beach
Pineapple Beach
House
Islamorada, FL, USA
2.2k from Founders Park center

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

5 Bedrooms10 Guests
New to Booking
$2500
Average price / night
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Islamorada Getaway Townhouse
Islamorada Getaway Townhouse
House
Islamorada, FL, 33036, United States
0.4k from Founders Park center

AC, Dryer, Heater, Internet, Laundry, Washer

3 Bedrooms6 Guests
New to Booking
$205
Average price / night
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Anglers Reef Vacation Rental
Anglers Reef Vacation Rental
Villa
Islamorada, FL, USA
2.9k from Founders 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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Exec Bay 3 Bedroom townhouse w/heated pool, marina, tennis & more
Exec Bay 3 Bedroom townhouse w/heated pool, marina, tennis & more
Villa
Islamorada, FL, 33036, United States
0.5k from Founders Park center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$189
Average price / night
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Anglers Reef Paradise
Anglers Reef Paradise
House
Islamorada, FL, USA
2.9k from Founders 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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Executive Bay Club R8 ~ 3 Bed  / 3 Bath + Loft Townhouse on Plantation Key
Executive Bay Club R8 ~ 3 Bed / 3 Bath + Loft Townhouse on Plantation Key
House
Islamorada, FL, 33036, United States
0.5k from Founders Park center

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

4 Bedrooms10 Guests
New to Booking
$237
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
3.6k from Founders 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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Spacious Exec Bay Townhouse w/heated pool marina+
Spacious Exec Bay Townhouse w/heated pool marina+
Apartment
Islamorada, FL, 33036, United States
0.5k from Founders Park center

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

2 Bedrooms6 Guests
New to Booking
$192
Average price / night
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Paradise @ Islamorada
Paradise @ Islamorada
House
Islamorada, FL, 33036, United States
0.5k from Founders Park center

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

2 Bedrooms8 Guests
9.6

Exceptional

8 reviews

$381
Average price / night
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Amazing Sandy Beach Sunsets + New Pool + Best Location w/ Park - Bikes & Kayaks
Amazing Sandy Beach Sunsets + New Pool + Best Location w/ Park - Bikes & Kayaks
House
Islamorada, FL, 33036, United States
0.5k from Founders Park center

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

4 Bedrooms6 Guests
9.8

Exceptional

34 reviews

$462
Average price / night
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Keys Paradise with Private Beach and Pool
Keys Paradise with Private Beach and Pool
House
Islamorada, FL, 33036, United States
0.5k from Founders Park center

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

2 Bedrooms8 Guests
New to Booking
$558
Average price / night
Check Availability
Charming and Cozy  Townhouse in the Fl Keys with Pool and Beach Access
Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access
House
Islamorada, FL, 33036, United States
0.5k from Founders Park center

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

2 Bedrooms4 Guests
9.8

Exceptional

10 reviews

$151
Average price / night
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Endless Paradise at Executive Bay Club in Islamorada
Endless Paradise at Executive Bay Club in Islamorada
House
Islamorada, FL, 33036, United States
0.5k from Founders Park center

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

3 Bedrooms8 Guests
8.8

Fabulous

16 reviews

$173
Average price / night
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Sunsets at Islamorada, Florida Keys.  2/2 Townhome at Executive Bay Club
Sunsets at Islamorada, Florida Keys. 2/2 Townhome at Executive Bay Club
House
Islamorada, FL, 33036, United States
0.5k from Founders Park center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$176
Average price / night
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Executive Bay Club U2 ~ 3 bed / 3 bath + Loft Townhouse in Islamorada
Executive Bay Club U2 ~ 3 bed / 3 bath + Loft Townhouse in Islamorada
House
Islamorada, FL, 33036, United States
0.5k from Founders Park center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
New to Booking
$259
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 Vacation Rentals in Founders Park.

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Frequently Asked Questions

You can explore 704 verified vacation rentals in Founders Park. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Founders Park vary depending on the season, property size, and location. Rates typically start from around $130 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Founders Park include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Founders Park welcome pets. Currently, 19 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Founders Park often include amenities such as Balcony/Terrace, View, and Pool. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.