Vacation Rentals in Indian Key Historic State Park, FL: Compare 10+ Sites & Save

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

  4.  Florida
  5.  Indian Key Historic State Park

Refine your search

Price per night

Amenity Filter

Rating

316 Best Vacation Rentals in Indian Key Historic State Park (Starting from $119)

Castaway Island Vacation Bungalow
Castaway Island Vacation Bungalow
Villa
Islamorada, FL, USA
2.4k from Indian Key Historic State Park center

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

2 Bedrooms4 Guests
New to Booking
$560
Average price / night
Check Availability
Marlin House @ Tarpon Point
Marlin House @ Tarpon Point
House
Islamorada, FL, 33036, United States
1.3k from Indian Key Historic State Park center

AC, Balcony, Barbecue, Dryer, Elevator, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.6

Exceptional

19 reviews

$1092
Average price / night
Check Availability
Key Lime Cottage in the heart of Islamorada
Key Lime Cottage in the heart of Islamorada
House
Indian Key Historic State Park, Florida, USA
2.4k from Indian Key Historic State Park center

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

2 Bedrooms5 Guests
9.3

Superb

3 reviews

$308
Average price / night
Check Availability
Egret House @ Tarpon Point
Egret House @ Tarpon Point
House
Islamorada, FL, 33036, United States
1.3k from Indian Key Historic State Park center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$1057
Average price / night
Check Availability
Villa Riolo
Villa Riolo
House
Islamorada, FL, USA
2.6k from Indian Key Historic State Park center

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

2 Bedrooms6 Guests
New to Booking
$218
Average price / night
Check Availability
The Beach House-Luxury Oceanfront Home, Outstanding Views, Pool & Beach
The Beach House-Luxury Oceanfront Home, Outstanding Views, Pool & Beach
House
Islamorada, FL, 33036, United States
1.3k from Indian Key Historic State Park center

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

4 Bedrooms8 Guests
10.0

Exceptional

45 reviews

$937
Average price / night
Check Availability
Palms 301
Palms 301
House
Islamorada, FL, USA
2.8k from Indian Key Historic State Park center

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

2 Bedrooms6 Guests
New to Booking
$156
Average price / night
Check Availability
The Snook House at Tarpon Point  ~ 4 Bed/4 Bath Oceanfront Home
The Snook House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront Home
House
Islamorada, FL, 33036, United States
1.3k from Indian Key Historic State Park center

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

4 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$1115
Average price / night
Check Availability
Palms 309
Palms 309
House
Islamorada, FL, USA
2.8k from Indian Key Historic State Park center

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

2 Bedrooms5 Guests
New to Booking
$174
Average price / night
Check Availability
Welcome to Our Beautiful Spacious 2 BR Home in the Heart of Islamorada, Florida
Welcome to Our Beautiful Spacious 2 BR Home in the Heart of Islamorada, Florida
House
Islamorada, FL, 33036, United States
1.4k from Indian Key Historic State Park center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Laundry, Microwave, No Smoking

2 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$501
Average price / night
Check Availability
Palms 313
Palms 313
House
Islamorada, FL, USA
2.8k from Indian Key Historic State Park center

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

2 Bedrooms5 Guests
New to Booking
$192
Average price / night
Check Availability
The Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront Home
The Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront Home
House
Islamorada, FL, 33036, United States
1.4k from Indian Key Historic State Park center

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

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$978
Average price / night
Check Availability
Palms 317
Palms 317
House
Islamorada, FL, USA
2.8k from Indian Key Historic State Park center

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

1 Bedroom3 Guests
New to Booking
$119
Average price / night
Check Availability
Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
House
Islamorada, FL, 33036, United States
1.8k from Indian Key Historic State Park center

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

5 Bedrooms10 Guests
10.0

Exceptional

113 reviews

$1872
Average price / night
Check Availability
Palms 417
Palms 417
House
Islamorada, FL, USA
2.8k from Indian Key Historic State Park center

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

1 Bedroom3 Guests
New to Booking
$128
Average price / night
Check Availability
Next available August 15th, 2026 - Stunning Oceanfront Estate - Private Pool
Next available August 15th, 2026 - Stunning Oceanfront Estate - Private Pool
House
Islamorada, FL, 33036, United States
2.0k from Indian Key Historic State Park center

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

6 Bedrooms14 Guests
10.0

Exceptional

59 reviews

$2119
Average price / night
Check Availability
Beach Residence Private overwater dock Heated Pool Mahi Key
Beach Residence Private overwater dock Heated Pool Mahi Key
House
Islamorada, FL, USA
2.9k from Indian Key Historic State Park center

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

3 Bedrooms6 Guests
New to Booking
$1282
Average price / night
Check Availability
Stunning 3-bedroom home in Islamorada with private heated pool and ocean views.
Stunning 3-bedroom home in Islamorada with private heated pool and ocean views.
House
Islamorada, FL, 33036, United States
2.1k from Indian Key Historic State Park center

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

3 Bedrooms6 Guests
New to Booking
$453
Average price / night
Check Availability
Matecumbe Resort
Matecumbe Resort
Apartment
Islamorada, FL, USA
3.0k from Indian Key Historic State Park center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Beach, Places to stay

32 Bedrooms26 Guests
8.4

Very Good

332 reviews

$214
Average price / night
Check Availability
 Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada
Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada
House
Islamorada, FL, 33036, United States
2.2k from Indian Key Historic State Park center

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

2 Bedrooms4 Guests
9.4

Superb

24 reviews

$410
Average price / night
Check Availability
Experience luxury at Southern Comfort, a 3-bedroom oceanfront retreat in scenic Islamorada.
Experience luxury at Southern Comfort, a 3-bedroom oceanfront retreat in scenic Islamorada.
House
Islamorada, FL, 33036, United States
2.4k from Indian Key Historic State Park center

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

3 Bedrooms6 Guests
New to Booking
$647
Average price / night
Check Availability
Ocean Front House: 3-bedroom house in fantastic Islamorada with cool AC
Ocean Front House: 3-bedroom house in fantastic Islamorada with cool AC
House
Islamorada, FL, 33036, United States
2.4k from Indian Key Historic State Park center

AC, Internet, No Smoking

3 Bedrooms6 Guests
New to Booking
$675
Average price / night
Check Availability
2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool
2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool
Cottage
Islamorada, FL, 33036, United States
2.4k from Indian Key Historic State Park center

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

2 Bedrooms4 Guests
9.6

Exceptional

64 reviews

$377
Average price / night
Check Availability
Charming 3-Bedroom Canal Home in Islamorada with Private Pool & Balcony
Charming 3-Bedroom Canal Home in Islamorada with Private Pool & Balcony
House
Islamorada, FL, 33036, United States
2.4k from Indian Key Historic State Park center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$453
Average price / night
Check Availability
TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP
TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP
House
Islamorada, FL, 33036, United States
2.4k from Indian Key Historic State Park center

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

2 Bedrooms5 Guests
10.0

Exceptional

98 reviews

$660
Average price / night
Check Availability
Tarpon Bend ocean view with boat lifts
Tarpon Bend ocean view with boat lifts
House
Islamorada, FL, 33036, United States
2.4k from Indian Key Historic State Park center

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

3 Bedrooms5 Guests
10.0

Exceptional

10 reviews

$385
Average price / night
Check Availability
Key Lime Cottage in Islamorada
Key Lime Cottage in Islamorada
House
Islamorada, FL, 33036, United States
2.4k from Indian Key Historic State Park center

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

2 Bedrooms5 Guests
10.0

Exceptional

43 reviews

$430
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 Indian Key Historic State Park.

Where to stay in Indian Key Historic State Park? Best neighborhoods & areas

Indian Key Historic State Park Vacation Rentals on the Map

Frequently Asked Questions

You can explore 316 verified vacation rentals in Indian Key Historic State 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 Indian Key Historic State Park vary depending on the season, property size, and location. Rates typically start from around $119 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 Indian Key Historic State 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 Indian Key Historic State Park welcome pets. Currently, 30 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 Indian Key Historic State Park often include amenities such as Wellness Facilities, View, and Internet. 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.