The Best Airbnb Deals in
Islamorada, Florida

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Islamorada, Florida. Enter your travel dates to find the best deals!

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AirDNA Score: 79
$450/night

Summer Wind Seabreezes at Anglers Reef

2 beds
2.5 baths
6 guests
Average Price:  
$398
13% More
than normal
AirDNA Score: 79
$200/night

360 DEGREE WATERVIEW HOUSEBOAT

1 bed
1 bath
2 guests
Average Price:  
$218
8% Cheaper
than normal
AirDNA Score: 77
$179/night

Piece of Paradise

2 beds
2 baths
4 guests
Average Price:  
$248
28% Cheaper
than normal
AirDNA Score: 74
$395/night

Oceanfront, Private Beach, Beach Cottage w/Kayaks

2 beds
2 baths
6 guests
Average Price:  
$429
8% Cheaper
than normal
AirDNA Score: 73
$225/night

Beautiful Sunsets

2 beds
2 baths
6 guests
Average Price:  
$235
4% Cheaper
than normal
AirDNA Score: 65
$290/night

Port of Call

2 beds
2.5 baths
4 guests
Average Price:  
$312
7% Cheaper
than normal
AirDNA Score: 62
$85/night

Sailboat - Swim/Snorkel/Kayak

1 bed
1 bath
2 guests
Average Price:  
$85
0% Cheaper
than normal
AirDNA Score: 59
$400/night

Back to School Escape to Anglers Reef

2 beds
2.5 baths
6 guests
Average Price:  
$387
3% More
than normal
AirDNA Score: 51
$425/night

Anglers Reef Oceanfront Home Sleeps 6

2 beds
2.5 baths
6 guests
Average Price:  
$382
11% More
than normal
AirDNA Score: 51
$425/night

Angler''s Reef Oceanfront

2 beds
2.5 baths
6 guests
Average Price:  
$369
15% More
than normal
AirDNA Score: 51
$1150/night

You will never want to leave.

3 beds
3 baths
8 guests
Average Price:  
$1247
8% Cheaper
than normal
AirDNA Score: 51
$350/night

Spacious waterfront home

3 beds
2.5 baths
6 guests
Average Price:  
$370
5% Cheaper
than normal
AirDNA Score: 50
$190/night

Ocean View #IslamoradaRental1

2 beds
2 baths
6 guests
Average Price:  
$190
0% Cheaper
than normal
AirDNA Score: 50
$315/night

Paradise home in Port Antigua, Islamorada, FL Keys

2 beds
2 baths
4 guests
Average Price:  
$472
33% Cheaper
than normal
AirDNA Score: 50
$450/night

Oceanfront Townhome located in Florida Keys

2 beds
1.5 baths
6 guests
Average Price:  
$429
5% More
than normal
AirDNA Score: 47
$449/night

Oceanfront 114 Anglers Reef Islamorada Fla Keys

2 beds
2.5 baths
6 guests
Average Price:  
$534
16% Cheaper
than normal
AirDNA Score: 21
$299/night

Bay Harbour Islamorada Condo w/ dock 2/2.5 views!

2 beds
2.5 baths
4 guests
Average Price:  
$289
3% More
than normal
AirDNA Score: 21
$736/night

Sunrise Townie- Maison Matecumbe

3 beds
3 baths
6 guests
Average Price:  
$736
0% Cheaper
than normal
AirDNA Score: 15
$287/night

Lazy Daze Beach House - Modern 5 Star Oceanfront

2 beds
2.5 baths
5 guests
Average Price:  
$416
31% Cheaper
than normal
AirDNA Score: 14
$750/night

Keys home on water w/ access to beach *monthly*

3 beds
2 baths
10 guests
Average Price:  
$1265
41% Cheaper
than normal
AirDNA Score: 14
$475/night

Beautiful Bay and Beach Bungalow

3 beds
3 baths
6 guests
Average Price:  
$580
18% Cheaper
than normal
AirDNA Score: 14
$700/night

Gorgeous waterfront home

3 beds
2.5 baths
8 guests
Average Price:  
$802
13% Cheaper
than normal
AirDNA Score: 13
$105/night

1B-STUNNING BAY VIEW FROM EVERY WINDOW & BALCONY

1 bed
1 bath
4 guests
Average Price:  
$133
21% Cheaper
than normal
AirDNA Score: 13
$100/night

Stunning view from this beautiful 1 bedroom condom

1 bed
1 bath
4 guests
Average Price:  
$128
22% Cheaper
than normal
AirDNA Score: 13
$115/night

Beautiful 1 bedroom apartment with a Phenomenal di

1 bed
1 bath
4 guests
Average Price:  
$118
3% Cheaper
than normal
AirDNA Score: 11
$350/night

Port of Call C-2

2 beds
2.5 baths
4 guests
Average Price:  
$372
6% Cheaper
than normal
AirDNA Score: 11
$483/night

Safety Harbour Canalfront

4 beds
3 baths
8 guests
Average Price:  
$446
8% More
than normal
AirDNA Score: 11
$180/night

Executive Bay G5

2 beds
3 baths
4 guests
Average Price:  
$199
10% Cheaper
than normal
AirDNA Score: 9
$1153/night

Islamorada Waterfront Beauty

3 beds
3 baths
6 guests
Average Price:  
$305
278% More
than normal
AirDNA Score: 7
$500/night

Perfect Home for a get away in Islamorda

3 beds
3 baths
6 guests
Average Price:  
$635
21% Cheaper
than normal
AirDNA Score: 7
$269/night

Mango House

2 beds
2.5 baths
4 guests
Average Price:  
$329
18% Cheaper
than normal
AirDNA Score: 0
$2000/night

A little piece of Paradise

2 beds
1.5 baths
4 guests
Average Price:  
$2138
6% Cheaper
than normal