Book Direct & Save - No Booking Fees
Last Minute Deals
Vacation Types
Snowbird
Beachfront
Pet Friendly
By Owner
Private Pool
Luxury
Resources
Vacation Rental Managers
FAQ
Reviews
Research
Log in
Traveler Login
Owner Login
Traveler Login
Owner Login
List Your Property
Filters
Price
Sleeps
Rooms
Sort
Recommended
Price: Low to High
Price: High to Low
Deals First
Availability Last Updated
Number of Reviews
Guest Rating
Newest
No results - try removing filters.
Florida Rentals
Florida Keys
Islamorada
Summer Sea
Popular searches
Monthly Rentals in Islamorada
72 rentals starting at $87 avg/night
Islamorada Rentals by Owner
59 rentals starting at $87 avg/night
Islamorada Rentals with Boat Dock
54 rentals starting at $104 avg/night
Islamorada Vacation Rentals with Private Pool
52 rentals starting at $176 avg/night
Islamorada Beachfront Rentals
33 rentals starting at $175 avg/night
Pet Friendly Vacation Rentals in Islamorada
32 rentals starting at $188 avg/night
Luxury Vacation Rentals Islamorada
27 rentals starting at $709 avg/night
Islamorada Condo Rentals
25 rentals starting at $97 avg/night
Cheap Vacation Rentals Islamorada
17 rentals starting at $87 avg/night
Show more
Nearby neighborhoods
Futura Yacht Club Rentals
3 rentals starting at $191 avg/night
Plantation by the Sea Rentals
3 rentals starting at $104 avg/night
Executive Bay Club Rentals
3 rentals starting at $175 avg/night
Venetian Shores Rentals
8 rentals starting at $167 avg/night
Ocean Pointe Suites Rentals
19 rentals starting at $235 avg/night
Beacon Reef Rentals
3 rentals starting at $183 avg/night
Port Antigua Rentals
4 rentals starting at $307 avg/night
Upper Matecumbe Rentals
5 rentals starting at $323 avg/night
Rock Harbor Club Rentals
3 rentals starting at $175 avg/night
Show more
Nearby cities
Tavernier Vacation Rentals
28 rentals starting at $180 avg/night
Key Largo Vacation Rentals
56 rentals starting at $130 avg/night
Key Colony Beach Vacation Rentals
33 rentals starting at $143 avg/night
Marathon Vacation Rentals
131 rentals starting at $125 avg/night
Big Pine Key Vacation Rentals
29 rentals starting at $100 avg/night
Little Torch Key Vacation Rentals
20 rentals starting at $146 avg/night
Ramrod Key Vacation Rentals
8 rentals starting at $175 avg/night
Summerland Key Vacation Rentals
33 rentals starting at $155 avg/night
Cudjoe Key Vacation Rentals
24 rentals starting at $150 avg/night
Miami Vacation Rentals
16 rentals starting at $180 avg/night
Miami Beach Vacation Rentals
19 rentals starting at $102 avg/night
Key West Vacation Rentals
74 rentals starting at $120 avg/night
Sunny Isles Beach Vacation Rentals
5 rentals starting at $150 avg/night
Hallandale Beach Vacation Rentals
13 rentals starting at $100 avg/night
Hollywood Vacation Rentals
40 rentals starting at $72 avg/night
Show more
Filters
X
Your selections
Clear all
Features & amenities
Pool (21317)
Private pool (10529)
Pets allowed (6297)
Beachfront (5861)
Oceanfront (4744)
Air conditioning (26101)
WiFi (24664)
Hot tub (8430)
Washer & Dryer (251)
Managed by owner (11543)
Waterfront (6618)
Kitchen (24158)
Bed linens provided (22661)
King-sized bed (236)
Pool table (3112)
Outdoor shower (4353)
Elevator (7310)
Dock or boat slip (2745)
Parking available (23005)
Balcony (12728)
TV (266)
Outdoor grill (207)
Dishwasher (248)
Non-smoking (20210)
Microwave (264)
Patio or deck (14260)
Stove (253)
Kid friendly (15552)
Oven (255)
No pets allowed (14416)
Hair dryer (225)
Wheelchair accessible (3504)
Iron and board (189)
Smoke alarm (103)
Crib (9)
Smoking allowed (491)
Dedicated workspace (2031)
EV charger (575)
Carbon monoxide alarm (39)
View all
Price (nightly)
Min
-
Max
Sleeps
0 Sleeps
Rooms
0 Bedrooms
0 Bathrooms
Property type
House (65)
Villa (3)
Cottage (2)
Condo (25)
Apartment (6)
Townhome (6)
Estate (1)
rentals
