Updating...
“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.
Price per night from
$172
Responds fast! avg. 1 hour 12 minutes
Price per night from
$1,432
Responds fast! avg. 1 hour 12 minutes
Price per night from
$630
Responds fast! avg. 1 hour 12 minutes
Price per night from
$630
Responds fast! avg. 1 hour 12 minutes
Price per night from
$401
Responds fast! avg. 1 hour 12 minutes
Price per night from
$630
Responds fast! avg. 1 hour 12 minutes
Price per night from
$859
Responds fast! avg. 1 hour 12 minutes
Price per night from
$1,432
Responds fast! avg. 1 hour 12 minutes
Price per night from
$630
The Caribbean Resort - Bird of Paradise - One Bedroom One Bath
Matecumbe Key house
- 1 bedroom
- 1 bathroom
- sleeps 4
Responds fast! avg. 1 hour 12 minutes
Price per night from
$458
Responds fast! avg. 1 hour 12 minutes
Price per night from
$630
Responds fast! avg. 1 hour 12 minutes
Price per night from
$630
Responds fast! avg. 1 hour 12 minutes
Price per night from
$1,088
Responds fast! avg. 1 hour 12 minutes
Price per night from
$573
Responds fast! avg. 1 hour 12 minutes
Price per night from
$630
Great rentals within 20 miles that match your search
New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale
Islamorada house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Price per night from
$912
Relax in newly remodeled home just minutes away from marinas, parks and beaches
Key Largo house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$150
Price per night from
$465
Beachfront Islamorada Villa with Dockage and Bay Views
Lower Matecumbe Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$349
Coastal Key Largo Townhome with Ocean Views, Pool & Dock
Key Largo townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$390
Price per night from
$213
Price per night from
$345
Price per night from
$1,549
Price per night from
$1,664
Price per night from
$259
Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball
Islamorada house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$207
Responds fast! avg. 3 hours 2 minutes
Price per night from
$342
Private and comfortable four bedrooms, three bath, private oasis
Key Largo house
- 4 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$322
Price per night from
$373
Oceanfront Condo w/Lake, Kayaks, Paddleboards & Bikes
Key Largo apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$447
New Listing! Charming Angler's Reef Home with Pool, Dockage
Islamorada house
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$458
Price per night from
$315
Price per night from
$228
Luxury on the water-Clean remodeled Houseboat with great WiFi -Baycation
Tavernier boathouse
- 1 bedroom
- 1 bathroom
- sleeps 4
Price per night from
$344
Viewing 38 of 165
rentals in Matecumbe Key
Top Destination reviews
Also consider
- Key West 117 properties
- Key Largo 91 properties
- Marathon 88 properties
- Islamorada 58 properties
- Lower Keys 52 properties
- Stock Island 27 properties
- Cudjoe Key 25 properties
- Big Pine Key 23 properties
- Key Colony Beach 11 properties
- Sugarloaf Key 10 properties
- Ramrod Key 7 properties
- Sugarloaf 6 properties
- Central Florida 6,475 properties
- Southwest Gulf Coast 2,526 properties
- Miami Beach 292 properties
- Anna Maria Island 264 properties
- St. Augustine 230 properties
- Treasure Island 204 properties
- Indian Rocks Beach 166 properties
- Ormond Beach 46 properties
- Key Biscayne 18 properties
- Temple Terrace 18 properties
- Crystal River 15 properties
- Jupiter 12 properties
- Port Orange 12 properties
- Carrollwood 11 properties
- South Venice 10 properties
- Doral 10 properties
- Lehigh Acres 8 properties
- Middleburg 8 properties
- Lutz 8 properties
- Bokeelia 5 properties