House holiday rentals in Islamorada
Find and book unique houses on Airbnb
Top-rated house rentals in Islamorada
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Islamorada
House rentals with a pool
Home in Key Largo
4.87 out of 5 average rating, 106 reviewsParadise Palace 3/3 Waterfront Pool Kayak 60' Dock
Home in Key Largo
4.89 out of 5 average rating, 174 reviewsOutdoor Paradise - Beach, Boats, Snorkeling & Sun!
Home in Key Largo
4.95 out of 5 average rating, 107 reviewsMariners Club Resort, Best in the Upper Keys
Home in Key Colony Beach
4.91 out of 5 average rating, 117 reviewsThe Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Home in Key Largo
4.97 out of 5 average rating, 113 reviewsTiny Home on Waterfront | Bay Views | Deck | Pool
Home in Islamorada
4.96 out of 5 average rating, 57 reviewsTropical Getaway 3/3 with 100’ boat dock and pool
Home in Marathon
4.97 out of 5 average rating, 35 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Marathon
5.0 out of 5 average rating, 5 reviewsP31 - 11785 5th Ave. Ocean
Weekly house rentals
Home in Marathon
4.97 out of 5 average rating, 37 reviewsThe Gulf Cottage at Marathon Key
Home in Islamorada
4.95 out of 5 average rating, 19 reviewsHidden Gem Duplex in Heart of Islamorada! Sleeps 8
Home in Key Largo
5.0 out of 5 average rating, 16 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Home in Marathon
5.0 out of 5 average rating, 27 reviewsCoral Lagoon #23- Private Home with Boat Slip
Home in Marathon
5.0 out of 5 average rating, 8 reviewsSalty kisses beach house
Home in Islamorada
5.0 out of 5 average rating, 3 reviewsThe Villa by the Bay Unit #2
Home in Key Largo
4.94 out of 5 average rating, 17 reviewsKeys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More
Private house rentals
Home in Marathon
4.97 out of 5 average rating, 38 reviewsWaterfront Tropical Retreat w/ Private Pool
Home in Marathon
5.0 out of 5 average rating, 14 reviewsOceanfront w/ Dock, Hot Tub & Secluded
Home in Marathon
5.0 out of 5 average rating, 18 reviewsBrand New Luxury Oceanfront Home w/ Pool, 38' Slip
Home in Tavernier
5.0 out of 5 average rating, 10 reviewsIslamorada Waterfront House w/ Private Dock
Home in Marathon
5.0 out of 5 average rating, 61 reviewsNew Private 4/3 Single Family - Kayaks & Bicycles+
Home in Marathon
5.0 out of 5 average rating, 32 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Home in Key Largo
4.93 out of 5 average rating, 45 reviewsOceanside Kawama Villa R5
Home in Marathon
4.83 out of 5 average rating, 6 reviewsPescayo Paradise! Canal Front/Dock/Pool & Spa!
Quick stats about house rentals in Islamorada
Total rentals
290 properties
Rentals with a pool
170 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
270 properties are a good fit for families
Total number of reviews
1.8T reviews
Nightly prices starting at
₹9,182 before taxes and fees
Destinations to explore
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- Naples Holiday rentals
- Varadero Holiday rentals
- West Palm Beach Holiday rentals
- Havana Holiday rentals
- Sarasota Holiday rentals
- Nassau Holiday rentals
- Anna Maria Island Holiday rentals
- Townhouse rentals Miami
- Tiny house rentals Miami
- Beach house rentals Miami
- Guest house rentals Miami
- House rentals Miami
- Earth house rentals United States
- Lighthouse rentals United States
- Guest house rentals United States
- House rentals United States
- Townhouse rentals United States
- Townhouse rentals Miami Beach
- Guest house rentals Miami Beach
- House rentals Miami Beach
- Beach house rentals Miami Beach
- Lakehouse rentals Florida
- House rentals Florida
- Tiny house rentals Florida
- Beach house rentals Florida
- Townhouse rentals Florida
- Guest house rentals Florida
- House rentals Fort Lauderdale
- Townhouse rentals Fort Lauderdale
- Beach house rentals Fort Lauderdale
- Guest house rentals Fort Lauderdale
- Family-friendly rentals Islamorada
- Rentals with a washing machine and dryer Islamorada
- Bungalow rentals Islamorada
- Beach house rentals Islamorada
- Family-friendly rentals Islamorada
- Flat rentals Islamorada
- Apartment rentals Islamorada
- Waterfront rentals Islamorada
- Rentals with breakfast Islamorada
- Rentals with a firepit Islamorada
- Villa rentals Islamorada
- Beachfront rentals Islamorada
- Townhouse rentals Islamorada
- Rentals with pools Islamorada
- Monthly Rentals Islamorada
- Rentals with a hot tub Islamorada
- Rentals with a kayak Islamorada
- Rentals with a patio Islamorada
- Rentals with beach access Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a fireplace Islamorada
- Pet-friendly rentals Islamorada
- Fitness-friendly rentals Islamorada
- Guest house rentals Monroe County
- House rentals Monroe County
- Townhouse rentals Monroe County
- Tiny house rentals Monroe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom