Islamorada Monthly Stay
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
AU $227/Night
For 7 Nights AU $1,587
1679.17 ft²
6 Guests
3 Bedrooms
3 Bathrooms
House
- Spa
- Pool
- View
AU $1,344/Night
For 7 Nights AU $9,405
1700 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
AU $893/Night
For 7 Nights AU $6,251
10.76 ft²
10 Guests
1 Bedroom
5 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
AU $3,477/Night
For 7 Nights AU $24,341
1700 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
AU $748/Night
For 7 Nights AU $5,237
1550 ft²
6 Guests
2 Bedrooms
2 Bathrooms
House
- Private Beach
- Oceanfront
- Fireplace/Heating
AU $556/Night
For 7 Nights AU $3,895
800 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Pool
- Ocean View
- Balcony/Terrace
AU $313/Night
For 7 Nights AU $2,189
1001.04 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
AU $263/Night
For 7 Nights AU $1,842
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
AU $637/Night
For 7 Nights AU $4,459
527.43 ft²
5 Guests
2 Bedrooms
1 Bathroom
House
- Oceanfront
- Pool
- Ocean View
AU $428/Night
For 7 Nights AU $2,999
1900 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
AU $1,135/Night
For 7 Nights AU $7,948
1679.17 ft²
6 Guests
3 Bedrooms
3 Bathrooms
House
- Spa
- View
- Breakfast
AU $1,170/Night
For 7 Nights AU $8,188
Why Choose Rent By Owner for your Islamorada Monthly Stay?
What makes our Monthly Stay special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Islamorada
How to Book Your Islamorada Monthly Stay
What's our booking process?
Our platform allows you to browse a curated selection of monthly stay. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Islamorada
Common Monthly Stay Amenities
What amenities can you expect?
Our Monthly Stay are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Islamorada, FL
History of Diving Museum
Seabreeze Trailer Park
Windley Key Fossil Reef Geological State Park
Theater of the Sea
Matecumbe United Methodist Church
Upper Matecumbe Key
Plantation by the Sea
Coral Cove
White Marlin Beach
Lower Matecumbe Beach
Toll Gate Shores
Venetian Shores
Frequently Asked Questions About Islamorada Monthly Stays
1. What are the top Monthly Stays in Islamorada?
There are a lot of options in Islamorada. If you plan on staying in the Islamorada area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Monthly Stays in Islamorada:
- Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock
- ISLAMORADA WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CONTACT OWNER
- The Beach House-Luxury Oceanfront Home, Outstanding Views, Pool & Beach
- Venetian Shores Waterfront with Ocean Access, Pool
- New Islamorada Home w/Dock, 2 Pools, Kayaks & EV Charger
- The Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront Home
- Incredible Bayside Home in the Florida Keys!
- " Endless Summer" Awaits!
- Experience luxury in this 5-bedroom oceanfront home in Islamorada, perfect for 12 guests.
- Perfect Home for a get away! Private homeowners beach, enjoy Islamorada.
2. How many Monthly Stays are available in Islamorada?
Currently, the total number of properties listed by RBO in 2026 is over 191 in the Islamorada area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Monthly Stays in Islamorada.
More Rentals You May Like Near Islamorada
1473 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
AU $534/Night
For 7 Nights AU $3,736
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $871/Night
For 7 Nights AU $6,098
575 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Spa
- Fireplace/Heating
- Pool
AU $232/Night
For 7 Nights AU $1,627
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
AU $509/Night
For 7 Nights AU $3,559
800 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $240/Night
For 7 Nights AU $1,682
575 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Spa
- Fireplace/Heating
AU $233/Night
For 7 Nights AU $1,633
575 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $217/Night
For 7 Nights AU $1,522
400 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pool
- Balcony/Terrace
- Kitchen
AU $170/Night
For 7 Nights AU $1,191
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
AU $315/Night
For 7 Nights AU $2,207
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Pool
- Balcony/Terrace
- Kitchen
AU $243/Night
For 7 Nights AU $1,698
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
AU $187/Night
For 7 Nights AU $1,306
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $569/Night
For 7 Nights AU $3,982
