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Monroe County Summer Rentals, Cottages & Cabins
Book a Place to Stay in Monroe County for Your Summer Getaway
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About Monroe County Summer Rental on Rent By Owner
With 13377 summer rentals in or near Monroe County, choosing a suitable rental home for your upcoming summer getaway on Rent By Owner is easy. Whether you are traveling with family, friends, or in a group to Monroe County or areas nearby, RBO has plenty of summer accommodations to choose from, many with top amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxury bedrooms, bathtubs, and pet-allowed environments.
Looking for a relaxing place to stay in Monroe County for a summer vacation you do not want to forget easily? Rent By Owner summer rental homes are available to provide you with the maximum comfort you deserve. Whether you're needing a unique style condo, luxury resort, villas, bungalow, cozy cabin, RV, or cottage in Monroe County, RBO has got you covered for your next summer holiday.
Frequently Asked Questions About Monroe County Luxury Rentals
There are a lot of options in Monroe County. If you plan on staying in the Monroe County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Monroe County:
- Almond Tree Inn Hotel - Adults Only
- Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
- Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
- Summer Fun Awaits! Clean and Cozy w TOP FLOOR VIEWS.Your Home Away From Home!
- Oceanfront Key Largo Paradise~Private Beach~Pool~Tennis~Marina~Restaurant
- Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys
- Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec
- Key Lime Kottage- Waterfront Home on Gulf of Mexico w/Private Pool, Dock & More
- 🌴 Coco Plum Paradise 🌴 Private Bayfront Home Pool Hot Tub Dock View
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
Yes, here are some popular summer holiday rentals in Monroe County that have a private or indoor pool:
- Marathon Getaway: Florida Keys Home with a 45' dock and ocean access
- Villa Valbuena Aqua Vista Key Largo Marina Pickleball Remodeled 2025
- Monthly 1-bedroom apartment with kitchen, Old Town Key West. Available Jan 15th
- Beach, Marina & Pickleball at Key Largo Condo!
Check all holiday rentals with a pool in Monroe County on Rent By Owner.
