Lee County Cottage Rentals & Holiday Homes
Find the best cottages in Lee County - We found 166 exact matches
About Lee County Cottage Rentals on PickleTrip
Searching for cottages to rent near Lee County? PickleTrip™ features more than 166 cottages that are perfect for your next pickleball getaway. Plan your ultimate holiday and discover luxury cottage rentals that are a few miles away from the lake or beach and have access to private courts or nearby facilities. These cottage rentals in Lee County have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PickleTrip™’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Lee County.
Are you planning to travel to the lakeside, beach, or mountain area? PickleTrip™’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
PickleTrip™ boasts of 166 holiday cottages and places to stay in Lee County. The site provides unique Airbnb, VRBO, pickleball-ready cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday — all fitting within your budget.
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Frequently Asked Questions About Lee County Rental Cottages
There are a lot of options in Lee County. If you plan on staying in the Lee County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Lee County:
- Fishing inshore, offshore, with easy access to Charlotte Harbor and Gulf.
- Island Cottage in Quaint Matlacha Florida. Amazing island life is a click away…
- Surrounded by Nature - 28 Day Rental - completely renovated after Hurricane Ian.
- Relaxing 3-Bedroom Matlacha Cottage with Private Pool & Dock
- 4 PALMS BOKEELIA - OUR BOAT-RAMP BUNGALOW
- Casa Blanca Cottage - East Lighthouse End
- In town Spanish Style Guest House 100 Yards From The Beach
- Private Cottage Getaway. Close to the River & downtown River District.
- Newly updated cottage located walking distance to Downtown Ft. Myers
- City Cottage with private pool
- Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
- Cozy Coral Cottage with Tiki Hut, Mini Golf, Arcade and Grill
- Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
- Great 2bedroom cottage in Fort Myers Beach, SANIBEL, w.WiFi, fitness room &pool
See all pet-friendly vacation rentals in Lee County on PickleTrip























