1. USA
  2. Florida
  3. Key West
  4. Summer Rental

Key West Summer Rentals, Cottages & Cabins

Book a Place to Stay in Key West for Your Summer Getaway

About Key West Summer Rental on Rent By Owner

With 4863 summer rentals in or near Key West, 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 Key West 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 Key West 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 Key West, RBO has got you covered for your next summer holiday.

Show more
Show less

Key West Summer Rental Frequently Asked Questions

In 2025, RBO offers 4863 summer rentals in or around Key West. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Key West is $707. Check the full list of summer accommodations in Key West.
There are 4863 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Rent By Owner.

Yes, here are some popular summer holiday rentals in Key West that have a private or indoor pool:

Check all holiday rentals with a pool in Key West on Rent By Owner.

Yes, We have 4863 summer rental homes in Key West and types of place to stay in Key West include:

  • Vacation Homes: 4863 available for rent
  • Villas: 4863 Rentals available for rent
  • Holiday Apartments: 4863 Rentals available for rent
  • Hotels with Suites: 4863 Rentals available for book