What are the top rated Vacation Rentals with Pools in Old Town?

There are a lot of options in Old Town. If you plan on staying in the Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Old Town: <a href="/property/tropical-cottage-by-rent-key-west-vacations-quiet-gated-pool-deck-pet-frien/HA-3214047861" class="class="static-page-link"">TROPICAL COTTAGE by RENT KEY WEST VACATIONS - Quiet &amp; gated. Pool/Deck/Pet frien</a> <a href="/property/old-town-key-west-compound-with-pool-parking-and-privacy-one-block-off-duval/HA-3212980215" class="class="static-page-link"">Old Town Key West Compound with Pool, Parking and Privacy One Block Off Duval!</a> <a href="/property/pete-s-cottages-twin-cypress-cottages-steps-from-duval/HA-321475038" class="class="static-page-link"">Pete&#39;s Cottages: Twin Cypress cottages steps from Duval</a> <a href="/property/pete-s-east-cottage-cypress-east-cottage-steps-from-duval/HA-321475040" class="class="static-page-link"">Pete&#39;s East Cottage: Cypress east cottage steps from Duval</a> <a href="/property/pete-s-west-cottage-steps-from-duval/HA-321475039" class="class="static-page-link"">Pete&#39;s West Cottage steps from Duval</a> <a href="/property/oasis-in-old-town-our-special-home/HA-32135288" class="class="static-page-link"">Oasis in Old Town - our special home</a> <a href="/property/tropical-village-the-southern-cross-quiet-gated-pool-porch-pet-friendly/HA-3214019611" class="class="static-page-link"">Tropical Village: The Southern Cross - Quiet &amp; gated. Pool/Porch/Pet friendly</a> <a href="/property/colony-calypso-a-quaint-1-bedroom-cottage-just-two-blocks-to-duval/HA-321809190" class="class="static-page-link"">COLONY CALYPSO - A quaint 1 Bedroom Cottage just two blocks to Duval</a> <a href="/property/the-ivy-cottage-private-home-in-key-west/HA-3214599522" class="class="static-page-link"">The Ivy Cottage - Private Home in Key West</a> <a href="/property/havana-lane-an-updated-classic-conch-cottage-with-still-a-rustic-edge/HA-321475033" class="class="static-page-link"">Havana Lane: An updated classic conch cottage with still a rustic edge!</a>

What are the best family-friendly luxury rentals in Old Town?

We have many family-friendly luxury rentals in the Old Town. The Top family-friendly holiday rentals in Old Town are: PINEAPPLE COTTAGE ~ Adorable, Updated Old Town Cottage w/Shared Heated Pool! Andrews Inn & Garden Cottages Tranquility by Avantstay Close to Duval St w/BBQ & Shared Pool ~ COPA CABANA ~ Classic Key West cottage just a stone’s throw from the water. See all <a href="/all/usa/florida/key-west/old-town" class="class=&#34;static-page-link&#34;">pet-friendly luxury rentals in Old Town</a> on Bigpineresortcottages

Do any villa rentals in Old Town have a pool?

Yes, There are more than 63 villa rentals in Old Town that have indoor and private swimming pools. Check out our filter option to find your best villa or vacation home near Old Town.