Old Town Summer Rentals, Cottages & Cabins
Book a Place to Stay in Old Town for Your Summer Getaway
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About Old Town Summer Rental on StayAndPlay
Looking for the perfect summer golf trip in Old Town? StayAndPlay offers a unique collection of golf villa rentals, including golf cabins, golf resorts, golf retreats, and more. Our properties are equipped with luxurious amenities such as private decks, swimming pools, hot tubs, Wi-Fi, and stunning golf course views. Whether you’re traveling with family, friends, or a larger group, our golf accommodations in Old Town provide the ideal setting for an unforgettable golf vacation.
Make the most of your summer golf retreat in Old Town with StayAndPlay. Our selection of golf accommodations ensures maximum comfort and relaxation. From elegant golf villas to private golf retreats and cozy golf cabins, each home offers a one-of-a-kind experience on the course. Find your perfect golf villa for the ultimate summer retreat in Old Town with StayAndPlay. Ready to make your best swing? Book your dream golf escape with StayAndPlay!
Frequently Asked Questions About Old Town Luxury Rentals
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 Summer Rentals in Old Town:
- 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
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- Bright & Modern Condo—7 MinWalk to the Beach! Pool, Bikes & 2 Furnished Porches!
- ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
- PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
- LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
Yes, here are some popular summer holiday rentals in Old Town that have a private or indoor pool:
- The Fairhaven House at Solaire Lunara Bay
- Mar Y Sol Ocean Front
- The Grand Guesthouse
- The Greenmoor House at Lunara Bay
Check all holiday rentals with a pool in Old Town on StayAndPlay.
Yes, We have 3263 summer rental homes in Old Town and types of place to stay in Old Town include:
- Vacation Homes: 3263 available for rent
- Villas: 3263 Rentals available for rent
- Holiday Apartments: 3263 Rentals available for rent
- Hotels with Suites: 3263 Rentals available for book