Montgomery Cottages - Vacation Rentals in Smathers Beach
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Balcony/Terrace
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Pool
- TV
- Pet Friendly
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Pet Friendly
- Pool
★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Smathers Beach.
Weather in Smathers Beach
View the weather forecast for Smathers Beach before booking your Smathers Beach Vacation Rentals to confirm your best time to go.
Top Attractions Around Smathers Beach, FL
Montgomerycottages offers a large selection of top attractions around Smathers Beach. Research things to do on your vacation before you visit Smathers Beach.
Smathers Beach Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Smathers Beach?
There are a lot of options in Smathers Beach. If you plan on staying in the Smathers Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Smathers Beach:
- PINEAPPLE COTTAGE, 2BR/2BA-Pvt Pool, 1/2 block to Duval
- ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
- Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
- *DARLING OF DUVAL @ OLD TOWN* Estate Cottage + Spa + LAST KEY SERVICES…
- Heart of Downtown Key West Cottage With Off-Street Parking
- "Tranquility " At Ann Street Gardens Steps From Duval
- Ann Street Tranquility: A cozy and peaceful cottage
- TROPICAL COTTAGE by RENT KEY WEST VACATIONS - Quiet & gated. Pool/Deck/Pet frien
- ~ COPA CABANA ~ Classic Key West cottage just a stone’s throw from the water.
- ~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool
How many vacation rentals are available in Smathers Beach?
Currently, the total number of properties listed in 2026 is over 130 in the Smathers Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Smathers Beach.
