Charters By Owner - Vacation Rentals in HCA West Florida

Stunning Key West Style Waterfront Home with Exceptional Views! From US $216
         

10.0 (133 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
✿ Boho-BBQ Grill-Fire pit-10 mins from Airport ✿ From US $347
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Breakfast
Palm Court a Bayview 2 Bed Suite Heated Pool From US $261
         

10.0 (1 Review)
Apartment
  • Parking
  • View
  • Ocean View
Beachy Vibes, Game Day Fun on the Bay, Heated Pool From US $246
         

Bay View Pool, Minutes to Airport & Downtown From US $182
         

8.0 (1 Review)
House
  • Parking
  • Pool
  • Wheelchair Accessible
TAMPA FLORIDA VACATION DELIGHT From US $170
         

10.0 (48 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Apartamento Acogedor con Estilo From US $85
         

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10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
The Hemingway From US $300
         

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8.0 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Immaculate & Cozy Entire Heated Pool House From US $415
         

10.0 (138 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Condo - Sunset View of Tampa Bay From US $187
         

10.0 (63 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Waterfront condo with sunset views of Tampa Bay. From US $235
         

10.0 (42 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Canal views, dock, MANATEES, heated pool and more! From US $697
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Tampa Home Near Boat Ramp ~ 10 Mi to Dtwn! From US $186
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Luxury Waterfront Home DOCK POOL JACUZZI KAYAKS From US $855
         

10.0 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Tiki Themed Condo on Tampa Bay From US $193
         

10.0 (21 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Luxurious Relaxation Home - Pool Games/8PPL-4BR From US $314
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Pickleball Paradise - Heated Pool-Hot Tub-Game Room From US $1,103
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pro Tip: Chartersbyowner makes it easy to compare the best listings on Chartersbyowner homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chartersbyowner 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 HCA West Florida.

Weather in HCA West Florida

View the weather forecast for HCA West Florida before booking your HCA West Florida Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

HCA West Florida Vacation Rental Frequently Asked Questions

What are the top vacation rentals in HCA West Florida?
How many vacation rentals are available in HCA West Florida?

Currently, the total number of properties listed in 2026 is over 1016 in the HCA West Florida area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in HCA West Florida.