Charters By Owner - Vacation Rentals in Casey Key

La Niña Nokomis Beach & Venice Island Fenced In Yard From US $300
         

|
10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
A Beach Retreat From US $225
         

9.2 (620 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Super comfy cottage, close to the beach From US $185
         

10.0 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Beachfront 2 Bedroom Condo on Casey Key From US $571
         

8.8 (19 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Cabana Royal with swimming pool! From US $146
         

8.6 (61 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
1 Bedroom Duplex On Intracoastal W/Beach Access From US $231
         

10.0 (155 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
2 BEDROOM ON INTRACOASTAL W/BEACH ACCESS From US $303
         

10.0 (78 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Casey Key

Over 582+ Luxury Places to Stay in or Near Casey Key
Rare private beachfront estate on the Gulf. From US $3,725
         

10.0 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private beachfront estate on Gulf by LUXVP From US $2,148
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Island Pool House on exclusive Casey Key in South Sarasota. From US $958
         

8.8 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Casey Key

Over 252+ Top-Rated Vacation Rentals with a Pool in or Near Casey Key
Addys Villas From US $150
         

|
10.0 (253 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Mid-century Waterfront Home with pool From US $358
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Tropical Oasis Pool Home 1 mile from Casey Key Beach From US $264
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Dolphin From US $333
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
2 Bedroom/2 Bath Villa (Second Level) - Unit 10 From US $542
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Casey Key

Over 251+ Pet-Friendly Vacation Rentals in or Near Casey Key
🏝Beachfront Condo Overlooking Gulf of America🏝 From US $526
         

10.0 (22 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Mins To Florida White Sand Beach Villa Heated Pool From US $329
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Casey Key Resort - Gulf Shores From US $255
         

|
8.4 (272 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Perfect location. Updated & loaded with all you need! From US $237
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
🏝Beachfront Condo Overlooking Gulf of America🏝 From US $487
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Nokomis Home w/Screened Pool, 3 Mi to Beaches! From US $552
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Casey Key

Over 59+ Large Vacation Homes & Villas in or Near Casey Key
Casey Key 2-Bedroom Bay View From US $289
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7 From US $496
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A From US $441
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Gulf Coast Paradise: 3/2 Beach Retreat with Pool & Family Amenities From US $393
         

4-bedroom heated pool house 5 minutes to the beach From US $299
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Indoor Pool Paradise! From US $356
         

9.2 (9 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Nokomis Beach Getaway with Heated Pool From US $395
         

9.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Casey Key

Over 34+ Wheelchair Accessible Vacation Homes in or Near Casey Key
Waterfront Nokomis Condo < Half Mile to Beach! From US $299
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Paradise with a pool, pier and private beach area From US $706
         

|
8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Casey Key Vacation Rentals and Airbnb Places to Stay Under $200

Over 191+ Casey Key Vacation Rentals and Airbnb Places to Stay Under $200
Just one minute drive to the beach. From US $175
         

10.0 (32 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Sand Dollar Retreat From US $180
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
Home2 Suites by Hilton Nokomis Sarasota Casey Key From US $197
         

|
9.2 (861 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
2-bedroom Spacious townhome in Osprey From US $144
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Coastal Studio Getaway|5 Min to Beach|Pool From US $199
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV

Instantly Bookable Vacation Homes in Casey Key

Over 266+ Instantly Bookable Vacation Homes in or Near Casey Key
🌴 2BR Oasis w/Lanai, Fire Pit + 5 Min to Nokomis Beach From US $227
         

8.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Casey Key Beach Getaway From US $300
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Close to beach ! 3 Bdrm , 2 Bath - Duplex From US $252
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Newly Remodeled Beach Home, only1 mile to Nokomis Beach! From US $242
         

Nokomis Cottage From US $217
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Private 2 BR steps from beach on Casey Key From US $537
         

10.0 (7 Reviews)
Condo
  • Air Conditioner
  • TV
  • View

About Casey Key Vacation Rentals

With more than 591 Casey Key vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Chartersbyowner and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Casey Key.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Chartersbyowner Casey Key, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Casey Key. Places to stay near Casey Key are 852.43 ft² on average, with prices averaging $320 a night.

Chartersbyowner makes it easy and safe to find and compare vacation rentals in Casey Key with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Casey Key

Type Count
Vacation Homes 399
Holiday Apartments 54
Villas 25
Cottages 16
Hotels with Suites 16
Resorts 4
Cabin Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Casey Key

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 Casey Key.

Weather in Casey Key

View the weather forecast for Casey Key before booking your Casey Key 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

Casey Key Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Casey Key?
How many vacation rentals are available in Casey Key?

Currently, the total number of properties listed in 2026 is over 591 in the Casey Key area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Casey Key.