Casey Key Vacation Rentals & Ski-in/Ski-out Homes
House
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
6 Guests
Oceanfront
Hot Tub
Fireplace/Heating
Ocean View
US $186/Night
7 Nights - US $1,305
House
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
6 Guests
1603.82 ft²
- Oceanfront
- Fireplace/Heating
Pool- Ocean View
US $298/Night
7 Nights - US $2,089
Condo
9.2Exceptional
(644 Reviews)
1 Bedroom
1 Bath
- Pool
- Ocean View
Balcony/Terrace
View
US $255/Night
7 Nights - US $1,786
Cottage
10.0Exceptional
(160 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $260/Night
7 Nights - US $1,817
House
- Sarasota
- ·
- Osprey Village
- 0.33 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
850.35 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $180/Night
7 Nights - US $1,260
Condo
10.0Exceptional
(56 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $429/Night
7 Nights - US $3,003
House
10.0Exceptional
(46 Reviews)
1 Bedroom
1 Bath
4 Guests
664 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $134/Night
7 Nights - US $938
Villa
10.0Exceptional
(45 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $166/Night
7 Nights - US $1,164
House
10.0Exceptional
(36 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
US $225/Night
7 Nights - US $1,577
Luxury Places to Stay in Casey Key
Over 598+ Luxury Places to Stay in or Near Casey Key
House
10.0Exceptional
(21 Reviews)
5 Bedrooms
5 Baths
8 Guests
5000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $3,725/Night
7 Nights - US $26,075
House
3 Bedrooms
4 Baths
14 Guests
5767 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,766/Night
7 Nights - US $19,364
House
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
10 Guests
3310 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,148/Night
7 Nights - US $15,037
New
House
- Sarasota
- ·
- Sorrento Shores
- 0.21 mi to center
5 Bedrooms
4 Baths
10 Guests
2830.91 ft²
Pet Friendly
Child Friendly
Security/Safety
US $2,026/Night
7 Nights - US $14,179
House
9.6Exceptional
(7 Reviews)
6 Bedrooms
4 Baths
12 Guests
4000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,029/Night
7 Nights - US $7,204
House
4 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
Air Conditioner
US $994/Night
7 Nights - US $6,957
House
9.2Exceptional
(18 Reviews)
4 Bedrooms
2 Baths
10 Guests
2676 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $977/Night
7 Nights - US $6,842
House
9.8Exceptional
(11 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $872/Night
7 Nights - US $6,102
House
10.0Exceptional
(41 Reviews)
3 Bedrooms
2 Baths
8 Guests
1700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $706/Night
7 Nights - US $4,943
Top-Rated Vacation Rentals with a Pool in Casey Key
Over 260+ Top-Rated Vacation Rentals with a Pool in or Near Casey Key
Hotel
10.0Exceptional
(261 Reviews)
1 Bath
- Pool
- Ocean View
- Balcony/Terrace
- View
US $150/Night
7 Nights - US $1,050
House
10.0Exceptional
(31 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $242/Night
7 Nights - US $1,696
House
10.0Exceptional
(25 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $276/Night
7 Nights - US $1,933
House
10.0Exceptional
(21 Reviews)
3 Bedrooms
2 Baths
8 Guests
1600 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $206/Night
7 Nights - US $1,442
House
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Pool
- Ocean View
- View
US $206/Night
7 Nights - US $1,440
Condo
10.0Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $250/Night
7 Nights - US $1,748
House
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
2792 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $430/Night
7 Nights - US $3,012
House
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $336/Night
7 Nights - US $2,354
House
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
7 Guests
1400 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $241/Night
7 Nights - US $1,690
Pet-Friendly Vacation Rentals in Casey Key
Over 270+ Pet-Friendly Vacation Rentals in or Near Casey Key
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $125/Night
7 Nights - US $872
Villa
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $377/Night
7 Nights - US $2,638
House
8.0Excellent
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
944 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $227/Night
7 Nights - US $1,590
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
678.13 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $105/Night
7 Nights - US $735
House
10.0Exceptional
(20 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $210/Night
7 Nights - US $1,473
House
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Kitchen
US $162/Night
7 Nights - US $1,137
House
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $169/Night
7 Nights - US $1,180
House
- Sarasota
- ·
- Osprey Village
- 0.28 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $234/Night
7 Nights - US $1,636
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
Parking
US $210/Night
7 Nights - US $1,472
Large Vacation Homes & Villas in Casey Key
Over 62+ Large Vacation Homes & Villas in or Near Casey Key
Villa
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
2572.57 ft²
Private Beach- Oceanfront
- Pool
- Ocean View
US $329/Night
7 Nights - US $2,303
Villa
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $324/Night
7 Nights - US $2,270
Villa
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- View
- Pet Friendly
- Parking
US $289/Night
7 Nights - US $2,023
Villa
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $399/Night
7 Nights - US $2,796
Villa
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $225/Night
7 Nights - US $1,572
House
6.6Good
(4 Reviews)
2 Bedrooms
2 Baths
10 Guests
1400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $153/Night
7 Nights - US $1,068
Villa
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $364/Night
7 Nights - US $2,550
Villa
2 Bedrooms
1 Bath
2 Guests
540 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $177/Night
7 Nights - US $1,242
House
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
4393 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $325/Night
7 Nights - US $2,274
Wheelchair Accessible Vacation Homes in Casey Key
Over 34+ Wheelchair Accessible Vacation Homes in or Near Casey Key
House
1 Bedroom
2 Baths
4 Guests
1550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
- Child Friendly
US $119/Night
7 Nights - US $833
Hotel
9.2Exceptional
(916 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
US $134/Night
7 Nights - US $935
House
- Sarasota
- ·
- Sorrento Shores
- 0.05 mi to center
9.8Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $225/Night
7 Nights - US $1,574
Apartment
9.6Exceptional
(168 Reviews)
25 Bedrooms
7 Baths
22 Guests
507.44 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $123/Night
7 Nights - US $862
Condo
9.6Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
1750 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $167/Night
7 Nights - US $1,169
House
3 Bedrooms
2 Baths
12 Guests
3284 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $631/Night
7 Nights - US $4,418
Condo
3 Bedrooms
2 Baths
8 Guests
2058 ft²
- Oceanfront
- Hot Tub
Spa- Fireplace/Heating
US $236/Night
7 Nights - US $1,651
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $250/Night
7 Nights - US $1,752
House
5.0Average
(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
US $300/Night
7 Nights - US $2,100
Casey Key Resorts and Airbnb Homes Under $200
Over 208+ Casey Key Resorts and Airbnb Homes Under $200
Apartment
9.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
516.67 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $93/Night
7 Nights - US $651
Condo
10.0Exceptional
(33 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $142/Night
7 Nights - US $996
Hotel
8.8Fabulous
(1189 Reviews)
1 Bath
- Pool
- Ocean View
- Balcony/Terrace
- View
US $128/Night
7 Nights - US $898
Apartment
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
2 Guests
398.26 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $176/Night
7 Nights - US $1,232
House
10.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
5 Guests
900 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $165/Night
7 Nights - US $1,152
House
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
Internet
US $115/Night
7 Nights - US $805
Condo
- Sarasota
- ·
- Osprey Village
- 0.26 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $193/Night
7 Nights - US $1,353
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $174/Night
7 Nights - US $1,218
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
745 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $148/Night
7 Nights - US $1,036
Instantly Bookable Vacation Homes in Casey Key
Over 290+ Instantly Bookable Vacation Homes in or Near Casey Key
House
10.0Exceptional
(34 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $300/Night
7 Nights - US $2,101
House
6.8Good
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
944 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $234/Night
7 Nights - US $1,635
House
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $244/Night
7 Nights - US $1,711
House
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $246/Night
7 Nights - US $1,721
House
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $217/Night
7 Nights - US $1,522
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $276/Night
7 Nights - US $1,931
House
- Sarasota
- ·
- Osprey Village
- 0.13 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $230/Night
7 Nights - US $1,613
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $210/Night
7 Nights - US $1,469
House
- Sarasota
- ·
- Osprey Village
- 0.20 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
7 Guests
800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $208/Night
7 Nights - US $1,456
Book a Last Minute Place to Stay in Casey Key
About Casey Key Vacation Rentals
Explore over 607 vacation rentals in Casey Key with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Casey Key for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Casey Key. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Casey Key tailored to your preferences. On average, these rentals offer 861.98 ft² of space, and are priced at an average of US $298 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Casey Key at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Casey Key
| Type | Count |
|---|---|
| Vacation Homes | 402 |
| Holiday Apartments | 67 |
| Villas | 24 |
| Cottages | 15 |
| Unique Vacation Rentals | 6 |
| Cabin Rentals | 1 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Casey Key
★ Pro Tip: Discover Your Ideal Vacation Rental in Casey Key with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Casey Key, FL
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
Top Attractions Around Casey Key, FL
Sunski offers a large selection of top attractions around Casey Key . Research things to do on your vacation before you visit Casey Key.
Frequently Asked Questions About Casey Key?
What are the top vacation rentals in Casey Key?
When organizing your trip to Casey Key, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Casey Key. Peruse our collection of highly-rated properties and secure your reservation today.
- Addys Villas
- 1 Bedroom Duplex On Intracoastal W/Beach Access
- One Bedroom remodeled stand-alone Unit - steps from our private beach.
- Costal Heaven, Close to gulf, Close to shopping and restaurants.
- SHORE ACRES- Less than a mile to Nokomis Beach
- Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille
- Tropical Oasis Estate on Casey Key - Large Pool, Private Dock, Steps to Beach
- Super comfy cottage, close to the beach
- Casey Key Beach Getaway
- Just one minute drive to the beach.
How many vacation rentals have private pools in Casey Key?
Uncover 110 vacation rentals boasting private pools near Casey Key. Explore top-rated RBO homes offering access to a swimming pool:
- 3 BR Pool Home In Nokomis - Close To Beaches
- Charming 2-beds house on the lake. Pool and large patio. Close to the beaches.
- Family beach home! Renovated waterfront home with pool, dock, and nearby beach
- Sarasota Home With Pool
Which vacation homes or resorts in Casey Key are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Casey Key. Enjoy great views, locations and save money with SunSki Resorts.™
- Waterfront retreat with kayaks, walk to the beach
- Beach Water Front Condo
- Escape Coastal Resort on Casey Key
How many SunSkiResorts vacation rentals or resorts are available in Casey Key?
Discover the ideal vacation rental in Casey Key with SunSki Resorts™. We provide an extensive selection of over 607 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Casey Key.
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