Casey Key Vacation Rentals & Ski-in/Ski-out Homes
Condo
10.0Exceptional
(58 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
Parking
Ocean View
Balcony/Terrace
View
US $390/Night
7 Nights - US $2,729
House
- Sarasota
- ·
- Osprey Village
- 0.33 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
850.35 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $180/Night
7 Nights - US $1,260
Condo
9.2Exceptional
(662 Reviews)
1 Bedroom
1 Bath
- Parking
Pool- Ocean View
- Balcony/Terrace
US $237/Night
7 Nights - US $1,661
Villa
10.0Exceptional
(45 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $182/Night
7 Nights - US $1,273
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
678.13 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $105/Night
7 Nights - US $735
House
10.0Exceptional
(38 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $335/Night
7 Nights - US $2,342
House
10.0Exceptional
(38 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
Private Pool- Oceanfront
- Parking
- Pool
US $226/Night
7 Nights - US $1,584
Condo
10.0Exceptional
(34 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $173/Night
7 Nights - US $1,213
House
10.0Exceptional
(31 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $303/Night
7 Nights - US $2,118
Luxury Places to Stay in Casey Key
Over 614+ Luxury Places to Stay in or Near Casey Key
House
10.0Exceptional
(26 Reviews)
5 Bedrooms
5 Baths
8 Guests
5000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $4,465/Night
7 Nights - US $31,253
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
10.0Exceptional
(1 Review)
3 Bedrooms
4 Baths
10 Guests
5767 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $1,558/Night
7 Nights - US $10,909
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
10 Guests
3310 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,239/Night
7 Nights - US $8,670
House
8.6Fabulous
(22 Reviews)
4 Bedrooms
2 Baths
10 Guests
2676 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,140/Night
7 Nights - US $7,980
House
9.8Exceptional
(12 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $998/Night
7 Nights - US $6,986
House
9.6Exceptional
(7 Reviews)
6 Bedrooms
4 Baths
12 Guests
4000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $991/Night
7 Nights - US $6,935
House
9.4Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $790/Night
7 Nights - US $5,529
House
9.6Exceptional
(39 Reviews)
3 Bedrooms
2 Baths
6 Guests
2460 ft²
Hot Tub- Parking
- Ocean View
- Balcony/Terrace
US $772/Night
7 Nights - US $5,403
Top-Rated Vacation Rentals with a Pool in Casey Key
Over 264+ Top-Rated Vacation Rentals with a Pool in or Near Casey Key
Hotel
10.0Exceptional
(269 Reviews)
1 Bath
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $150/Night
7 Nights - US $1,050
House
10.0Exceptional
(34 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $227/Night
7 Nights - US $1,588
House
10.0Exceptional
(21 Reviews)
3 Bedrooms
2 Baths
8 Guests
1600 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $212/Night
7 Nights - US $1,482
House
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $369/Night
7 Nights - US $2,582
House
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
990 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $216/Night
7 Nights - US $1,512
House
10.0Exceptional
(9 Reviews)
3 Bedrooms
2 Baths
8 Guests
1280 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $527/Night
7 Nights - US $3,687
House
10.0Exceptional
(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
2792 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $495/Night
7 Nights - US $3,465
Apartment
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $418/Night
7 Nights - US $2,923
House
10.0Exceptional
(8 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $621/Night
7 Nights - US $4,350
Pet-Friendly Vacation Rentals in Casey Key
Over 277+ Pet-Friendly Vacation Rentals in or Near Casey Key
Condo
10.0Exceptional
(16 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $399/Night
7 Nights - US $2,795
Villa
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
2572.57 ft²
Private Beach- Oceanfront
- Parking
- Pool
US $329/Night
7 Nights - US $2,303
House
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
Internet- Pet Friendly
US $361/Night
7 Nights - US $2,528
House
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $194/Night
7 Nights - US $1,358
Villa
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $289/Night
7 Nights - US $2,023
House
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $433/Night
7 Nights - US $3,032
House
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $247/Night
7 Nights - US $1,727
House
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $136/Night
7 Nights - US $954
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $433/Night
7 Nights - US $3,032
Large Vacation Homes & Villas in Casey Key
Over 66+ Large Vacation Homes & Villas in or Near Casey Key
Villa
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $354/Night
7 Nights - US $2,479
Apartment
7.8Very Good
(75 Reviews)
5 Bedrooms
4 Baths
8 Guests
- Private Beach
- Parking
- Ocean View
- Balcony/Terrace
US $108/Night
7 Nights - US $756
Villa
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $446/Night
7 Nights - US $3,119
House
5 Bedrooms
4 Baths
10 Guests
1937.5 ft²
- View
- Air Conditioner
- Internet
Sports/Activities
US $512/Night
7 Nights - US $3,584
Villa
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $446/Night
7 Nights - US $3,119
Villa
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $248/Night
7 Nights - US $1,738
House
5.6Average
(5 Reviews)
2 Bedrooms
2 Baths
10 Guests
1400 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $204/Night
7 Nights - US $1,428
Villa
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $446/Night
7 Nights - US $3,119
Villa
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $354/Night
7 Nights - US $2,479
Wheelchair Accessible Vacation Homes in Casey Key
Over 33+ Wheelchair Accessible Vacation Homes in or Near Casey Key
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $271/Night
7 Nights - US $1,895
Apartment
9.6Exceptional
(168 Reviews)
25 Bedrooms
7 Baths
22 Guests
507.44 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $123/Night
7 Nights - US $862
Hotel
9.4Exceptional
(585 Reviews)
1 Bath
Breakfast- Pool
- Balcony/Terrace
- Kitchen
US $133/Night
7 Nights - US $933
House
- Sarasota
- ·
- Sorrento Shores
- 0.05 mi to center
9.8Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $229/Night
7 Nights - US $1,603
Hotel
9.1Exceptional
(475 Reviews)
13 Baths
358.52 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $130/Night
7 Nights - US $908
Condo
9.6Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
1750 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $167/Night
7 Nights - US $1,168
Condo
- Sarasota
- ·
- Sorrento Shores
- 0.28 mi to center
8.6Fabulous
(17 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $663/Night
7 Nights - US $4,640
House
3 Bedrooms
2 Baths
12 Guests
3284 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $491/Night
7 Nights - US $3,440
House
5.0Average
(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $300/Night
7 Nights - US $2,100
Casey Key Resorts and Airbnb Homes Under $200
Over 193+ Casey Key Resorts and Airbnb Homes Under $200
House
10.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
5 Guests
900 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $151/Night
7 Nights - US $1,060
Resort
9.5Exceptional
(338 Reviews)
5 Baths
22 Guests
544.65 ft²
- Private Beach
- Oceanfront
- Parking
- Pool
US $188/Night
7 Nights - US $1,318
Hotel
9.2Exceptional
(950 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $152/Night
7 Nights - US $1,064
House
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $188/Night
7 Nights - US $1,318
Apartment
9.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
516.67 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $139/Night
7 Nights - US $975
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1357 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $179/Night
7 Nights - US $1,251
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
745 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $155/Night
7 Nights - US $1,088
Condo
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
530 ft²
- Oceanfront
- Parking
- Pool
Spa
US $134/Night
7 Nights - US $939
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1550 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $132/Night
7 Nights - US $921
Instantly Bookable Vacation Homes in Casey Key
Over 300+ Instantly Bookable Vacation Homes in or Near Casey Key
House
10.0Exceptional
(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $367/Night
7 Nights - US $2,569
House
8.0Excellent
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
944 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $227/Night
7 Nights - US $1,590
Condo
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $566/Night
7 Nights - US $3,961
House
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $461/Night
7 Nights - US $3,224
House
10.0Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $313/Night
7 Nights - US $2,191
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $250/Night
7 Nights - US $1,750
New
House
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $202/Night
7 Nights - US $1,413
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $327/Night
7 Nights - US $2,286
Condo
- Sarasota
- ·
- Osprey Village
- 0.26 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $209/Night
7 Nights - US $1,464
Book a Last Minute Place to Stay in Casey Key
About Casey Key Vacation Rentals
Explore over 623 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 869.67 ft² of space, and are priced at an average of US $321 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 | 413 |
| Holiday Apartments | 71 |
| Villas | 24 |
| Cottages | 13 |
| Unique Vacation Rentals | 7 |
| Unique Vacation Rentals | 4 |
| 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
- Bayshore Beach House - Walk to Nokomis Beach! Close to Siesta Key, Venice Beach
- One Bedroom remodeled stand-alone Unit - steps from our private beach.
- Tropical Oasis Estate on Casey Key - Large Pool, Private Dock, Steps to Beach
- Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille
- SHORE ACRES- Less than a mile to Nokomis Beach
- Casey Key Beach Getaway
- Super comfy cottage, close to the beach
- Close to beach with huge heated pool in bird sanctuary. Paradise!
- Just one minute drive to the beach.
How many vacation rentals have private pools in Casey Key?
Uncover 111 vacation rentals boasting private pools near Casey Key. Explore top-rated RBO homes offering access to a swimming pool:
- Charming 2-beds house on the lake. Pool and large patio. Close to the beaches.
- 3 BR Pool Home In Nokomis - Tropical Escape (Close to Beaches)
- Family beach home! Renovated waterfront home with pool, dock, and nearby beach
- 2 Bedroom/2 Bath Villa (Second Level) - Unit 6
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.™
- Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM
- Escape Coastal Resort on Casey Key
- 5 Mins to Nokomis Beach Tropical Bungalow
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 623 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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