Longboat Key Ski Chalets
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
8 Guests
Hot Tub
Fireplace/Heating
Pool
Balcony/Terrace
£430/Night
7 Nights - £3,009
Apartment
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
495.14 ft²
Oceanfront
Spa
Skiing- Fireplace/Heating
£230/Night
7 Nights - £1,609
Condo
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
Ocean View
£312/Night
7 Nights - £2,187
Apartment
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£331/Night
7 Nights - £2,318
Apartment
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
1259.38 ft²
Private Pool
Private Beach- Oceanfront
- Fireplace/Heating
£208/Night
7 Nights - £1,459
New
Apartment
1 Bedroom
1 Bath
6 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£319/Night
7 Nights - £2,236
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
322.92 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
£187/Night
7 Nights - £1,311
New
Condo
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£269/Night
7 Nights - £1,885
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
333.68 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
£322/Night
7 Nights - £2,252
New
Condo
2 Bedrooms
2 Baths
4 Guests
1569 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
£253/Night
7 Nights - £1,770
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1743.75 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
£705/Night
7 Nights - £4,935
New
Condo
2 Bedrooms
2 Baths
4 Guests
1507 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£175/Night
7 Nights - £1,226
Why Choose Rent By Owner for your Longboat Key Ski Chalets?
What makes our Ski Chalets special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Longboat Key
How to Book Your Longboat Key Ski Chalets
What's our booking process?
Our platform allows you to browse a curated selection of ski chalets. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Longboat Key
Common Ski Chalets Amenities
What amenities can you expect?
Our Ski Chalets are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Longboat Key, FL
Jewfish Key
Beer Can Island
Longbeach Village
Quick Point Nature Reserve
Cannons Marina
Harborside Golf Course at Longboat Key Club
Islandside Golf Course at Longboat Key Club
Bay Isles
Longboat Key Beaches
Frequently Asked Questions About Longboat Key Rental Ski Chalets
1. What are the top Ski Chalets in Longboat Key?
There are a lot of options in Longboat Key. If you plan on staying in the Longboat Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Longboat Key:
- Beach and Boaters Paradise! Heated pool, Fish off the dock, walk to the beach!
- Exquisite Beachfront Condo with both Sunrise & Sunset Views
- Unit #110 Sand Cay Beach Pool View
- Beachcomber unit 204
- UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY
- 3 BEDROOM DIRECT OCEAN VIEW, WALKOUT TO THE BEACH!
- PENTHOUSE DOUBLE BALCONY FULL GULF & BAY VIEWS FROM EVERY ROOM Beachplace 5-602
- Gulf Front Luxury - "Serenity Sunset" - Long Boat Key, FL
- LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!
- LaPlaya 108B-Dream views of the Gulf.
2. How many Ski Chalets are available in Longboat Key?
Currently, the total number of properties listed by RBO in 2026 is over 850 in the Longboat Key area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Longboat Key.
More Rentals You May Like Near Longboat Key
Apartment
10.0(1 Review)
21 Bedrooms
2 Baths
4 Guests
1194.79 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
£303/Night
7 Nights - £2,119
New
Condo
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£145/Night
7 Nights - £1,014
Condo
10.0(207 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
£295/Night
7 Nights - £2,067
Condo
10.0(143 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£270/Night
7 Nights - £1,892
Condo
10.0(131 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£271/Night
7 Nights - £1,899
Condo
10.0(125 Reviews)
1 Bedroom
1 Bath
4 Guests
330 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£308/Night
7 Nights - £2,154
Villa
10.0(120 Reviews)
2 Bedrooms
2 Baths
8 Guests
2000 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£503/Night
7 Nights - £3,523
Condo
10.0(101 Reviews)
1 Bedroom
1 Bath
6 Guests
800 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£275/Night
7 Nights - £1,927
Condo
10.0(94 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
£368/Night
7 Nights - £2,575
Condo
10.0(68 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£382/Night
7 Nights - £2,673
Condo
10.0(38 Reviews)
2 Bedrooms
2 Baths
4 Guests
1503 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
£169/Night
7 Nights - £1,181
Condo
10.0(36 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
£324/Night
7 Nights - £2,267
