Sunset Key Vacation Rentals & Ski-in/Ski-out Homes
- Key West
- Uptown - Upper Duval
- 0.09 mi to center
- Private Pool
- Oceanfront
- Pool
- View
- Breakfast
- Parking
- Key West
- Uptown - Upper Duval
- 0.15 mi to center
- Ocean View
- Balcony/Terrace
- View
- Key West
- Uptown - Upper Duval
- 0.03 mi to center
- Private Pool
- Oceanfront
- Pool
- Pool
- View
- Breakfast
- Private Pool
- Oceanfront
- Pool
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
- Key West
- Historic Seaport
- 0.15 mi to center
- Private Pool
- Pool
- Balcony/Terrace
Luxury Places to Stay in Sunset Key
- Key West
- Uptown - Upper Duval
- 0.07 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Key West
- Uptown - Upper Duval
- 0.07 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Key West
- Uptown - Upper Duval
- 0.07 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Key West
- Uptown - Upper Duval
- 0.07 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Key West
- Uptown - Upper Duval
- 0.07 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
Top-Rated Vacation Rentals with a Pool in Sunset Key
- Hot Tub
- Pool
- Balcony/Terrace
- Private Pool
- Oceanfront
- Fireplace/Heating
- Key West
- Truman Annex
- 0.20 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Key West
- Uptown - Upper Duval
- 0.16 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Key West
- Truman Annex
- 0.21 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Key West
- Truman Annex
- 0.16 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Private Pool
- Oceanfront
- Fireplace/Heating
- Key West
- Uptown - Upper Duval
- 0.02 mi to center
- Private Pool
- Oceanfront
- Pool
- Private Pool
- Pool
- Balcony/Terrace
Pet-Friendly Vacation Rentals in Sunset Key
- Private Pool
- Oceanfront
- Pool
- Pet Friendly
- Parking
- Internet
- Pool
- Balcony/Terrace
- Pet Friendly
- Oceanfront
- Ocean View
- Balcony/Terrace
- Key West
- Uptown - Upper Duval
- 0.10 mi to center
- Pet Friendly
- Internet
- Child Friendly
- Private Pool
- Pool
- Pet Friendly
- Pet Friendly
- Kitchen
- Air Conditioner
- Pool
- Balcony/Terrace
- Pet Friendly
- Key West
- Uptown - Upper Duval
- 0.12 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
Large Vacation Homes & Villas in Sunset Key
- Hot Tub
- Pool
- Balcony/Terrace
- Key West
- Key West Historic District
- 0.15 mi to center
- Balcony/Terrace
- Child Friendly
- Barbecue/Outdoor Cooking
- Hot Tub
- Pool
- Balcony/Terrace
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Hot Tub
- Pool
- Balcony/Terrace
- Hot Tub
- Pool
- Balcony/Terrace
- Hot Tub
- Pool
- Balcony/Terrace
- Hot Tub
- Pool
- Balcony/Terrace
- Hot Tub
- Pool
- Balcony/Terrace
Wheelchair Accessible Vacation Homes in Sunset Key
- Oceanfront
- Hot Tub
- Spa
- Ocean View
- View
- Pet Friendly
- Key West
- Bahama Village
- 0.09 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Oceanfront
- Hot Tub
- Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Oceanfront
- Hot Tub
- Spa
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Oceanfront
- Hot Tub
- Spa
- Hot Tub
- Spa
- Pool
Sunset Key Resorts and Airbnb Homes Under $200
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Pool
- View
- Pet Friendly
- Child Friendly
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
- Air Conditioner
- Key West
- Bahama Village
- 0.11 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Fireplace/Heating
- Pool
- Ocean View
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Key West
- Truman Annex
- 0.17 mi to center
- Oceanfront
- Pool
- Ocean View
Instantly Bookable Vacation Homes in Sunset Key
- Key West
- Key West Historic District
- 0.38 mi to center
- Pool
- Kitchen
- Air Conditioner
- Oceanfront
- Fireplace/Heating
- Ocean View
- Key West
- Truman Annex
- 0.20 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Key West
- Truman Annex
- 0.17 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Key West
- Truman Annex
- 0.21 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Key West
- Bahama Village
- 0.11 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Key West
- Historic Seaport
- 0.22 mi to center
- Oceanfront
- Hot Tub
- Ocean View
- Key West
- Bahama Village
- 0.13 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Private Pool
- Oceanfront
- Fireplace/Heating
Book a Last Minute Place to Stay in Sunset Key
About Sunset Key Vacation Rentals
Explore over 3758 vacation rentals in Sunset 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 Sunset 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 Sunset Key. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Sunset Key tailored to your preferences. On average, these rentals offer 786.34 ft² of space, and are priced at an average of US $858 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Sunset Key at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
Top Types of Ski Accommodations in Sunset Key
| Type | Count |
|---|---|
| Vacation Homes | 1929 |
| Holiday Apartments | 511 |
| Cottages | 111 |
| B&B | 44 |
| Villas | 31 |
| Unique Vacation Rentals | 15 |
| Cabin Rentals | 7 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Sunset Key
★ Pro Tip: Discover Your Ideal Vacation Rental in Sunset 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 Sunset Key, FL
View the weather forecast for Sunset Key before booking your Sunset Key Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Sunset Key?
What are the top vacation rentals in Sunset Key?
When organizing your trip to Sunset 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 Sunset Key. Peruse our collection of highly-rated properties and secure your reservation today.
- Almond Tree Inn Hotel - Adults Only
- Pineapple Cottage - Top-Rated Stay - Private Pool - 2BD/2.5Bath
- Bright & Modern Condo—7 MinWalk to the Beach! Pool, Bikes & 2 Furnished Porches!
- ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
- Perfect Location, nPrivate Heated Pool,nPristine Luxury Home!
- Hidden away near the Southernmost Point, Louisa's Hideaway is it!
- ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking
- MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West
How many vacation rentals have private pools in Sunset Key?
Uncover 737 vacation rentals boasting private pools near Sunset Key. Explore top-rated RBO homes offering access to a swimming pool:
- Everything Key West has to offer @ Mango Cottage
- Key West Harbor Inn - Adults Only
- BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
- Perfect Pineapple by AvantStay Pet Friendly w Pool Month Long Stays Only
Which vacation homes or resorts in Sunset Key are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Sunset Key. Enjoy great views, locations and save money with SunSki Resorts.™
- Everything Key West has to offer @ Mango Cottage
- A Place In Paradise by AvantStay Key West Walkable w Shared Pool Month Long Stays Only
- Atlantic Paradise by Avantstay Great Location w/Balcony, Outdoor Dining & Shared Pool & Hot Tub!
How many SunSkiResorts vacation rentals or resorts are available in Sunset Key?
Discover the ideal vacation rental in Sunset Key with SunSki Resorts™. We provide an extensive selection of over 3758 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Sunset Key.







































































