3806+ Luxury Vacation Rentals & Cabins in Sunset Key |
Sunset Key Cabin Rentals
House
4 Bedrooms
4 Baths
8 Guests
2386 ft²
Private Pool
Hot Tub
Fireplace/Heating
Pool
US $1,430/Night
7 Nights - US $10,010
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
2002.09 ft²
- Pool
View
Breakfast
Parking
US $953/Night
7 Nights - US $6,673
Cottage
- Key West
- ·
- Uptown - Upper Duval
- 0.15 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
Ocean View
Balcony/Terrace- View
Pet Friendly
US $563/Night
7 Nights - US $3,942
House
3 Bedrooms
3 Baths
6 Guests
1615 ft²
- Private Pool
Oceanfront- Pool
- Ocean View
US $1,038/Night
7 Nights - US $7,267
House
- Key West
- ·
- Uptown - Upper Duval
- 0.06 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
3 Guests
398.26 ft²
- Pet Friendly
Child Friendly
Security/Safety
US $364/Night
7 Nights - US $2,548
New
House
- Key West
- ·
- Key West Historic District
- 0.10 mi to center
4 Bedrooms
3 Baths
8 Guests
1600 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $688/Night
7 Nights - US $4,819
New
House
4 Bedrooms
2 Baths
10 Guests
1800 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $423/Night
7 Nights - US $2,964
House
2 Bedrooms
2 Baths
4 Guests
1099 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $320/Night
7 Nights - US $2,242
New
House
3 Bedrooms
3 Baths
5 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $239/Night
7 Nights - US $1,675
Luxury Places to Stay in Sunset Key
Over 3797+ Luxury Places to Stay in or Near Sunset Key
House
10.0Exceptional
(12 Reviews)
11 Bedrooms
5 Baths
20 Guests
5000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $5,081/Night
7 Nights - US $35,564
House
- Key West
- ·
- Key West Historic District
- 0.15 mi to center
9.4Exceptional
(6 Reviews)
11 Bedrooms
11 Baths
22 Guests
4595 ft²
- Private Pool
- Pool
- Balcony/Terrace
Kitchen
US $2,990/Night
7 Nights - US $20,933
House
- Key West
- ·
- Historic Seaport
- 0.30 mi to center
10.0Exceptional
(4 Reviews)
7 Bedrooms
8 Baths
16 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $2,976/Night
7 Nights - US $20,829
House
- Key West
- ·
- Key West Historic District
- 0.18 mi to center
8.8Fabulous
(6 Reviews)
10 Bedrooms
7 Baths
21 Guests
4639 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $2,224/Night
7 Nights - US $15,568
House
- Key West
- ·
- Uptown - Upper Duval
- 0.05 mi to center
2 Bedrooms
5 Baths
14 Guests
2571 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $2,096/Night
7 Nights - US $14,671
House
9.6Exceptional
(14 Reviews)
4 Bedrooms
2 Baths
8 Guests
1800 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $2,043/Night
7 Nights - US $14,298
House
- Key West
- ·
- Key West Historic District
- 0.18 mi to center
9.4Exceptional
(40 Reviews)
7 Bedrooms
5 Baths
16 Guests
4532 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,994/Night
7 Nights - US $13,960
House
10.0Exceptional
(68 Reviews)
5 Bedrooms
4 Baths
10 Guests
4000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,894/Night
7 Nights - US $13,260
House
- Key West
- ·
- Historic Seaport
- 0.04 mi to center
9.6Exceptional
(24 Reviews)
5 Bedrooms
3 Baths
10 Guests
3800 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,714/Night
7 Nights - US $11,999
Top-Rated Cabins with a Pool in Sunset Key
Over 2798+ Top-Rated Cabins with a Pool in or Near Sunset Key
Cottage
- Key West
- ·
- Uptown - Upper Duval
- 0.16 mi to center
10.0Exceptional
(233 Reviews)
4 Bedrooms
2 Baths
7 Guests
1440 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
US $1,024/Night
7 Nights - US $7,168
Condo
- Key West
- ·
- Truman Annex
- 0.21 mi to center
10.0Exceptional
(218 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $355/Night
7 Nights - US $2,484
House
10.0Exceptional
(186 Reviews)
2 Bedrooms
2 Baths
6 Guests
765 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $661/Night
7 Nights - US $4,629
Condo
10.0Exceptional
(93 Reviews)
3 Bedrooms
3 Baths
8 Guests
2512 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,577/Night
7 Nights - US $11,040
Apartment
- Key West
- ·
- Key West Historic District
- 0.09 mi to center
10.0Exceptional
(90 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Pool
- Ocean View
- View
US $715/Night
7 Nights - US $5,003
House
- Key West
- ·
- Bahama Village
- 0.11 mi to center
10.0Exceptional
(90 Reviews)
4 Bedrooms
4 Baths
8 Guests
2400 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $450/Night
7 Nights - US $3,150
House
- Key West
- ·
- Uptown - Upper Duval
- 0.05 mi to center
10.0Exceptional
(80 Reviews)
4 Bedrooms
4 Baths
8 Guests
1456 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,089/Night
7 Nights - US $7,621
Apartment
- Key West
- ·
- Key West Historic District
- 0.09 mi to center
10.0Exceptional
(78 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Pool
- Balcony/Terrace
- Kitchen
Air Conditioner
US $380/Night
7 Nights - US $2,661
House
- Key West
- ·
- Uptown - Upper Duval
- 0.05 mi to center
10.0Exceptional
(77 Reviews)
3 Bedrooms
2 Baths
6 Guests
1201 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $991/Night
7 Nights - US $6,939
Pet-Friendly Cabins in Sunset Key
Over 1111+ Pet-Friendly Cabins in or Near Sunset Key
Apartment
10.0Exceptional
(96 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
Internet
US $357/Night
7 Nights - US $2,502
House
- Key West
- ·
- Uptown - Upper Duval
- 0.10 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
785.77 ft²
- Pet Friendly
- Child Friendly
- Security/Safety
US $830/Night
7 Nights - US $5,809
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Pet Friendly
- Parking
US $731/Night
7 Nights - US $5,115
Condo
10.0Exceptional
(74 Reviews)
1 Bedroom
1 Bath
4 Guests
731 ft²
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $417/Night
7 Nights - US $2,920
House
- Key West
- ·
- Uptown - Upper Duval
- 0.12 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
8 Guests
882.64 ft²
- View
- Breakfast
- Pet Friendly
- Child Friendly
US $535/Night
7 Nights - US $3,745
Condo
- Key West
- ·
- Uptown - Upper Duval
- 0.12 mi to center
10.0Exceptional
(66 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $450/Night
7 Nights - US $3,153
House
- Key West
- ·
- Uptown - Upper Duval
- 0.09 mi to center
10.0Exceptional
(38 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $1,565/Night
7 Nights - US $10,952
House
- Key West
- ·
- Uptown - Upper Duval
- 0.05 mi to center
10.0Exceptional
(38 Reviews)
3 Bedrooms
3 Baths
8 Guests
1370 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $890/Night
7 Nights - US $6,227
Condo
10.0Exceptional
(34 Reviews)
2 Bedrooms
2 Baths
8 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $714/Night
7 Nights - US $4,995
Large Cabins in Sunset Key
Over 371+ Large Cabins in or Near Sunset Key
Villa
10.0Exceptional
(58 Reviews)
2 Bedrooms
2 Baths
6 Guests
850 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $618/Night
7 Nights - US $4,323
House
- Key West
- ·
- Historic Seaport
- 0.28 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
4 Baths
12 Guests
2346.53 ft²
- Internet
- Child Friendly
Laundry- Security/Safety
US $2,693/Night
7 Nights - US $18,854
Villa
10.0Exceptional
(45 Reviews)
2 Bedrooms
2 Baths
6 Guests
850 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $614/Night
7 Nights - US $4,299
House
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
12 Guests
2443.41 ft²
- Fireplace/Heating
- Pool
- View
- Parking
US $2,823/Night
7 Nights - US $19,762
Villa
10.0Exceptional
(24 Reviews)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $325/Night
7 Nights - US $2,276
Villa
10.0Exceptional
(20 Reviews)
2 Bedrooms
1 Bath
4 Guests
550 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
US $379/Night
7 Nights - US $2,656
Villa
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
US $379/Night
7 Nights - US $2,656
Villa
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
200 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
US $291/Night
7 Nights - US $2,034
Villa
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
350 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
US $316/Night
7 Nights - US $2,213
Wheelchair Accessible Cabins in Sunset Key
Over 685+ Wheelchair Accessible Cabins in or Near Sunset Key
Condo
10.0Exceptional
(168 Reviews)
2 Bedrooms
2 Baths
6 Guests
1357 ft²
- Oceanfront
- Hot Tub
Spa- Fireplace/Heating
US $555/Night
7 Nights - US $3,882
House
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $474/Night
7 Nights - US $3,318
Bed & Breakfast
- Key West
- ·
- Bahama Village
- 0.09 mi to center
9.4Exceptional
(1002 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Parking
US $224/Night
7 Nights - US $1,567
Condo
10.0Exceptional
(166 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $307/Night
7 Nights - US $2,149
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Ocean View
- View
- Pet Friendly
- Parking
US $276/Night
7 Nights - US $1,932
Condo
10.0Exceptional
(161 Reviews)
3 Bedrooms
2 Baths
6 Guests
1357 ft²
- Oceanfront
- Hot Tub
- Spa
- Pool
US $515/Night
7 Nights - US $3,603
Condo
10.0Exceptional
(145 Reviews)
2 Bedrooms
2 Baths
6 Guests
1463 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $489/Night
7 Nights - US $3,420
Condo
10.0Exceptional
(127 Reviews)
2 Bedrooms
2 Baths
6 Guests
1357 ft²
- Oceanfront
- Hot Tub
- Spa
- Pool
US $561/Night
7 Nights - US $3,927
Condo
10.0Exceptional
(60 Reviews)
2 Bedrooms
2 Baths
6 Guests
1350 ft²
- Hot Tub
- Spa
- Pool
- Ocean View
US $710/Night
7 Nights - US $4,967
Sunset Key Cabins Under $200
Over 287+ Sunset Key Cabins Under $200
New
House
- Key West
- ·
- Truman Annex
- 0.19 mi to center
1 Bedroom
1 Bath
2 Guests
5522 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $174/Night
7 Nights - US $1,221
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
710.42 ft²
- Pool
- View
- Pet Friendly
- Parking
US $190/Night
7 Nights - US $1,330
House
9.6Exceptional
(1001 Reviews)
1 Bedroom
1 Bath
- Ocean View
- Balcony/Terrace
- View
- Breakfast
US $173/Night
7 Nights - US $1,210
House
- Key West
- ·
- Bahama Village
- 0.11 mi to center
10.0Exceptional
(45 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $190/Night
7 Nights - US $1,331
Bed & Breakfast
- Key West
- ·
- Historic Seaport
- 0.28 mi to center
9.0Exceptional
(1414 Reviews)
11 Bedrooms
7 Baths
18 Guests
235.27 ft²
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,393
Condo
10.0Exceptional
(31 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $141/Night
7 Nights - US $984
Condo
- Key West
- ·
- Truman Annex
- 0.21 mi to center
10.0Exceptional
(27 Reviews)
2 Bedrooms
1 Bath
4 Guests
680 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $190/Night
7 Nights - US $1,328
Apartment
10.0Exceptional
(27 Reviews)
1 Bedroom
1 Bath
2 Guests
475 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $140/Night
7 Nights - US $980
Condo
- Key West
- ·
- Truman Annex
- 0.17 mi to center
10.0Exceptional
(23 Reviews)
1 Bedroom
1 Bath
2 Guests
513 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $193/Night
7 Nights - US $1,348
Instantly Bookable Cabins in Sunset Key
Over 2421+ Instantly Bookable Cabins in or Near Sunset Key
Hotel
3 Baths
- Pool
- Kitchen
- Parking
- Air Conditioner
US $913/Night
7 Nights - US $6,393
House
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1266 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $261/Night
7 Nights - US $1,826
Cottage
10.0Exceptional
(238 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $773/Night
7 Nights - US $5,412
Condo
- Key West
- ·
- Truman Annex
- 0.20 mi to center
10.0Exceptional
(232 Reviews)
2 Bedrooms
1 Bath
4 Guests
674 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $236/Night
7 Nights - US $1,652
House
- Key West
- ·
- Truman Annex
- 0.17 mi to center
10.0Exceptional
(192 Reviews)
2 Bedrooms
2 Baths
4 Guests
1080 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $587/Night
7 Nights - US $4,106
Condo
- Key West
- ·
- Truman Annex
- 0.20 mi to center
10.0Exceptional
(192 Reviews)
2 Bedrooms
1 Bath
5 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $274/Night
7 Nights - US $1,918
House
- Key West
- ·
- Bahama Village
- 0.11 mi to center
10.0Exceptional
(162 Reviews)
2 Bedrooms
2 Baths
4 Guests
950 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $439/Night
7 Nights - US $3,070
Cottage
- Key West
- ·
- Bahama Village
- 0.13 mi to center
10.0Exceptional
(161 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $363/Night
7 Nights - US $2,543
House
10.0Exceptional
(137 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $781/Night
7 Nights - US $5,465
Book a Last Minute Place to Stay in Sunset Key
About Sunset Key Vacation Rentals
There are more than 3806 incredible getaway rentals that are available in Sunset Key. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Sunset Key.
Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Sunset Key, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Sunset Key. Places to stay near Sunset Key are 792.5 ft² on average, with prices averaging US $764 a night.
Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Sunset Key. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.
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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Sunset Key
| Type | Count |
|---|---|
| Vacation Homes | 1951 |
| Holiday Apartments | 531 |
| Cottages | 112 |
| B&B | 43 |
| Villas | 31 |
| Unique Vacation Rentals | 15 |
| Cabin Rentals | 7 |
| Others | 2 |
Use these Quick Filters to Find a Vacation Rental in Sunset Key
★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Sunset Key with Cabinns.com.
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.
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
Frequently Asked Questions About Sunset Key?
What are the top cabins, lake houses & summer homes in Sunset Key?
We provide an array of great vacation destinations in Sunset Key. If you are looking to stay in or around the Sunset Key area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Sunset Key:
- ~ 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
- Everything Key West has to offer @ Mango Cottage
- ~Butterfly Cottage~ Enjoy a hot tub, gourmet kitchen, and 2 king ensuites.
- *MAYA’S SECRET TREASURE @ DUVAL* Pool & Balcony over Duval + LAST KEY SERVICES
- SEA CONCH~ Amazing location with shared pool, deck, and parking!
- BEACH HOUSE ~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!
- Old Town Retreat near Upper Duval St
- ~HORSE CONCH~ Amazing location with shared pool and covered balcony!
- *CASA AMARILLA @ DUVAL* Old Town Cottage & Private Pool + LAST KEY SERVICES
How many cabin rentals and resorts have private pools in Sunset Key?
We have 755 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Sunset Key. Some of the best destinations to stay that feature or have access to a swimming pool are:
- BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
- Key West Harbor Inn - Adults Only
- Tropical Oasis in the Truman Annex with a private pool
- Perfect Pineapple by AvantStay Pet Friendly w Pool Month Long Stays Only
Which cabin rental, resort, or holiday home in Sunset Key is best for families?
Searching for a family-friendly cabin in Sunset Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.
- Key West Hen
- Somewhere on the beach
- Atlantic Paradise by Avantstay Great Location w/Balcony, Outdoor Dining & Shared Pool & Hot Tub!
How many hotels, resorts, or cabin rentals are available in Sunset Key?
Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2026 is over 3806 in the Sunset Key area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Sunset Key.
People Also Ask
Finding the best prices in Sunset Key
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