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Vacation rentals in Sugarloaf Key

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Sugarloaf Key

Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Cudjoe Key
NEW! 2BR,2BA Waterfront UPDATED w 35' Seawall! WOW
Come stay with us in our latest FREY VACATION Rental property!Updated, waterfront, 2BR,2BA elevated property w35' seawall.Bring your boat!Fully stocked kitchen w stainless appliances. So much to do here for up to 6 at this family friendly, quiet resort-Venture Out, a gated,secure community. Fishing, lobstering, oversized pool, children's pool, hot tub, pickleball, tennis and basketball courts.Rec center. Bike, kayak, and SUPs.Between Key West(20Mi)and Marathon, this property is not to be missed!
$501 per night
Cottage in Cudjoe Key
ATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!
$549 per night
Home in Key West
Waterfront Bungalow with Dockage
**********28 DAY MIN RENTAL****** Look no further, you have found your Florida Keys waterfront home. Nestled in a quaint family oriented neighborhood, our newly renovated bungalow will not disappoint. Located minutes from the center of Key West and walking distance to a local coffee shop (Baby's Coffee), market and family park that offers tennis and basketball courts. Bring your boat and enjoy your days on the water. Plenty of room to park your trailer. *******28 DAY MINIMUM RENTAL*****
$140 per night

Other great vacation rentals in Sugarloaf Key

Home in Key West
KW Beach house with heated pool, dock, accessible
$499 per night
Rental unit in Key West
At Mine | Lovely Suite steps from Duval Street
$199 per night
Home in Cudjoe Key
$273 per night
Home in Cudjoe Key
*Emerald Seas*-Florida Keys Ocean Front Paradise!
$542 per night
Home in Upper Sugarloaf Key
Bungalows at Sugarloaf Beach - The Hemingway
$715 per night
Home in Key West
Oceanfront Paradise (15 min from Duval)
$210 per night
Rental unit in Key West
Cozy upstairs apartment with pool #3
$250 per night
Private room in Big Pine Key
Old Island Life
$88 per night
Bungalow in Cudjoe Key
Cudjoe Key OCEANFRONT 2B/2B in gated community!!
$240 per night
Condo in Key West
The Island Suite @ KW vacation
$247 per night
Townhouse in Key West
Poolside Cottage #412
$185 per night
Rental unit in Key West
Key Lime Cottage - Free Parking, Steps to Duval St
$223 per night

Other types of stays on Airbnb

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Sugarloaf Key