House vacation rentals in Sugarloaf Key
Find and book unique houses on Airbnb
Top-rated house rentals in Sugarloaf Key
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sugarloaf Key house rentals
House rentals with a pool
Home in Marathon
4.98 out of 5 average rating, 120 reviewsMarathon one-level home on the Marina - with slip!
Home in Key Colony Beach
4.96 out of 5 average rating, 136 reviewsBeautiful open plan remodeled home in Key Colony
Home in Cudjoe Key
4.85 out of 5 average rating, 13 reviewsRise-N-Shine
Home in Cudjoe Key
4.86 out of 5 average rating, 28 reviewsKeys Island Villa - Venture Out Home 354
Home in Cudjoe Key
5.0 out of 5 average rating, 3 reviewsLatitudes-Ocean Front Pool
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Marathon
5.0 out of 5 average rating, 17 reviewsHorizon
Home in Little Torch Key
4.88 out of 5 average rating, 57 reviewsWaterfront Beach House with Dock & Heated Pool!
Weekly house rentals
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
Home in Marathon
5.0 out of 5 average rating, 25 reviewsCoral Lagoon #23- Private Home with Boat Slip
Home in Cudjoe Key
4.88 out of 5 average rating, 73 reviewsIsland Oasis ~ YOUR Paradise Awaits!
Home in Cudjoe Key
5.0 out of 5 average rating, 12 reviewsSea Turtle Cove
Home in Cudjoe Key
4.9 out of 5 average rating, 29 reviewsCozy 2 br/2 bath home in Cudjoe
Home in Duck Key
5.0 out of 5 average rating, 32 reviewsPrivate Pool Tropical Oasis - Centrally Located
Home in Marathon
5.0 out of 5 average rating, 9 reviewsOceanfront *PARADiSE* Amazing views, pool, dock
Home in Key West
5.0 out of 5 average rating, 64 reviewsClean and Relaxing! 3 King Suites! With everything
Private house rentals
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Home in Marathon
4.97 out of 5 average rating, 35 reviewsWaterfront Tropical Oasis in the FL Keys
Home in Key Colony Beach
4.98 out of 5 average rating, 52 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
Home in Marathon
4.9 out of 5 average rating, 40 reviewsMarathon Beach House
Home in Marathon
5.0 out of 5 average rating, 11 reviewsCanal Front, Boat Dock, Updated!
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
Home in Marathon
5.0 out of 5 average rating, 32 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Destinations to explore
- Key West Vacation rentals
- Varadero Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Havana Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Townhouse rentals United States
- Lighthouse rentals United States
- Earth house rentals United States
- House rentals United States
- Guesthouse rentals United States
- Tiny house rentals Florida
- House rentals Florida
- Beach house rentals Florida
- Townhouse rentals Florida
- Lakehouse rentals Florida
- Guesthouse rentals Florida
- Townhouse rentals Key West
- Beach house rentals Key West
- House rentals Key West
- Townhouse rentals Florida Keys
- Beach house rentals Florida Keys
- Guesthouse rentals Florida Keys
- Tiny house rentals Florida Keys
- House rentals Florida Keys
- House rentals Marco Island
- Beach house rentals Marco Island
- Rentals with outdoor seating Sugarloaf Key
- Rentals with a patio Sugarloaf Key
- Monthly Rentals Sugarloaf Key
- Pet-friendly rentals Sugarloaf Key
- Rentals with a kayak Sugarloaf Key
- Rentals with a washer and dryer Sugarloaf Key
- Family-friendly rentals Sugarloaf Key
- Rentals with beach access Sugarloaf Key
- Waterfront rentals Sugarloaf Key
- Rentals with pools Sugarloaf Key
- House rentals Monroe County
- Guesthouse rentals Monroe County
- Tiny house rentals Monroe County
- Townhouse rentals Monroe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom