145+ Vacation Rentals Near Key West Fly Fishing |
  1. USA
  2. Florida
  3. Sugarloaf Key
  4. Key West Fly Fishing

Sell Off Cruises - Vacation Rentals in Key West Fly Fishing

Private and Exclusive Florida Keys Getaway From US $1,352
         

10.0 (15 Reviews)
House
Private and Exclusive Florida Keys Getaway
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Pelico Paradise From US $304
         

|
9.6 (2 Reviews)
House
Pelico Paradise
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Starlight Serenity - Hideaway w Stunning Views From US $732
         

10.0 (1 Review)
House
Starlight Serenity - Hideaway w Stunning Views
  • Parking
  • Pet Friendly
  • Balcony/Terrace

View Availability
Private and Exclusive Beach Getaway From US $977
         

10.0 (11 Reviews)
House
Private and Exclusive Beach Getaway
  • Air Conditioner
  • Parking
  • TV

View Availability
Sugarloaf Key RV Resort & Cottages From US $167
         

|
9.1 (550 Reviews)
House
Sugarloaf Key RV Resort & Cottages
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Sugarloaf Key RV Resort & Cottages From US $846
         

|
9.4 (22 Reviews)
House
Sugarloaf Key RV Resort & Cottages
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates. From US $364
         

10.0 (7 Reviews)
House
PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Sugarloaf Lodge From US $126
         

7.7 (420 Reviews)
Cabin
Sugarloaf Lodge
  • Air Conditioner
  • Parking
  • Pool

View Availability
The Villa of Pelico Palms From US $1,377
         

10.0 (6 Reviews)
House
The Villa of Pelico Palms
  • Air Conditioner
  • Parking
  • Pool

View Availability
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly! From US $543
         

10.0 (2 Reviews)
House
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Tropical paradise on canal in Lower Keys-pool, tiki, firepit, dock, dog friendly From US $305
         

10.0 (2 Reviews)
House
Tropical paradise on canal in Lower Keys-pool, tiki, firepit, dock, dog friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Starlight Serenity - Hideaway with Stunning Views From US $645
         

10.0 (1 Review)
House
Starlight Serenity - Hideaway with Stunning Views
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Our Happy Place From US $277
         

10.0 (1 Review)
House
Our Happy Place
  • Air Conditioner
  • TV
  • Balcony/Terrace

View Availability
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks! From US $549
         

9.8 (14 Reviews)
House
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Sunset Bay: Spacious 5BR Getaway, Dockage, Heated Pool, Dog OK, Stunning Views & Minutes to Key West From US $545
         

9.8 (8 Reviews)
House
Sunset Bay: Spacious 5BR Getaway, Dockage, Heated Pool, Dog OK, Stunning Views & Minutes to Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
9BR Estate | 3 Homes/2 Pools/Hot tub -30 Min to KW From US $3,046
         

9.8 (7 Reviews)
House
9BR Estate | 3 Homes/2 Pools/Hot tub -30 Min to KW
  • Air Conditioner
  • Pool
  • TV

View Availability
Summer get away desination- at the newly renovated three story fun house! From US $286
         

9.8 (7 Reviews)
House
Summer get away desination- at the newly renovated three story fun house!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Florida Keys Beach Getaway From US $1,928
         

9.6 (29 Reviews)
House
Florida Keys Beach Getaway
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
The Lighthouse - Beach Houses Key West From US $976
         

9.6 (11 Reviews)
House
The Lighthouse - Beach Houses Key West
  • Air Conditioner
  • Parking
  • TV

View Availability
The Hemingway - Beach Houses Key West From US $1,388
         

9.6 (8 Reviews)
House
The Hemingway - Beach Houses Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Key West Beach House with heated pool, tiki, and dock.♿︎ From US $421
         

9.6 (8 Reviews)
House
Key West Beach House with heated pool, tiki, and dock.♿︎
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Sublimely private luxury home with enveloping oceanfront views near Key West From US $2,348
         

9.4 (47 Reviews)
House
Sublimely private luxury home with enveloping oceanfront views near Key West
  • Air Conditioner
  • Parking
  • Pool

View Availability
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot From US $530
         

9.2 (7 Reviews)
House
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly! From US $352
         

8.6 (4 Reviews)
House
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
★ Pro Tip: Selloffcruises makes it easy to compare the best listings on Selloffcruises homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Selloffcruises homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Key West Fly Fishing.

Weather in Key West Fly Fishing

View the weather forecast for Key West Fly Fishing before booking your Key West Fly Fishing 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

Top Attractions Around Key West Fly Fishing, FL

Selloffcruises offers a large selection of top attractions around Key West Fly Fishing. Research things to do on your vacation before you visit Key West Fly Fishing.


Duval Street Smathers Beach Southernmost Point Mallory Square South Beach Sombrero Beach Higgs Beach Bahia Honda State Park and Beach Key West Harbour Key West Aquarium Ernest Hemingway Home and Museum Fort Zachary Taylor Historic State Park Key West Butterfly and Nature Conservatory Florida Keys Beaches Seven Mile Bridge Saddlebunch Keys Harry S. Truman Little White House Key West Shipwreck Museum Key West Golf Club

Key West Fly Fishing Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Key West Fly Fishing?

Currently, the total number of properties listed in 2026 is over 145 in the Key West Fly Fishing area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Key West Fly Fishing.