Key West Listings

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Monthly Rent $4131.00 - $7152.00

3BR Oceanview Dog Friendly | Dock | Patio Key West, Florida, Listing ID: 32698

Beautifully situated among the palms and right on a canal that leads out to open water, this three-bedroom home on Big Coppitt Key is the perfect Florida Keys escape for boating enthusiasts, anglers, and families and friends in search of waterfront relaxation. This single-story...

  • House
  • 1408
  •  3
  •  2
Monthly Rent $4628.00 - $5923.00

2BR Oceanfront Dog Friendly | Dock | Balcony Key West, Florida, Listing ID: 32703

A serene, canal-front oasis is yours at this Big Coppitt Key retreat. Complete with a private dock and boat ramp offering direct access to the Gulf of Mexico, this dreamy two-story condo comes primed for island living. A breezy, canal-view deck makes a perfect perch for sipping...

  • Duplex
  • 1095
  •  2
  •  2

Similar Properties


Monthly Rent $5500.00

Our property is centrally located in Key Largo. Close by, you can find attractions, restaurants, groceries, souvenir etc key Largo, Florida, Listing ID: 30976

We are The Valdes family and we have been living in Miami for the last 20 years. We love traveling and meeting other cultures. We really hope that you and your family enjoy this piece of heaven, our second home. Our property is centrally located in Key Largo. Close by, you can...

  • House
  • 1056
  •  2
  •  1
Monthly Rent $3880.00 - $7293.00

BOAT-FRIENDLY, DOG-FRIENDLY, newly renovated 2BR Home (Sleeps 6) High-Speed WiFi, Canal-front Dock, Private Boat Ramp! Tavernier, Florida, Listing ID: 31490

Book this newly renovated home that sits on a major canal, where guests can tie off a boat, in the Indian Waterways neighborhood. The nautical-themed decoration throughout the house will truly help you leave all of your worries behind and focus on having a great time!...

  • Home
  • 0
  •  2
  •  1
Monthly Rent $6300.00 - $7678.00

OCEANFRONT PIER/DOCK! 2BR Oceanfront home (duplex) beachfront balcony, private beach, gas grill, and deck Long Key, Florida, Listing ID: 31698

This remodeled home is set right on the beach, and is equipped for guests to have a lot of fun on the beach! Towels, a beach umbrella, and four beach chairs are included for guest use on the private sandy beach. Shower off the sand before coming inside the covered...

  • Home
  • 0
  •  2
  •  1
Monthly Rent $5702.00 - $7695.00

Beautiful 2BR Waterview | Dock | Balcony | W/D Big Pine Key, Florida, Listing ID: 32349

Right by the glistening waters of Florida lies this beautiful home! You'll be within driving distance of some amazing attractions such as the National Key Deer Refuge Nature Center, where you can experience the natural beauty of the world around you and contribute to something...

  • House
  • 1304
  •  2
  •  2
Monthly Rent $5630.00 - $7856.00

3BR Oceanfront Dog Friendly | Dock | Balcony Big Pine Key, Florida, Listing ID: 32350

Situated along the canal with approximately 150 feet of seawall, this newly constructed home puts water activities right outside your doorstep. Untie your boat from the provided dock space and take a laidback boat ride into ocean or Gulf waters via the Bogie Channel. Enjoy...

  • House
  • 1190
  •  3
  •  2
Monthly Rent $8846.00 - $12656.00

Amazing 3BR Oceanfront | Private Pool | Dock Cudjoe Key, Florida, Listing ID: 32401

Located between Sugarloaf Key and Big Pine Key, this upscale, three-bedroom, waterfront house is beautifully furnished, and with its amazing sunset views, a private pool, and a 40-foot dock, it's perfect for your family's next sun-filled getaway! First thing: step into the...

  • House
  • 1495
  •  3
  •  2
Monthly Rent $9800.00 - $12582.00

2BR Oceanfront Dog Friendly | Pool | Dock Cudjoe Key, Florida, Listing ID: 32403

Set on a quiet corner lot with a private, heated pool, 50-foot seawall, outdoor bar, and a yard peppered with key lime, dragon fruit, mango, and coconut trees, this unique waterfront retreat is sure to be the highlight of your next vacation in the Keys! When you want to get out...

  • House
  • 1120
  •  2
  •  2
Monthly Rent $2765.00 - $5748.00

Dog-friendly 2BR on the canal with pool & dock Duck Key, Florida, Listing ID: 32479

Make yourself at home at this lovely, dog-friendly getaway featuring a 35-foot seawall dock! Prepare delicious meals and beach snacks and enjoy them on the expansive deck overlooking the canal. This family-friendly home also grants you access to a shared, heated swimming pool -...

  • Duplex
  • 1554
  •  2
  •  2
Monthly Rent $6744.00 - $15109.00

Relaxing 3BR Oceanfront | Dock | Deck | W/D Islamorada, Florida, Listing ID: 32659

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Enjoy incredible beach and ocean views from this family-friendly, waterfront retreat. This home features a beautiful, sandy backyard...

  • House
  • 1150
  •  3
  •  3
Monthly Rent $2974.00 - $6703.00

Beautiful 2BR 1st-Floor | Patio | Pool Islamorada, Florida, Listing ID: 32660

Whether you spend your next Florida vacation playing in the cool surf or hanging out with good friends on the private patio, you will love staying in this gorgeous retreat. Inside, an open and spacious living area features comfortable furniture, attractive wall art, and a large...

  • Condo
  • 1342
  •  2
  •  2
Monthly Rent $2842.00 - $4887.00

2BR Waterview | Dock | Deck | Garage Parking Islamorada, Florida, Listing ID: 32662

If you're seeking the ideal Florida Keys retreat, look no further! Several beaches are ready and waiting for you to sink your feet into the sand and enjoy the water. If you'd prefer to have fun on the water instead of in it, check out a nearby charter for a relaxing ride or a...

  • House
  • 960
  •  2
  •  2
Monthly Rent $4660.00 - $7750.00

Gorgeous 2BR Oceanview | Dock | Patio Key Colony Beach, Florida, Listing ID: 32669

If you've been dreaming of living the Florida Keys lifestyle, now's your chance. This canal-front, two-bedroom home in Key Colony puts you right in the center of the Keys, with easy access to fishing, water sports, state parks, and that gorgeous drive over Seven Mile Bridge....

  • House
  • 952
  •  2
  •  2
Monthly Rent $5396.00 - $9193.00

Modern 3BR Oceanview | Dock | Deck | W/D Key Largo, Florida, Listing ID: 32671

Ideally located for anglers, boating enthusiasts, and anyone looking to get out on the water, this canal-front home in Key Largo allows you to take in the beauty of the Florida Keys right from your terrace. You'll have your very own dock to set sail from each morning, a fleet of...

  • House
  • 2227
  •  3
  •  2
Monthly Rent $5099.00 - $8000.00

3BR Oceanfront | Dock | Balcony | W/D Little Torch Key, Florida, Listing ID: 32736

Kick back on the canal - this home is ready to host you! Relax in a friendly space with essentials like central air conditioning and a ceiling fan in every bedroom. There's plenty of room to park your boat trailer, perfect for guests that want to launch from the public boat ramp...

  • House
  • 1196
  •  3
  •  2
Monthly Rent $4618.00 - $6944.00

Amazing View 3BR Oceanfront | Dock | Balcony Little Torch Key, Florida, Listing ID: 32737

Quiet privacy, sweeping water views, and enviable proximity to water activity make this canal-front home a dream retreat. Start vacation days with your morning beverage of choice on the furnished wraparound deck overlooking the Torchwood Hammock Preserve. Swing in the hammock...

  • House
  • 984
  •  3
  •  2
Monthly Rent $10520.00 - $19870.00

Modern 3BR Oceanview | Pool | Dock | Patio Marco Island, Florida, Listing ID: 32739

This bright and airy retreat offers guests canal views and easy access via bike to the sugar-white sand beaches of Marco Island! This vacation rental is ideal for families or travel groups and offers amazing indoor/outdoor features including a private pool under a lanai, a...

  • House
  • 1940
  •  3
  •  2
Monthly Rent $2760.00 - $14840.00

3BR Oceanview Dog Friendly | Pool | Dock | Patio Marco Island, Florida, Listing ID: 32741

This lovely canal-side home is sure to make your stay on Marco Island one to remember. Spacious, this single-family home is packed with enjoyable amenities. Enjoy water views from the lanai, or while going for a swim in the west-facing heated pool. Cook on the grill while taking...

  • House
  • 1900
  •  3
  •  2
Monthly Rent $7008.00 - $9827.00

2BR Gulffront 1st-Floor | Deck | Naples, Florida, Listing ID: 32815

Explore everything Naples has to offer at this premium riverfront condo! Nestled along the Gordon River, you have instant access to the water and are only a short drive away from Naples Beach. Go for a scenic stroll in the sand or take a dip in the Gulf for a relaxing day in the...

  • Condo
  • 1000
  •  2
  •  2
Monthly Rent $6494.00 - $9316.00

2BR Waterview | Pool | Dock | Balcony | W/D Summerland Key, Florida, Listing ID: 33022

With three separate living areas and a private heated pool, this charming home is full of comfortable spaces for guests to enjoy. Stay in the main house, the downstairs lounge, or in the guest house complete with a full bathroom - each area has its own private entrance. But no...

  • House
  • 1292
  •  2
  •  4
Monthly Rent $4160.00 - $8709.00

Charming 3BR Oceanfront | Dock | Patio | W/D Tavernier, Florida, Listing ID: 33024

A fantastic getaway awaits along the Florida keys, perfect for escaping the hustle and bustle of everyday life. With the ocean steps away, rent a boat, paddleboard, kayak, surfboard, or fishing gear to make the most of your oceanside vacation. Tour the sights like Rain Barrell...

  • House
  • 1151
  •  3
  •  2