Key West, Florida Listings

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Monthly Rent $2000.00 - $6000.00

Cute dog-friendly tropical condo close to attractions w/a pristine shared pool Key West, Florida, Listing ID: 26085

This dog-friendly cottage includes street parking, a shared pool, and a location near Duval Street. Nestled in a quiet neighborhood about a mile from Higgs Beach Dog Park and a little under a mile to Mallory Square, you'll be able to get out and about with ease. With fresh...

  • Condo
  • 731
  •  1
  •  1 1/2
Monthly Rent $6426.00 - $12000.00

Dog-Friendly House near Beach w/Private Heated Pool, Free WiFi, Covered Patio Key West, Florida, Listing ID: 28685

Nestled in historic Old Town, this lovely, dog-friendly home presents an unbeatable location just a five-minute walk from the beach and local attractions. Vacation dreams come true when you stay at this all-suite gem, complete with an indoor/outdoor living space and a private...

  • Home
  • 0
  •  3
  •  3 1/2
Monthly Rent $6453.00 - $18600.00

Wonderful Condo in Key West w/Free WiFi, Lanai, A/C, Shared Hot Tub & Pool Key West, Florida, Listing ID: 28689

An exceptional stay awaits at this three-bedroom, two-bath condo. Inside, the suite is open and inviting, with a large flatscreen TV and comfy furnishings in the living room, plus a well-equipped kitchen with stainless steel appliances that include a French-door refrigerator....

  • Condo
  • 1395
  •  3
  •  2

Similar Properties


Monthly Rent $1000.00 - $1400.00

Ground Floor 1 BR, 1.5BA West of Ft. Lauderdale near golf, Sawgrass Mall Tamarac, Florida, Listing ID: 24275

Nice ground floor unit with updated kitchen, all new IKEA furniture. 1 large bedroom with Queen bed & full bath, one half bath in hallway. Couch in living room is a sleeper and porch is enclosed with a couch bed. Ceiling fans in living room & porch. For 2 persons, but can easily...

  • Condo
  • 600-800
  •  1
  •  1 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2600.00 - $4950.00

+++ 2-BED 2-BATH LUXURY CONDO IN NAPLES, FLORIDA ++ LAKE VIEW ++ VERY PRESTIGIOUS AREA ++ NEAR DOWNTOWN AND BEACHES! +++ Naples, Florida, Listing ID: 26574

DESCRIPTION: Bright corner unit. Fully furnished. 2 bedroom, 2 full bathrooms. First floor (second floor is also available). Heated pool. Tennis courts. Close to beaches, restaurants, shopping, golf, tennis and attractions. Incredible lake view from everywhere in your...

  • Condo
  • 1500
  •  2
  •  2

BEAUTIFUL WATER FRONT HOME W/ PRIVATE BEACH, JACUZZI, DOCK, RAMP, LIFT, KAYAKS, ETC. Key Largo, Florida, Listing ID: 27311

Beautiful home directly on the water, being able to watch stunning sunsets all year around! 180 degrees of open water views. Imagine yourself being able to enjoy your glass of wine every afternoon watching the sunset. Tranquil waterway perfect for swimming, paddle-boarding,...

  • Beach Home
  • 1,750
  •  2
  •  2

beautiful beach front property,steps to the water Key Largo, Florida, Listing ID: 27322

  • Home
  • 2000
  •  5
  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3000.00 - $6000.00

Luxury Fiddler's Creek 3Br condo in gated golf resort community with tennis and multiple pools, paths, spa, fitness Naples, Florida, Listing ID: 27548

This luxury resort offers security at gate. The community is over 54,000 acres with walking paths, nature areas, water features, and gorgeous landscaping. Golf course on site. Tennis and pickleball. Each small community has a private pool and the clubhouse has a large waterfall...

  • Condo
  • 2100
  •  3
  •  2
Monthly Rent $5500.00

Ocean breezes and spectacular sunrises every morning from the Pier and the Marina. Great way for a gateway. 3 Floors. Key Largo, Florida, Listing ID: 28211

4 bedroom and 3.5 baths (Sleeps up to 10 People) 2 balconies, 3 floors, 1st floor storage & carport area. Neighborhood Feature: Clubhouse, Community Pool, Community Boat Ramp, Other Area Features, Community Dockage, Fire Hydrant, Manager on Premises, Security: Manned...

  • Home
  • 2665
  •  4
  •  3 1/2
Monthly Rent $5500.00

Walking distance from the ocean! KEY LARGO, Florida, Listing ID: 28212

Ocean breezes and spectacular sunrises every morning from the Pier and the Marina. ClubHouse and steps from the ocean.

  • Home
  • 2665
  •  4
  •  3 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4400.00 - $4600.00

Beautiful Peaceful Home with a 60 foot cement dock on a deep water canal connected to a beautiful open bay. Tavernier, Florida, Listing ID: 28249

Lovely home on deep water canal with dockage. Located in a quiet neighborhood. It has a 60 foot cement dock with a fish cleaning table and outdoor shower head. Upon exiting the canal there is a great bay area for wake boarding, skiing, tubing etc. Snake creek and Tavernier creek...

  • Home
  • 1242
  •  2
  •  2
Monthly Rent $3500.00 - $5000.00

Modern second floor coach home with award-winning Player's Club and Spa. 3 bedrooms and 2 bath. 15 min drive to beach. Naples, Florida, Listing ID: 28409

Enjoy membership at the award-winning Player's Club and Spa which provides 13 tennis courts for the competitive or casual player, two resort saltwater pools with waterfalls, jacuzzi, lap pool, bocce courts, full-service spa, sauna, steam room, fitness center, full-service dining...

  • Home
  • 2400
  •  3
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3350.00 - $4350.00

Charming Naples seasonal & monthly rental in beautifully remodeled villa minutes from beaches, downtown & Marco Island Naples, Florida, Listing ID: 28418

This immaculate beautifully remodeled 1350 sf, 3-bedroom, 2-bathroom villa in Naples’ Shadowood Villas lives like a single-family home with one shared wall. Features open concept main level living, vaulted ceilings, attached 2-car garage, south facing screened lanai (both...

  • Villa
  • 1350
  •  3
  •  2
Monthly Rent $2500.00

COZY TOWNHOUSE 2/2 CANAL/OCEAN VIEW. BEST AREA OF THE KEYES My home is your home. TAVERNIER, Florida, Listing ID: 28438

Very clean Townhouse located in the best and secure area of Middle Florida Keyes. 2 bedroom and 2 private bathroom. Condo is in a canal with a DIRECT access to the ocean. Come and relax in this quite facility. Fall in love with the breathtaking sunset views over the water from...

  • Condo
  • 1200
  •  2
  •  1 1/2

This beautiful Sea Escape is equipped with your very own dock, 3 flrs of charismatic beachy-feel to set the stage! Islamorada, Florida, Listing ID: 28531

Contact me for Special Pricing!! This is a beautiful property rents between October and March rent it all 6 months or a few months at a time. Enjoy this beautiful oasis and recharge the batteries with amazing scenery from the moment you wake up till the moment you rest your head...

  • Beach Home
  • 3,000
  •  2
  •  3
Monthly Rent $6750.00 - $10320.00

Chic Oceanfront Home w/ Private Beach, Dock & Great Deck - 1 Dog Welcome! Islamorada, Florida, Listing ID: 28674

Relax on your own stretch of white sand beach at this dreamy, two-bedroom home. Located in a serene, oceanfront neighborhood of Islamorada, this home has a private dock awaiting on the canal across the street. You'll be greeted by 180-degree Atlantic Ocean vistas on the...

  • Home
  • 1482
  •  2
  •  2 3/4
Monthly Rent $5400.00 - $8900.00

Oceanfront, Dog-Friendly Home w/Private Dock, Free WiFi, Gas Grill, A/C Islamorada, Florida, Listing ID: 28675

Perched across the lane from a white sand beach and abutting the canal, this double-waterside home is a tropical paradise. Your renovated retreat features coastal-chic interiors and large picture windows that face the ocean. With lovely views and direct canal access, your home...

  • Home
  • 1517
  •  3
  •  3
Monthly Rent $4239.00 - $9943.00

Waterfront Home w/ Kayaks, Paddleboat, Great Kitchen, WiFi - 1 Dog Welcome! Key Largo, Florida, Listing ID: 28677

Located in Key Largo's prestigious Buccaneer Point, this custom four-bedroom home offers an idyllic waterfront setting on a 12,000-square-foot lot. Enjoy direct access to the bay via a channel through the mangroves, as well as complimentary kayaks and a paddleboat provided for...

  • Home
  • 1728
  •  4
  •  2
Monthly Rent $2727.00 - $6260.00

Lovely Dog-Friendly House near Water w/Deck, Free WiFi, Central AC, & Boat Ramp Key Largo, Florida, Listing ID: 28678

Relax into easy living on Key Largo in a recently upgraded, Key West-style home. Your dog-friendly retreat includes expansive wraparound porches and a private and third-floor main suite with peekaboo ocean views. You’ll have plenty of room to park a boat, and the water is just...

  • Home
  • 1512
  •  3
  •  2
Monthly Rent $3320.00 - $7200.00

Lovely Vacation Home in Key Largo w/Shared Pool & Hot Tub, Dock, Free WiFi, & AC Key Largo, Florida, Listing ID: 28681

An exceptional stay awaits at this two-bedroom, two-bath vacation home. Highlights include canal front water views, a pool and jacuzzi, outdoor showers, and a location just minutes from the reefs. You'll love being located in Port Largo. Inside, you'll find a well-appointed...

  • Apartment
  • 0
  •  2
  •  2
Monthly Rent $5400.00 - $9932.00

Dazzling Bayfront Home w/ 2 Boat Docks, Huge Deck, Kayaks, Pool Table - 1 Dog OK Cudjoe Key, Florida, Listing ID: 28690

You’ll be wowed by the incredible, 180-degree views of Cudjoe Bay at this three-bedroom home in Cudjoe Key. Completely remodeled inside and out, this high-end home boasts an expansive wrap-around deck, multiple outdoor seating areas, and two private docks that are ideal for...

  • Beach Home
  • 2048
  •  3
  •  2 1/2
Monthly Rent $3051.00 - $7452.00

Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry! Summerland Key, Florida, Listing ID: 28763

Boasting a canal-front location, this two-bedroom home is a dream retreat on Summerland Key. Tie up a boat of up to 24 feet at the private dock and a smaller vessel in the adjacent basin. Cruise the canal with ease, travel mere minutes to prime fishing and diving locations, and...

  • Home
  • 0
  •  2
  •  1
Monthly Rent $6750.00 - $11520.00

Waterfront Home w/ 25’ Dock, Game Room, Central A/C - Dog OK! Tavernier, Florida, Listing ID: 28773

Sail right up to your gated three-story getaway, highlighted by a private 25’ dock with direct ocean access. With 4,900 square feet of luxurious living space, this waterfront retreat provides ample space for your group to socialize and unwind. Highlights include a...

  • Home
  • 4900
  •  5
  •  4