Islamorada Listings

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Monthly $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 $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 $3262.00 - $5822.00

Charming 2BR | Balcony | Pool | Islamorada, Florida, Listing ID: 32661

Escape the hustle and bustle of everyday life in the tropical Florida Keys, where tranquility and fun await. This condo is steps away from the water, with all you ever need for entertainment in a 10-mile radius. Tour the area and check out Rain Barrell Village, Theater of the...

  • Condo
  • 1344
  •  2
  •  3
Monthly $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

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Beautiful condo steps from Vanderbilt beach with its own private entrance! Fully furnished with everything Naples, Florida, Listing ID: 29479

Location, location, location! 3 minute walk from elevator to the beach!!! Don't miss this vacation rental with access to Vanderbilt Beach and Delnor-Wiggins State Park. Steps from one of the most beautiful beaches of Naples Located just steps from the beach our vacation...

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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!...

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Turtle Beach Retreat: 2BR Oceanfront home (duplex) beachfront balcony, private beach, pier, 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...

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3BR Sleeps 10, Fenced Patio & Pool w/Shower, Tiki Bar/Torches & Bikes, or Walk to Beach! Bluewaters Beach House Fort Myers Beach, Florida, Listing ID: 31907

The Fun Starts here! Bluewaters Beach House is rebuilt and ready for more fun in the sun. This perfectly located Mid Island gem is Old Florida Charm. Expect to be delighted by the charm and surprised by comfort. Bluewaters Beach House is filled with a light and happy coastal...

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Nightly $251.00 - $1114.00

3BR Canal-front Balcony Home Private Heated Pool & Hot Tub: Beach across street: Sunny Canal Fort Myers Beach, Florida, Listing ID: 31908

Looking for a unique waterfront home with a gorgeous private pool and spa to stay during your next Ft. Myers Beach vacation? Then look no further than 245 Carolina Ave! This home has an open floor plan, updated interior and gorgeous water views with a North End location that...

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Nightly $76.00 - $566.00

2BR 2BA Home w/Fenced Pool Sleeps 8! Covered Parking, Walk to Beach: Blue Oasis Fort Myers Beach, Florida, Listing ID: 31909

Completely renovated and the vacation home of your dreams awaits you! This over-sized 2 bedroom/2 bathroom home will sleep up to 8 people very comfortably. The open-floor plan lends itself to family get togethers, game nights and so much more. Don’t want to hang with the...

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BOAT-FRIENDLY! 3BR Home Sleeps 10 w/Screened HEATED Pool, Pvt Beach Access/Gazebo, Boat Dock Across St., Foosball Table Fort Myers Beach, Florida, Listing ID: 31910

This beautifully remodeled pool home, pool is heated, is just a short walk to the beach and has gorgeous views of the bay across the street. The neighborhood shares a boat dock right across the street from the home and has its own private beach access and gazebo. Completely...

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Nightly $101.00 - $438.00

2BR Home (Duplex) w/Screened Balcony Overlooking Private Fenced Pool & Hot Tub! Walk to Beach: Beach Bungalow 1 Fort Myers Beach, Florida, Listing ID: 31911

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Welcome to the Beach Bungalow duplex, a charming tropical retreat nestled in the community of Fort Myers Beach. Situated just steps away from the shimmering shores of the Gulf of Mexico, this home provides easy access to the sandy beaches that...

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Comfortable luxury home in peaceful neighborhood close to the beach, restaurants, malls and entertainment Hallandale Beach, Florida, Listing ID: 31940

Create unforgettable memories staying at this modern tropical vacation home. Centrally located close to sandy beaches of Sunny Isles, Hallandale, Hollywood, great restaurants, bars, water sports, recreational areas and malls. 30 min away from Wynwood, Design District and...

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2,200 SF 4BR/2BA home with heated pool & lanai, dual living rooms, kids' room with bunk beds, and huge backyard Marco Island, Florida, Listing ID: 31949

Welcome to your perfect Marco Island retreat! This exceptional 2,200 SF 4-bedroom, 2-bathroom single-family home sits on a spacious triple lot, a rarity on Marco Island, ensuring ample privacy and room to unwind. Step inside and discover the luxury of two separate living...

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Monthly $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...

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  • 1304
  •  2
  •  2
Monthly $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...

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  • 1190
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Monthly $5880.00 - $11150.00

3BR | Pool | Firepit | Washer/Dryer Bonita Springs, Florida, Listing ID: 32352

Experience a memorable Bonita Springs getaway at this family-friendly home featuring a private heated pool! Slip into vacation mode the moment you step through the front door. Whip up everyone's favorite recipes in the well-equipped, full kitchen complete with stainless steel...

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  •  3
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Monthly $2770.00 - $9620.00

2BR 2nd-Floor | Balcony | Pool | Washer/Dryer Bonita Springs, Florida, Listing ID: 32353

Welcome to this convenient condo in Bonita Springs! Recently renovated as of summer 2022, this is the perfect spot for families or couples. There is a private furnished balcony where you can enjoy your morning coffee or enjoy a romantic dinner in the evening. The condo is...

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  • 1268
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  •  2
Monthly $5365.00 - $11484.00

3BR water view on golf course with pools & deck Bonita Springs, Florida, Listing ID: 32354

Tucked into a tropical garden setting at the edge of the Bonita Bay Golf Course, this three-bedroom condo provides beautiful space inside and out where you can relax with friends and family. This condo is on the ground floor of Waterford at Bonita Bay, a gated community offering...

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  • 2293
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Monthly $6090.00 - $10682.00

2BR Lakefront 1st-Floor | Patio | Pool Bonita Springs, Florida, Listing ID: 32355

Make your next vacation one you'll remember forever at this lakeside condo! For those who would like to enjoy the outdoors, try Riverwalk Park for a scenic walk along the water or a nearby charter for a relaxing ride. Head west to Bonita Beach and sink your feet into the sand...

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  • 1256
  •  2
  •  2
Monthly $3880.00 - $8180.00

Walk Everywhere 2BR Dog Friendly | Patio Bonita Springs, Florida, Listing ID: 32356

In the heart of historic downtown Bonita Springs, you'll find the family- and dog-friendly Birdsong Cottage. Step out your front door and walk to Riverside Park, restaurants, coffeeshops, and bars, then hop in the car for a quick drive nine miles west to the beach. Kayak rentals...

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  • 980
  •  2
  •  1
Monthly $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...

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Monthly $3690.00 - $6071.00

2BR Waterview Dog Friendly | Patio | W/D Cudjoe Key, Florida, Listing ID: 32402

With a waterfront location overlooking the canals of Cudjoe Key, this comfy and convenient home is going to be the ideal place to enjoy some time with family and friends. The living room is spacious and attractive, featuring burnished floors, a mounted flatscreen TV, and a large...

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  •  2
  •  3
Monthly $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...

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  • 1120
  •  2
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Monthly $289.00 - $4290.00

1BR 1st-Floor | Patio | Dog Friendly Deerfield Beach, Florida, Listing ID: 32429

Just minutes from the beach and surrounded by great food and drink options, this Deerfield Beach condo offers laid-back South Florida at its finest. This ground-floor getaway comes fully equipped for comfort, with home essentials including central air-conditioning and free WiFi....

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  •  1
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Monthly $2765.00 - $5505.00

Canal-front, dog-friendly 2BR with dock & pool Duck Key, Florida, Listing ID: 32477

Lobster Lodge is the perfect retreat for your family getaway to the Sunshine State! This canal-front half-duplex features a 35-foot seawall dock. Relax out on the patios overlooking the canal or sit by the shared pool after taking a refreshing dip. Cozy up in the living area...

  • Duplex
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Monthly $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 $4367.00 - $10174.00

1-Level 3BR Near Beach | Enclosed Backyard | W/D Fort Lauderdale, Florida, Listing ID: 32487

Just five miles west of the beach you'll find this comfortable, one-level home in Lauderdale Manors. All the hip boutiques, restaurants, and bars of Wilton Manors are just a little over three miles away and Mills Pond Park is just up the road. At home, spend time relaxing in...

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  • 991
  •  3
  •  1
Monthly $1769.00 - $3677.00

1BR | Pool | Hot Tub | Sauna | W/D Fort Myers, Florida, Listing ID: 32490

Make your next trip to Fort Myers one you won't forget at this condo near the water. With several beaches only a short drive away, you won't have to go far to sink your feet into the sand and relax. The area's pools and parks provide another great way for everyone to enjoy being...

  • Condo
  • 828
  •  1
  •  1
Monthly $3880.00 - $10260.00

Sweet 3BR Waterview | Pool | Deck | W/D Fort Myers, Florida, Listing ID: 32491

Discover this bright, beautiful home in a gated community just minutes from some of the Gulf's best beaches. Beach chairs, toys, and umbrellas are provided in the vacation rental. A brewery, supermarket, and great restaurants are within walking distance of your door. Take in the...

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  • 1604
  •  3
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Monthly $2720.00 - $7140.00

3BR Golf Course View Dog Friendly | Patio | Golf Fort Myers, Florida, Listing ID: 32494

Whether you're dropping students off at Florida Gulf Coast University or vising for your next sunny vacation, this home has all the amenities for a perfect stay. The property sits on the 8th hole of the San Carlos Golf Course so don't forget to bring your clubs! When you're not...

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  • 1224
  •  3
  •  2
Monthly $10500.00 - $11625.00

Dreamy 2BR | Pool | Dog-Friendly | Boat Slip | W/D Key West, Florida, Listing ID: 32557

Experience Key West in style from the comfort of this dog-friendly condo located just a mile and a half from Old Town, where you can explore the best nightlife, restaurants, and shopping! Inside, you'll find three complete levels of comfort and convenience. The main-level living...

  • Condo
  • 1300
  •  2
  •  3
Monthly $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....

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  • 952
  •  2
  •  2
Monthly $2093.00 - $2544.00

Spacious 2BR Waterview | Balcony | W/D Key Largo, Florida, Listing ID: 32670

This canal-front home has a nice upper-level balcony overlooking the water, which is excellent for morning coffee or evening cocktails. The spacious living area invites everyone to kick back, relax, and enjoy watching TV or planning their next adventure. Take advantage of the...

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  • 884
  •  2
  •  1
Monthly $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...

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  • 2227
  •  3
  •  2
Monthly $1554.00 - $2581.00

Inviting 1BR Dog Friendly | Balcony | Firepit Key Largo, Florida, Listing ID: 32672

*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. Escape the rat race and unwind in the beauty of the tropics when you book your soothing vacation to this Key Largo retreat. Built in...

  • House
  • 880
  •  1
  •  1
Monthly $3625.00 - $4393.00

Sunny 2BR Dog Friendly | Private Pool | Deck Key Largo, Florida, Listing ID: 32673

Craving a beachy house with a yard? This home is perfect for those who want to get away from the hustle and bustle of the city and sink into a stool at the tiki bar. Relax on the shaded porch or in the private pool Throw some fish or hot dogs on the private gas grill, or just go...

  • House
  • 896
  •  2
  •  2
Monthly $4256.00 - $8286.00

3BR Dog Friendly | Balcony | W/D Key Largo, Florida, Listing ID: 32674

Full of sunlight and modern coastal furniture, this home is ideal for a family or group looking to get away from it all. Recline on your personal screened-in balcony, or spread out within the comfortable living room. The open kitchen features everything guests need to cook up...

  • House
  • 1467
  •  3
  •  2
Monthly $10185.00 - $18983.00

Lush 3BR | Pool | Balcony | W/D Key West, Florida, Listing ID: 32675

*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. Casual elegance and lush tropical foliage await at this beautiful Key West home only blocks from Higgs Beach! Boasting a private...

  • House
  • 1672
  •  3
  •  3
Monthly $3528.00 - $6206.00

Upgraded 1BR | Near Beach & Duval St. | Shared W/D Key West, Florida, Listing ID: 32676

*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. This simple, modern cottage apartment is an ideal space for a couple or a solo traveler looking to explore the heart of Key West!...

  • Apartment
  • 403
  •  1
  •  1
Monthly $3985.00 - $6627.00

Walk to Beach/Dining 1BR | Patio | Central Locale Key West, Florida, Listing ID: 32677

*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. This cozy-yet-modern cottage apartment in Key West is a wonderful escape for any party of two! A flatscreen TV in the living room...

  • Apartment
  • 460
  •  1
  •  1
Monthly $8140.00 - $14935.00

Updated 2BR with loft, private pool, patio & grill Key West, Florida, Listing ID: 32678

Enjoy the superb location of this updated Old Town Key West home! This adorable vacation rental features a private pool with a furnished deck and grill -ideal for summertime cookouts. Enjoy a furnished loft area and a cozy front porch. You'll be within walking distance of the...

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  • 720
  •  2
  •  2
Monthly $4875.00 - $7821.00

1BR | Deck | Outdoor Pool | Ground-Floor Key West, Florida, Listing ID: 32679

Book this wonderful, ground-level, Old Town getaway with all the comforts of home including central air conditioning and complimentary internet access! This vacation rental features a spacious floor plan with doors that open out to the back patio to create an indoor/outdoor...

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  •  1
Monthly $6781.00 - $12620.00

Bright 2BR Duplex | Pool | Deck | W/D Key West, Florida, Listing ID: 32680

Enjoy a soak in your own private, heated saltwater pool at this lovely duplex! Part of the Tropical Vibes home, this duplex is a charming hideaway with plenty of room to hang out. Open the sizable glass sliding door to create a seamless indoor/outdoor space between the kitchen,...

  • Duplex
  • 818
  •  2
  •  3
Monthly $6776.00 - $12440.00

Enchanting 2BR | Pool | Deck | W/D Key West, Florida, Listing ID: 32681

Slip into a modern duplex with distinctly bright Key West vibes! One of the two properties to rent at the Tropical Vibes house, this duplex is full of comfy details and punches of color. Not least of which is the home's star: a brilliant private saltwater pool (yes, it's...

  • Duplex
  • 818
  •  2
  •  3
Monthly $11229.00 - $12715.00

Comfortable 3BR | Private Pool | Patio | W/D Key West, Florida, Listing ID: 32682

Recline next to a shimmering pool, with a banana tree and avocado tree completing your view! This pleasant home is designed for guest comfort from top to bottom, with everything from central air conditioning to a private gas grill to help with vacation cookouts. The home is all...

  • House
  • 1740
  •  3
  •  2
Monthly $5171.00 - $8295.00

Colorful 1BR | Pool | Patio | Garage Parking Key West, Florida, Listing ID: 32683

Keep things simple and take in the lovely Key West sun at this colorful cottage just a half-mile from Hemingway House! You'll love relaxing at this home with a white picket fence, all set up in a private compound of four homes. There's plenty of room for guests to relax, and...

  • Cottage
  • 573
  •  1
  •  1
Monthly $7287.00 - $12822.00

Fabulous 3BR | Pool | Deck | Tennis | W/D Key West, Florida, Listing ID: 32684

Whether it's the textured shiplap walls, the sparkling private saltwater pool, or the lovingly curated decor, you're sure to find something you love about this wonderful home. In the spirit of Key West, you'll find nods to Ernest Hemingway, the nautical culture, and much more....

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  • 1642
  •  3
  •  3
Monthly $7853.00 - $13124.00

Bright 3BR | Deck | Fenced Yard | Porch | W/D Key West, Florida, Listing ID: 32685

Experience the best of Key West living! This classic cottage comes fully updated with modern amenities while boasting a prime, central location with easy access to Key West's iconic attractions and historic sites. Suitable for up to eight guests, this spacious three-bedroom home...

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  • 1188
  •  3
  •  2
Monthly $12166.00 - $19877.00

Centrally located 2BR Waterview | Balcony | Pool Key West, Florida, Listing ID: 32686

Get ready for packed days of coastal fun here at Porter Place, your very own sliver of Key West! Sitting within walking distance of a plethora of shops, restaurants, and attractions, you will have no delay filling each day with coastal excitement from sunup to sundown. On-site...

  • Condo
  • 1023
  •  2
  •  3
Monthly $4350.00 - $6731.00

Cozy Studio Oceanview | Patio | Kitchenette| W/D Key West, Florida, Listing ID: 32687

Perfect for a romantic weekend getaway, you'll find this cozy, charming Key West studio, situated on the east side of the island and convenient to the historic district, beaches, snorkeling trips to the Dry Tortugas, fishing, and more. Brew a cup of coffee with the Keurig and...

  • Studio
  • 250
  •  0
  •  1
Monthly $9307.00 - $12392.00

3BR Oceanview 1st-Floor | Balcony | Pool Key West, Florida, Listing ID: 32688

Welcome to the beach getaway of your dreams! This sunny beach condo is part of the La Brisa Condominium Association. This beautiful complex is located mere footsteps away from the Atlantic side of the island and houses a US open-style tennis court with pickleball lines, a large...

  • Condo
  • 1395
  •  3
  •  2
Monthly $5247.00 - $12400.00

2BR with pool, spa, tennis, & balcony Key West, Florida, Listing ID: 32689

Easy access to Key West International Airport, US 1, Smathers Beach, and Old Town attractions are all yours at this Salt Ponds condo! Situated on the east end of the island, this breezy retreat comes complete with access to some fabulous on-site amenities including a pool, a...

  • Condo
  • 772
  •  2
  •  2
Monthly $11928.00 - $23051.00

3BR Dog Friendly | Pool | Balcony | W/D Key West, Florida, Listing ID: 32690

This home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. This Key West home is waiting for you and your group to make yourselves at home and enjoy lazy days by your private pool. You'll be within easy reach...

  • House
  • 1672
  •  3
  •  3
Monthly $10622.00 - $19544.00

Prime 2BR | Balcony | Dog Friendly Key West, Florida, Listing ID: 32691

*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. Get away from it all and head to Key West for a sun-filled vacation with this two-bedroom, two-bath condo for six and enjoy easy...

  • Condo
  • 1800
  •  2
  •  2
Monthly $5847.00 - $11482.00

Welcoming 1BR Dog Friendly | W/D Key West, Florida, Listing ID: 32692

*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. If Key West is on your itinerary, make this welcoming, conveniently located one-bedroom home yours and enjoy comfort and the benefit...

  • House
  • 700
  •  1
  •  1
Monthly $5971.00 - $9574.00

Sunny 2BR Dog Friendly | Chef's Kitchen| Hot Tub Key West, Florida, Listing ID: 32693

Sunshine comes easy in Key West, and you can enjoy it all here. Built in 1945, this beautiful home has been restored to perfection with amenities galore for modern guests to enjoy. Central air conditioning pairs perfectly with the home's high ceilings, creating a sunny...

  • House
  • 1053
  •  2
  •  3
Monthly $4247.00 - $8202.00

Charming 1BR Dog Friendly | Deck | W/D Key West, Florida, Listing ID: 32695

*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. Take advantage of all that Key West has to offer from the incredible location of this adorable Key West home. This home features a...

  • House
  • 524
  •  1
  •  1
Monthly $8950.00 - $16692.00

Large 3BR Dog Friendly | Pool | Balcony | W/D Key West, Florida, Listing ID: 32696

This beautiful Key West home has just the right mix of beach vibes and modern amenities to make you feel right at home during your Florida vacation. Multiple Smart TVs, an Alexa home speaker, and Netflix account let you play music and relax on lazy days. A spacious kitchen opens...

  • House
  • 1584
  •  3
  •  3
Monthly $5377.00 - $8425.00

Charming 2BR Dog Friendly | Deck | W/D Key West, Florida, Listing ID: 32697

This gorgeous home is a perfect escape for a private and quiet getaway. The home is surrounded by palm trees which creates a shaded and private patio. The home has a large 750 square foot master suite that is super luxurious - you may not want to leave the bedroom! A fully...

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  • 1873
  •  2
  •  2
Monthly $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...

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  • 1408
  •  3
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Monthly $5424.00 - $9549.00

Upscale 3BR Lakeview Dog Friendly | Pool | Deck Key West, Florida, Listing ID: 32700

Nestled in a peaceful gated community, this two-level townhome is located right on a golf course in the gated grounds of the Key West Golf Club, only a few miles from those pristine Key West beaches. Your group will have multiple private outdoor areas to choose from, depending...

  • Townhouse
  • 1060
  •  3
  •  3
Monthly $9417.00 - $12388.00

Colorful 2BR Oceanview 2nd-Floor | Balcony Key West, Florida, Listing ID: 32701

All the best of Key West is right at your doorstep at this colorful, second-floor condo just across the street from the gorgeous aquamarine water the Keys are known for. Smathers Beach is just down the road, and all the restaurants, bars, and cafés of Duval St. and the historic...

  • Condo
  • 1186
  •  2
  •  2
Monthly $10393.00 - $19250.00

3BR Waterview Dog Friendly | Pool | Deck | W/D Key West, Florida, Listing ID: 32702

Featuring its own backyard oasis, this two-story retreat invites you to experience the best of island living right at home. Surrounded by lush landscaping, the fenced backyard features a private heated pool with a waterfall as well as an outdoor seating area where you can dine...

  • House
  • 1750
  •  3
  •  3