KEY LARGO, Florida Listings

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Monthly Rent $2,093 - $3,653

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...

  • House
  • 884
  •  2
  •  1
Monthly Rent $5,396 - $9,193

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 $1,554 - $2,581

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 Rent $4,256 - $8,286

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 Rent $3,051 - $6,260

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
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4,000

Unused brand new apartment, everything is new. It is located on the lower floor of new house, canal front. KEY LARGO, Florida, Listing ID: 30742

The apartment is brand new including unused furniture. First time offered to rent apartment. Place to have jet ski or canoe in front of the house or a small boat under 18 feet. the community is well maintained and safe.

  • Apartment
  • 950
  •  1
  •  1
Monthly Rent $5,500

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
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2,650

CALUSA CAMPGROUND AND MARINA KEY LARGO FLORIDA KEY LARGO, Florida, Listing ID: 30679

1750 SQUARE FOOT LOT. INCLUDES COVERED TERRACE. FITS UP TO 50 FOOT TRAILER AND ADDITIONAL PARKING SPACE FOR SMALL VESSEL AND VEHICLE. 24 HOUR MARINA AND BOAT RAMP. 24 HOUR SECURITY ON DUTY. CLOSE TO MAJOR ATTRACTIONS IN UPPER FLORIDA KEYS.

  • RV Lot
  • 1750
  •  0
  •  
Monthly Rent $3,625 - $4,393

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

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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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  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $10,500 - $15,000

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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  • 2200
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  •  2

2bedroom/2bathroom Beach House Key West, Florida, Listing ID: 31954

his two-bedroom, two-bath classic contemporary is the perfect headquarters for your dream vacation. The entire inside is painted cloud white. This choice creates not only a crisp, clean elegance but also serves as the perfect backdrop for an amazing art collection. It's fitting...

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  • 881
  •  2
  •  1/2
Monthly Rent $5,702 - $7,695

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 $5,630 - $7,856

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 $3,100 - $5,600

2BR Waterview Dog Friendly | Dock | Deck | W/D Bokeelia, Florida, Listing ID: 32351

Old Florida meets modern comfort and convenience in this charming Bokeelia home. There's a homey feel from the moment you step through the front door into the first of two comfortable seating areas, each with beachy touches, plenty of seating and flatscreen TVs with streaming...

  • House
  • 910
  •  2
  •  2
Monthly Rent $2,770 - $9,620

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...

  • Condo
  • 1268
  •  2
  •  2
Monthly Rent $5,365 - $11,484

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...

  • Condo
  • 2293
  •  3
  •  3
Monthly Rent $6,090 - $10,682

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...

  • Condo
  • 1256
  •  2
  •  2
Monthly Rent $3,880 - $8,180

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...

  • House
  • 980
  •  2
  •  1
Monthly Rent $5,260 - $7,500

Large 2BR Waterview | Private Pool | Dock | Patio Cape Coral, Florida, Listing ID: 32369

If you're looking for a vacation destination that offers the perfect mix of relaxation and activity, then look no further than this canal-front home in Cape Coral. This rental features an updated, well-equipped kitchen, a private pool, a furnished lanai, and an outdoor grilling...

  • House
  • 1600
  •  2
  •  2
Monthly Rent $3,570 - $6,910

3BR | Private Pool | Screened Lanai | W/D Cape Coral, Florida, Listing ID: 32370

Vacation dreams come true at this getaway, located on a quiet street. Delight in your private oasis in the fenced and grassy backyard. Unwind into vacation mode on the screened lanai. Enjoy a refreshing dip in the private pool. In the evening, keep mealtime simple with a cookout...

  • House
  • 1329
  •  3
  •  2
Monthly Rent $7,500 - $20,150

Upscale 3BR Lakefront | Pool | Dock | Patio Cape Coral, Florida, Listing ID: 32371

Escape to this luxurious lakefront home with an abundance of amenities including a lavish screened pool area for your family's private use. This is one of a limited number of single-level homes that back to a lake for fishing, kayaking, stand-up paddleboarding, and easy access...

  • House
  • 2264
  •  3
  •  2
Monthly Rent $4,500 - $10,260

3BR waterview home with pool & alfresco dining Cape Coral, Florida, Listing ID: 32372

Built in 2022, this Southwest Florida home provides all the comforts you could want on your next vacation getaway. After a day spent stretched out in the sand at nearby beaches or exploring local nature preserves, take a dip in the private saltwater pool. With a gas grill and an...

  • House
  • 1464
  •  3
  •  2
Monthly Rent $3,100 - $10,850

Tranquil 3BR | Private Pool | Patio | W/D Cape Coral, Florida, Listing ID: 32373

Embrace Florida's tropical surroundings at this contemporary Cape Coral vacation rental. Perfect for a wonderful getaway, this blissful home possesses a modernized interior, and a backyard to host you and your friends. The spacious lanai comes equipped with a private pool, a gas...

  • House
  • 2287
  •  3
  •  2
Monthly Rent $2,950 - $6,510

Vibrant 3BR | Hot Tub | Patio | W/D Cape Coral, Florida, Listing ID: 32374

Everything is bright and pristine in this family-friendly Cape Coral home. Enjoy scenic views right from your lanai, which also includes a hot tub that is perfect for a private retreat. For some local fun, you'll be situated in a great location close to water parks, restaurants,...

  • House
  • 1161
  •  3
  •  2
Monthly Rent $2,780 - $4,450

3BR home with pool, patio, lanai & golf Cape Coral, Florida, Listing ID: 32375

Escape from the hustle and bustle of everyday life to this exceptional getaway! Situated on the 17th tee at Palmetto Pines Golf Course, you'll have access to a semi-private course where you are welcome to play. Take a walk to Fellowship Park, where you can treat your family to a...

  • House
  • 2034
  •  3
  •  2
Monthly Rent $2,500 - $4,470

3BR home with a pool, pool spa, W/D, & AC Cape Coral, Florida, Listing ID: 32376

Known for its 400 miles of canals, Cape Coral provides a sunny, serene escape from day-to-day life! Your retreat, nestled amongst the area's many amusements allows for easy access to multiple parks, restaurants, shops, and of course, the beach! Vibrant and friendly, you will...

  • House
  • 1210
  •  3
  •  2
Monthly Rent $3,720 - $11,090

3BR Waterview Dog Friendly | Private Pool | Dock Cape Coral, Florida, Listing ID: 32377

This spacious one-level home is situated alongside a canal, just minutes from the Caloosahatchee River. Tie up a boat at your private boat dock. Unwind in the quiet seclusion of a huge screened lanai, replete with a private pool with a solar cover and a lounge, grill, and dining...

  • House
  • 1861
  •  3
  •  2
Monthly Rent $2,500 - $3,790

Quiet 3BR Dog Friendly | Pool | Deck | W/D Cape Coral, Florida, Listing ID: 32378

Spend leisurely days in the caged pool and entertain easily on the spacious lanai at this dreamy 3BR/2BA home. Nestled in a quiet and centrally located neighborhood, this welcoming retreat also features high ceilings, a 2-car garage, and a gourmet kitchen. A plethora of shops...

  • House
  • 1283
  •  3
  •  2
Monthly Rent $4,650 - $11,290

3BR Waterview Dog Friendly | Pool | Dock | Deck Cape Coral, Florida, Listing ID: 32379

Full of high ceilings and an abundance of natural light, this home is a perfect spot for a family or group to enjoy a peaceful rest from days of adventure. Located a few blocks from a major bike trail, it's perfect for those who enjoy a nice long uninterrupted walk, jog, or bike...

  • House
  • 1922
  •  3
  •  2
Monthly Rent $2,500 - $3,780

3BR Dog Friendly | Enclosed Yard | Washer/Dryer Cape Coral, Florida, Listing ID: 32380

Get ready to experience the best of Cape Coral in no time when you make this centrally-located gem home base! From endless beach days to city exploration, Cardinal Retreat will be the perfect starting point for any adventure. And, when you don't feel like venturing out, the...

  • House
  • 1401
  •  3
  •  2
Monthly Rent $3,570 - $10,120

3BR | Pool | Dog Friendly | W/D Cape Coral, Florida, Listing ID: 32381

Located conveniently close to the Four Mile Cove Ecological Preserve, several fun-filled, local attractions, and downtown Cape Coral, this serene hideaway is a fantastic option for your next big family getaway to sunny southwest Florida! Step inside this single-level home and...

  • House
  • 1500
  •  3
  •  2
Monthly Rent $3,000 - $13,180

Dog Friendly 3BR | Heated Pool | Patio | Garage Cape Coral, Florida, Listing ID: 32382

Paradise awaits at this gorgeous Cape Coral escape. Equipped for family-friendly comfort, this private retreat boasts a spacious, enclosed yard complete with a heated pool and fully screened lanai furnished for outdoor living with a grill, dining table, TV lounge, and sun deck....

  • House
  • 1634
  •  3
  •  2
Monthly Rent $2,760 - $9,480

3BR Waterview Dog Friendly | Pool | Patio | W/D Cape Coral, Florida, Listing ID: 32383

Welcome to your home away from home! This three-bedroom retreat in Cape Coral boasts two living spaces for your family and friends to spread out. However, one of the most sought-after spots is the screened lanai - find a private heated pool, a handful of poolside beach loungers,...

  • House
  • 1486
  •  3
  •  2
Monthly Rent $2,700 - $10,240

Renovated 3BR Dog Friendly | Pool | Patio | W/D Cape Coral, Florida, Listing ID: 32384

Situated in a quiet neighborhood, you can enjoy sweeping canal views from the private covered patio or while taking a dip in the crystal-clear pool. While out on the town, be sure to explore the Rotary Park Environmental Center, Sun Splash Family Waterpark, and Mann Performing...

  • House
  • 1502
  •  3
  •  2
Monthly Rent $2,500 - $4,170

Sunny 3BR | Dog Friendly | Private Pool | Patio Cape Coral, Florida, Listing ID: 32385

Complete with a private pool and furnished lanai, this Cape Coral escape comes primed for your next Gulf Coast getaway. The breezy, single-level interior showcases vibrant beach-inspired decor and all the home essentials to help you slip into vacation mode in no time. Soak up...

  • House
  • 1272
  •  3
  •  2
Monthly Rent $2,670 - $8,970

Beautiful 3BR Dog Friendly | Private Pool | Patio Cape Coral, Florida, Listing ID: 32386

Put your feet up, relax, and enjoy exquisite views of the water from the comfort of this Cape Coral vacation home! Located on the western edge of Cape Coral, with many of the city's popular attractions only a few minutes away, kids and parents alike will delight in visiting Sun...

  • House
  • 1349
  •  3
  •  2
Monthly Rent $3,430 - $7,040

3BR dog-friendly home with heated pool, patio, W/D Cape Coral, Florida, Listing ID: 32387

Conveniently located just four and a half miles from downtown Cape Coral, this dog-friendly home offers the perfect home base for a relaxing and unforgettable vacation with your family and friends! As you step inside, be prepared to be greeted by a warm and inviting atmosphere....

  • House
  • 2053
  •  3
  •  2
Monthly Rent $3,220 - $11,490

3BR Dog Friendly | Pool | Hot Tub | Deck Cape Coral, Florida, Listing ID: 32390

Enjoy Southwest Florida luxury in this spacious, family-friendly home. This house boasts a private enclosed backyard and the lanai covers the spacious pool and poolside dining area so you can enjoy a fun swim all year round. The built-in outdoor kitchen is the perfect spot to...

  • House
  • 1449
  •  3
  •  2
Monthly Rent $8,846 - $12,656

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 $3,690 - $6,071

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...

  • House
  • 1200
  •  2
  •  3
Monthly Rent $9,800 - $12,582

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 $2,640 - $4,290

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....

  • Condo
  • 650
  •  1
  •  1
Monthly Rent $2,765 - $5,505

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 for...

  • Duplex
  • 1554
  •  2
  •  2
Monthly Rent $2,765 - $5,748

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 $3,880 - $10,260

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...

  • House
  • 1604
  •  3
  •  2
Monthly Rent $3,350 - $7,570

Dreamy 3BR Dog Friendly | Pool | Patio Fort Myers, Florida, Listing ID: 32493

Say goodbye to cramped hotel rooms and kitschy condos and say hello to Dover's Retreat, your very own slice of paradise in the heart of Fort Myers. You will have the best of both worlds with many shops and restaurants within walking distance while still having an abundance of...

  • House
  • 1324
  •  3
  •  2
Monthly Rent $6,744 - $15,109

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 $2,974 - $6,703

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 $3,262 - $5,822

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 Rent $2,842 - $4,887

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 $4,660 - $7,750

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 $10,185 - $18,983

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 Rent $3,528 - $6,206

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 Rent $3,985 - $6,627

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 Rent $8,140 - $14,935

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...

  • House
  • 720
  •  2
  •  2
Monthly Rent $4,875 - $7,821

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...

  • Condo
  • 649
  •  1
  •  1
Monthly Rent $6,781 - $12,620

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 Rent $6,776 - $12,440

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 Rent $11,229 - $12,715

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 Rent $5,171 - $8,295

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 Rent $7,287 - $12,822

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....

  • House
  • 1642
  •  3
  •  3
Monthly Rent $7,853 - $13,124

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...

  • House
  • 1188
  •  3
  •  2
Monthly Rent $12,166 - $19,877

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 Rent $9,307 - $12,392

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 Rent $5,247 - $12,400

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 Rent $11,928 - $23,051

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 Rent $10,622 - $19,544

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 Rent $5,847 - $11,482

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