Key West, Florida Listings

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Monthly Rent $3000

Boating/Fishing dream - 50' bulkhead, deep water canal. Walk to marina/restauran Key West, Florida, Listing ID: 23596

Welcoming community on deep water canal. Private home, backyard on canal. Fully furnished. 2 Bedroom & pull out couch in living room. Best fishing in the keys!!!!

  • Home
  • 1200-1400
  •  2
  •  2
Monthly Rent $5000 - $10600

Cozy, chic cottage w/ private pool - close to beach and dog friendly, too! Key West, Florida, Listing ID: 26007

Make this cozy and chic Key West cottage your home away from home for your next Florida vacation, and revel in a private pool, deck, and covered back porch, as well as close proximity to the beach. And the real bonus: you can bring your favorite canine friend along,...

  • Home
  • 1400
  •  3
  •  2
Monthly Rent $7200 - $15000

Welcoming home w/ private pool & covered porch - walk to dining & attractions Key West, Florida, Listing ID: 26008

Head to the Keys for your next Florida getaway and set yourself up for comfort and convenience when you stay at this welcoming, well-equipped home with a private pool and charming covered porch. You'll be situated only a mile from South Beach, so the sand and water are...

  • Home
  • 1440
  •  3
  •  3
Monthly Rent $6150 - $16350

Historic home in Old Town w/ private pool & detached cottage - dogs OK Key West, Florida, Listing ID: 26011

Come experience Key West in all its glory when you stay in this dog-friendly historic home featuring a private pool and lush tropical gardens. Your group of up to six will be set for a comfortable and convenient stay, and the detached cottage is the perfect spot for the teenager...

  • Home
  • 1599
  •  3
  •  3
Monthly Rent $5000 - $13000

Dog-friendly home w/ private pool & space to lounge - walk to everything! Key West, Florida, Listing ID: 26013

Come to Key West and ensure your Floridian getaway is the best it can be when you make this desirable rental your home away from home. Your group of up to eight will experience tranquil comfort and tasteful style in this dog-friendly home with a private pool, luxurious patio...

  • Home
  • 1596
  •  3
  •  3 1/2
Monthly Rent $4600 - $12100

Dog-friendly home w/ private pool, jetted tub, & gardens - relax on a hammock! Key West, Florida, Listing ID: 26015

If you're headed to Key West, make the most of your vacation and stay in this comfortable dog-friendly home with a private pool, a jetted tub, and gardens for an unforgettable Florida experience. You'll be located in a quiet neighborhood in New Town and only a bike ride or...

  • Home
  • 1646
  •  3
  •  2
Monthly Rent $5100 - $14250

Dog-friendly home w/ private pool - walk to parks, shopping, & the beach! Key West, Florida, Listing ID: 26017

This Key West home is waiting for you and your group of up to six to come make yourselves at home and enjoy lazy days by your private pool. You'll be within easy reach of the beach, parks, and all the necessities. Walk to Higgs Beach and the pier, Indigenous Park, and dinner...

  • Home
  • 1672
  •  3
  •  3
Monthly Rent $4750 - $12870

Dog-friendly, comfortable home w/ shared pool - close to beaches & attractions Key West, Florida, Listing ID: 26019

Head to Key West and revel in access to a shared pool, dog-friendly accommodations, and close proximity to beautiful beaches and major attractions when you stay at this three-bedroom, three-bath home for six. This rental is located in the heart of Old Town, putting you one...

  • Home
  • 1455
  •  3
  •  3
Monthly Rent $6000 - $13400

Dog-friendly, cozy home w/ private pool & hot tub - walk to must-see attractions Key West, Florida, Listing ID: 26021

If Key West is on your travel itinerary, make this lovely dog-friendly rental for six your home away from home and spend your time lounging by your private pool and spa. Located in Historic Bahama Village, this home is one block away from the world-famous Duval Street, where...

  • Home
  • 0
  •  3
  •  2
Monthly Rent $5600 - $10100

Dog-friendly home w/ detached cottage, private pool, & walk to beach! Key West, Florida, Listing ID: 26023

Come to Key West and stay in this dog-friendly accommodation with two separate living quarters, a private pool, walking distance to the beach, and close proximity to all the major attractions. This home is within walking distance to famous Duval Street and its shops,...

  • Home
  • 1600
  •  3
  •  3
Monthly Rent $4400 - $10200

Stylish, inviting home w/private pool in heart of downtown - walk to everything! Key West, Florida, Listing ID: 26043

Make this stylish, three-bedroom, two-and-a-half bath home for six yours when you come to Key West, and revel in amenities like a private heated pool and an ideal location. Located in downtown Key West, this home is a mere one block from Duval Street. Southernmost Point and...

  • Home
  • 1178
  •  3
  •  2 1/2
Monthly Rent $7900 - $11500

Comfortable, waterfront home w/ covered lanai, pool, Jacuzzi tub - lovely views Key West, Florida, Listing ID: 26044

This comfortable, four-bedroom, three-bath home in Key West offers a private covered lanai and pool, as well as lovely views from the balcony and a Jacuzzi tub. The home is located in quiet Key Cove Landings community, within walking distance to grocery shopping, restaurants,...

  • Home
  • 2347
  •  4
  •  3
Monthly Rent $7900 - $11500

Waterfront home w/ private pool, Jacuzzi, balcony w/ sweeping ocean views Key West, Florida, Listing ID: 26046

Escape to Key West and stay in this lovely waterfront home for a luxurious getaway. Your group will enjoy a private pool, a Jacuzzi tub, and a balcony with sweeping ocean views. You'll be centrally located in the heart of Key West in the exclusive Key Cove community. Walk to...

  • Home
  • 2450
  •  4
  •  3 1/2
Monthly Rent $8200 - $12000

Inviting, waterfront home w/ private pool, Jacuzzi, & balcony w/ ocean views Key West, Florida, Listing ID: 26048

This lovely four-bedroom, four-bath home for 10 provides a prime location and excellent amenities, including a private pool, a Jacuzzi, and a covered balcony with sweeping ocean views. You'll be located on the north side of Key West in the exclusive Key Cove community. Walk...

  • Home
  • 2400
  •  4
  •  4
Monthly Rent $7900 - $11500

Cozy, waterfront home w/ private pool & Jacuzzi - near all major attractions! Key West, Florida, Listing ID: 26050

Luxury awaits in this cozy yet spacious four-bedroom, four-bath Key West home, featuring a private pool and Jacuzzi, as well as close proximity to all the major locations. It's ideal for multiple families and large groups offering accommodations for up to 10. You'll enjoy...

  • Home
  • 1725
  •  4
  •  4
Monthly Rent $8000 - $11800

Elegant, waterfront home w/ private pool and covered deck with ocean views Key West, Florida, Listing ID: 26051

Let this elegant, waterfront rental in Key West serve as home base for your next Florida vacation, and enjoy a private pool and covered deck with ocean views, among other fine amenities. The rental is located in the private community of Key Cove Landings within walking...

  • Home
  • 2691
  •  4
  •  3 1/2
Monthly Rent $7900 - $11500

Roomy waterfront home w/ private pool, lanai, & deck - views from every window! Key West, Florida, Listing ID: 26053

This four-bedroom, three-and-a-half-bath Key West home has a private heated pool, a covered lanai, and an upper deck, as well as beautiful views from every window. It's situated in the exclusive Key Cove Landings, right on the water and within walking distance to grocery...

  • Home
  • 2691
  •  4
  •  3 1/2
Monthly Rent $6800 - $12100

Spacious home w/ private pool - close to attractions & beach, dog OK! Key West, Florida, Listing ID: 26055

Escape to Florida and stay in this private dog-friendly home for six for your Key West retreat and enjoy a private pool, wraparound deck, and patio. You'll be tucked away in a quiet Key West neighborhood, surrounded by lush foliage, and you'll be within walking distance of...

  • Home
  • 1854
  •  4
  •  3 1/2
Monthly Rent $5300 - $10900

New home w/ private pool & rooftop patio - ideal location & steps from beach! Key West, Florida, Listing ID: 26058

This four-bedroom, three-and-a-half bath Key West home has just what you and your group of up to eight need for an awe-inspiring Florida beach getaway, including a private heated pool, rooftop patio, and easy access to the beach and major attractions. You'll be a few steps...

  • Home
  • 1912
  •  4
  •  3 1/2
Monthly Rent $9300 - $13500

Home w/private pool & hot tub - walk to everything Key West, Florida, Listing ID: 26060

Sink into the comfort of this lovely Key West home for 10, and enjoy a luxurious Florida getaway, complete with private pool and hot tub and excellent location, allowing you to walk to dining and all the sights. This home is located on a quiet street in Old Town Key West, a...

  • Home
  • 2352
  •  4
  •  3 1/2
Monthly Rent $6100 - $11300

Spectacular, oceanfront, dog-friendly home w/ private pool & boat docks Key West, Florida, Listing ID: 26063

Bring your large group of up to 18 to Key West and stay in this spectacular five-bedroom, three-bath oceanfront home for an unforgettable Florida vacation. Amenities include a private pool, massive deck with seating, lush surrounding gardens, and two private docks, as well as...

  • Home
  • 3332
  •  0
  •  
Monthly Rent $10700 - $19500

Dog-friendly home on a private beach with private pool & hot tub Key West, Florida, Listing ID: 26066

Experience the best of the Keys during a stay in this oceanfront home with dog-friendly accommodations (for a nightly pet fee) and a private pool and hot tub! Shark Key Chateau offers room to bring the whole family along. While you'll feel like you're on your own private...

  • Home
  • 4651
  •  5
  •  4 1/2
Monthly Rent $4100 - $8400

Dog-friendly, cabana-style cottage w/ private pool - two blocks from town! Key West, Florida, Listing ID: 26069

Escape to Key West for a fun, action-packed getaway when you stay in this two-bedroom, one-and-a-half bath cabana-style cottage for six and enjoy a private pool and easy access to all the action. Bring along the family dog, too, for a small nightly fee! This home is located...

  • Home
  • 606
  •  2
  •  1 1/2
Monthly Rent $4100 - $8400

Cozy, dog-friendly home w/ patio & private pool - walk to dining & shopping! Key West, Florida, Listing ID: 26071

Head to Key West for a rejuvenating reprieve and enjoy the patio and private pool at this cozy, two-bedroom home conveniently situated near dining, shopping, and all the must-see sights. Your beloved family dog is also welcome for a small nightly fee. You'll be about two...

  • Home
  • 792
  •  2
  •  2
Monthly Rent $3000 - $6150

Dog-friendly condo in prime location - walk to dining & sights, near the beach! Key West, Florida, Listing ID: 26073

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 access to restaurants, attractions, and the beach. You can also bring your beloved dog along for a small nightly fee! You'll be located on the...

  • Condo
  • 0
  •  2
  •  2
Monthly Rent $2500 - $6700

Welcoming, conveniently-located, dog-friendly home - walk to everything! Key West, Florida, Listing ID: 26074

If Key West is on your itinerary, make this welcoming, conveniently located one-bedroom home yours and enjoy comfort and the benefit of being right in the heart of the island. You'll be in the center of Key West within walking distance to restaurants, bars, and shops, as well...

  • Home
  • 705
  •  1
  •  1
Monthly Rent $4400 - $12000

Fully-renovated home w/ yard, porch, shared pool - one block from Duval Street Key West, Florida, Listing ID: 26075

Originally built in 1933, this fully renovated, three-bedroom home has a yard, a cozy front porch where you can sit back and watch the day go by, and room for up to eight guests (six comfortably). Stroll to shopping, entertainment, and beaches, all within a few blocks of this...

  • Home
  • 1051
  •  3
  •  2
Monthly Rent $3200 - $5400

Dog-friendly home w/ private pool offers fantastic location in central Key West Key West, Florida, Listing ID: 26077

Leave your worries behind with a relaxing trip to the Florida Keys courtesy of this lovely vacation home! This traditional home in Key West features modern amenities and a location perfect for sightseeing. Nestled in Key West's old town, this home for four puts you only a few...

  • Home
  • 1062
  •  2
  •  1
Monthly Rent $2500 - $7500

Enchanting seaside cottage w/private pool, off-street parking, & prime location Key West, Florida, Listing ID: 26080

Come explore the rich history, decadent beaches, and seaside dining spots when you book your getaway to this Key West cottage. Filled with charm for up to five guests to enjoy, this home offers off-street parking, a private pool, and a location that puts you close to all of the...

  • Home
  • 824
  •  1
  •  2
Monthly Rent $2500 - $6300

Quaint romantic cottage with street parking, close to the beach & adventure! Key West, Florida, Listing ID: 26082

Whisk your special someone away for a tranquil retreat when you book your next vacation at this Key West cottage. Putting you right in the middle of the action while surrounding you with relaxation, this home offers room for two and street parking for convenience. Located...

  • Home
  • 500640
  •  1
  •  1
Monthly Rent $2500 - $6300

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
  •  10
  •  1 1/2
Monthly Rent $2100 - $6500

Charming cottage w/a private parking spot and private hot tub Key West, Florida, Listing ID: 26087

Trade in the daily grind for sugar-sand beaches and gentle ocean breezes when you book your getaway to this lovely Key West cottage. Featuring a private parking spot and a bubbling hot tub, stress won't stand a chance. Located just a mile from Fort Zachary Taylor Historic...

  • Home
  • 750
  •  2
  •  2
Monthly Rent $2400 - $6300

Dog-friendly seaside escape with shared pool, hot tub, tennis courts, and more! Key West, Florida, Listing ID: 26088

Bring your bathing suit, camera, and up to two canine companions (for a small nightly fee) for your next trip to this Key West cottage. With room for up to four guests, private parking, and resort amenities like a shared pool, hot tub, and tennis courts, fun will always be close...

  • Condo
  • 1178
  •  2
  •  2
Monthly Rent $2800 - $6300

Cozy home tucked away in Old Town near shops, restaurants, and beaches! Key West, Florida, Listing ID: 26091

Make your next Florida vacation something special with this charming home in Key West. A great location in Old Town provides all six guests of this cigar-style "shotgun" cottage with something they're sure to love. Surrounded by the historic sights of Old Town, your new home...

  • Home
  • 962
  •  2
  •  2
Monthly Rent $2600 - $6300

Breezy Florida home with shared swimming pool, dog-friendly - walk to beach! Key West, Florida, Listing ID: 26094

Small families and close groups of friends will love this dog-friendly home for four in Key West! A shared swimming pool and nearby beach access provide everything you need for a great vacation. Your new home away from home rests comfortably by the city's Old Town, where lots...

  • Home
  • 694
  •  2
  •  2
Monthly Rent $3700 - $10000

Vibrant home w/hot tub & private pool blocks from the beach - dog-friendly! Key West, Florida, Listing ID: 26096

This colorful dog-friendly Florida home has everything you need for an unforgettable vacation, with a private swimming pool and hot tub and walking distance from the beach. Your home sits only a few blocks away from the soft sands and warm waters of Higgs Beach. If you'd...

  • Home
  • 2328
  •  2
  •  2 1/2
Monthly Rent $3400 - $6700

Sprawling condo w/ ocean views, dock, & shared pool - dog-friendly! Key West, Florida, Listing ID: 26100

Explore the tropical surroundings of Key West in style from the comfort of this dog-friendly condo! A shared pool, ocean views, and more await you. Nestled on the northern side of Key West, you have easy access to the shops and restaurants of Old Town, as well as a dock and...

  • Condo
  • 1237
  •  2
  •  2 1/2
Monthly Rent $2300 - $2800

Lovely home tucked away in northern Key West w/shared pool, near golf - dogs OK! Key West, Florida, Listing ID: 26103

Bring your family, friends, dog (for a small nightly fee) and golf clubs along for a stay in this lovely two-bedroom, one-and-a-half-bathroom home! A great location near the golf course, along with plenty of amenities (including a shared pool), ensure this will be a vacation to...

  • Home
  • 820
  •  2
  •  1 1/2
Monthly Rent $4000 - $6500

Oceanview home w/ shared pool & hot tub - near golf & more. Dogs OK! Key West, Florida, Listing ID: 26104

Two bedrooms, two bathrooms, dog-friendly accommodations, and a stunning ocean view make this Key West condo ideal for your next Florida getaway! Your home is right near the marina, and only a short distance from the Key West Golf Club. The Key West Tropical Forest &...

  • Home
  • 1024
  •  2
  •  2
Monthly Rent $3600 - $7000

Breezy home w/central location in Key West near shopping, dining, etc. - dogs OK Key West, Florida, Listing ID: 26106

Dive into the thick of it with this dog-friendly home in downtown Key West. One of Florida's most amazing island towns awaits, right outside your door. Your home is set right on Duval Street. You're never more than a few minutes from any shopping or dining you might need....

  • Home
  • 1577
  •  2
  •  2
Monthly Rent $4500 - $10500

Centrally located home w/ private pool 3 blocks to Duval St - dogs OK! Key West, Florida, Listing ID: 26108

Swim in the private pool, head to downtown Key West to soak up the sights, or relax in a breezy dog-friendly home - with this amazing cottage, everything is possible! Your new home away from home sits on a hill only a few blocks from the beating heart of Key West. Shopping,...

  • Home
  • 1507
  •  2
  •  2
Monthly Rent $4200 - $13300

Elegant, upscale home w/ heated pool moments from beach! Key West, Florida, Listing ID: 26110

Leave behind all of your worries and whisk your loved ones off to this two-bedroom, two-and-a-half bathroom home on Sunset Key! This private island home surrounds you with nothing but natural beauty, gorgeous beaches, and high-quality amenities. Your home is nestled on the...

  • Home
  • 1681
  •  2
  •  2 1/2
Monthly Rent $3600 - $9500

Welcoming home w/ shared pool boasts great Old Town location - dogs welcome! Key West, Florida, Listing ID: 26114

Amenities like a shared pool, dog-friendly accommodations, and a fantastic location all make this home perfect for your next trip to the Florida Keys! Your new getaway of choice is only a block away from Duval Street, right near Key West's Old Town. Shops and restaurants are...

  • Home
  • 1275
  •  2
  •  3
Monthly Rent $2200 - $4100

Gorgeous home w/ convenient location features shared pool, hot tub, & more! Key West, Florida, Listing ID: 26117

Two bedrooms, two bathrooms, and incredible beauty await you in this condo in Key West! The Florida Keys are yours to cherish, with amenities like a shared pool and an outdoor shower. Thanks to its convenient location near the airport, your new home away from home is...

  • Condo
  • 800
  •  2
  •  2
Monthly Rent $4700 - $8900

Stunning home near beach and town with private hot tub and shared pool - dogs OK Key West, Florida, Listing ID: 26118

Make your next stay in the Florida Keys one to remember with this amazing home in Key West! Three bedrooms, three bathrooms, dog-friendly accommodations, and a shared pool ensure your next trip to the tropics will be one you'll always remember. Your home is only a block away...

  • Home
  • 1140
  •  3
  •  3
Monthly Rent $3000 - $5300

Dog-friendly getaway w/ furnished patio & shared pool - blocks from the beach Key West, Florida, Listing ID: 26177

Enjoy this classic Key West cottage featuring a shared pool and a furnished patio, located within blocks of beaches, shops, restaurants, and museums! You can even bring the family dog for a small nightly fee. If you're here for the sand and sun, several local beaches are...

  • Home
  • 540
  •  1
  •  1
Monthly Rent $3000 - $5400

Hemingway's former home w/ shared tropical pool & courtyard - 1 block to Duval! Key West, Florida, Listing ID: 26178

Take a page out of literary history when you escape to this landmark apartment in Old Town Key West, a legendary hotel suite-turned-residence where Ernest Hemingway finished writing his iconic World War I novel, A Farewell to Arms. This century-old apartment is located in...

  • Apartment
  • 450
  •  1
  •  1
Monthly Rent $4100 - $7000

Ocean-view condo with shared pool and hot tub moments away from town and beach Key West, Florida, Listing ID: 26179

Soft sands, cool drinks, and breathtaking sunsets are at your fingertips at this beautiful Key West condo. You'll be moments from beaches, bars, and restaurants, with resort style perks like a pool and hot tub waiting back at the condo! You and your loved ones will love this...

  • Condo
  • 1658
  •  3
  •  2

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  •  3
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  •  2
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  • 800-1000
  •  2
  •  2
Monthly Rent $4400 - $5250

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  • 1200-1400
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  • 1275
  •  2
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  • 1000-1200
  •  2
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  • 2261
  •  3
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  •  3
  •  2 1/2
Monthly Rent $8500 - $9950

!Exceptional Home Designed for Tropical Living Pool Boat Dock Tropical Setting!! Key Largo, Florida, Listing ID: 24316

MINIMUM STAY: 1 MONTH Exceptional single family home designed for tropical living - charming interior and extraordinary outdoor living areas. Open concept living area on the middle level of the home offers a formal dining with 8 chairs and 3 bar stools at the kitchen counter....

  • Home
  • 2000-2500
  •  4
  •  4
Monthly Rent $3175 - $3525

Key Largo's Finest Bay Front Condominium Complexes Beautiful View of Florida Bay Key Largo, Florida, Listing ID: 24317

MINIMUM STAY: 7 NIGHTS. This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens...

  • Condo
  • 800-1000
  •  2
  •  1 1/2
Monthly Rent $2000

6 MONTH SEASONAL RENTAL POMPANO BEACH CONDO - FANTASTIC VIEWS Pompano Beach, Florida, Listing ID: 24578

4-6 MONTH SEASONAL RENTAL Spacious open floor plan, 2BR/2BA top floor unit. Private balcony with fabulous views of the waterway, pool and hot tub. Assigned parking with plenty of guest parking. Near casino and racetrack.

  • Condo
  • 1000-1200
  •  2
  •  2
Monthly Rent $2500 - $3000

Private house in Bay Haven. Water and light included. Public beach and boat ramp Key Largo, Florida, Listing ID: 24669

Located in Key Largo, FL Mile marker 95. 66 miles from Miami International Airport. Private beach and boat ramp 1 mile south. Excellent restaurants and shopping centers nearby. Boat and sporting goods rental nearby.

  • Home
  • 800-1000
  •  2
  •  1
Monthly Rent $2800

Private Paradise Home in Key Largo with marina and beach access Key Largo, Florida, Listing ID: 24791

Gorgeously decorated interior and walk around balcony! The master includes one queen size bed and the second bedroom includes a twin and full size bedroom set. Each room has it's own TV. Kitchen is equipped with stove, refrigerator, dish washer, and microwave, as well as stocked...

  • Home
  • 800-1000
  •  2
  •  2
Monthly Rent $2100 - $4800

++ NAPLES FLORIDA - 2-BED 2-BATH BRIGHT CONDO + LAKE VIEW + NEAR EVERYTHING! ++ Naples, Florida, Listing ID: 24970

DESCRIPTION: Bright corner unit. Fully furnished. 2 bedroom, 2 full bathrooms. Heated pool. Tennis courts. Close to beaches, restaurants, shopping, golf, tennis and attractions. Incredible lake view from everywhere in your living area. Large private screened lanai...

  • Condo
  • 1400-1600
  •  2
  •  2
Monthly Rent $4750 - $5200

Water views from almost every room in this home! Key Largo, Florida, Listing ID: 25022

*****SUMMER SPECIAL ***** RECEIVE A $100 VISA GIFT CARD FOR ALL BOOKINGS BETWEEN JUNE 1, 2018 AND AUGUST 31, 2018. RESERVATION MUST BE MADE BY JUNE 30, 2018. Minimum Rental: 28 Days "Casa Kai" has water views from almost every room in this home! Gaze at the water from...

  • Home
  • 1800-2000
  •  4
  •  2
Monthly Rent $1600 - $2500

Ft. Lauderdale Beach - 9th Floor Ocean View Condo Fort Lauderdale, Florida, Listing ID: 25048

9th floor sunny apartment available for short term rental. 1 bedroom with ocean view, central A/C, furnished and equipped. Available for 3 month rental term. 2 blocks from beach, close to shopping and entertainment. Excellent location, between ocean and Intracoastal Waterway....

  • Condo
  • 600-800
  •  1
  •  1
Monthly Rent $3300 - $4600

Beautiful Views Most Desirable Unit in the Upper Keys Near Everything Fish Swim! Islamorada, Florida, Listing ID: 25067

NEW ON THE RENTAL MARKET - Beacon Reef is one of the most desirable condominium complexes in the Upper Keys. Located in Islamorada it is convenient to everything - restaurants, fishing, diving, snorkeling, swim with the dolphin programs and much more. Picture yourself...

  • Condo
  • 1200-1400
  •  2
  •  2
Monthly Rent $6500 - $7500

THE GORGEOUS POOL, HOT TUB, and TIKI BAR are ready and waiting SENSATIONAL HOME Plantation Key, Florida, Listing ID: 25068

*****SUMMER SPECIAL ***** RECEIVE A $100 VISA GIFT CARD FOR ALL BOOKINGS BETWEEN JUNE 1, 2018 AND AUGUST 31, 2018. RESERVATION MUST BE MADE BY JUNE 30, 2018. MINIMUM STAY: 29 DAYS Sensational remodeled single family home on Plantation Key awaits your arrival. The...

  • Home
  • 1800-2000
  •  4
  •  3
Monthly Rent $4500

Charming 2 Bed 2 Bath Open Living Area Large Kitchen Boat Dock Overlooking Canal Plantation Key, Florida, Listing ID: 25069

Minimum Stay 1 Month. "Beba's Reef House" will capture your imagination the moment you enter the home and rise to the main living level through the reef painted on the walls of the stair well and the photos of fish captured by the owner during numerous dives here in the...

  • Home
  • 1400-1600
  •  2
  •  2

Beautiful Oceanfront Direct View Condo on the Sand Pompano Beach, Florida, Listing ID: 25174

Gorgeous Oceanfront condo just completed total exterior renovation. Direct ocean views from Living Room and Master Bedroom. Updated kitchen. Totally furnished with everything you need. Direct access to private beach including beach chairs. Seeking mature, quiet, non...

  • Condo
  • 1400-1600
  •  2
  •  2
Monthly Rent $4500

Ground floor 3 bedroom condo,situated near Barefoot beaches,gated community. Naples, Florida, Listing ID: 25318

Our property overlooks a lake, fountain and small waterfall. It is situated in lush grounds well tendered gardens. It is very peaceful even in high season. The property it self is furnished and well maintained to a very high standard. There are 9 local beaches the nearest...

  • Condo
  • 1200-1400
  •  3
  •  2
Monthly Rent $1900

Spacious ground floor 1 bedroom 1.5 bathroom condo in Hollybrook Golf & Country Pembroke, Florida, Listing ID: 25359

Perfectly located condo walking distance to the clubhouse, golf, restaurant and theater in Hollybrook. Beautiful view to golf course. Ground floor unit. Completely tiled. Fully furnished and set up or available partially or unfurnished. Also available for "snowbird rental" at...

  • Condo
  • 800-1000
  •  1
  •  1

RV with 1 Bedroom, 1 bath at Key Largo Campground & Marina Key Largo, Florida, Listing ID: 25360

300 square foot RV with 1 bedroom, 1 bath (sleeps up to 4) at Key Largo Campground and Marina. Fully equipped with small kitchen/living room. Grill, kayaks, bikes, etc. Lovely patio area. A short walk to the beach or pool. Plenty of activities. Owner wants to rent for 2...

  • Home
  • 0-300
  •  1
  •  1
Monthly Rent $3950

"Sunshine Place" Perfect for one or two people who treasure the tropical Live!!! Islamorada, Florida, Listing ID: 25398

"Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people who...

  • Home
  • 800-1000
  •  1
  •  1
Monthly Rent $7350 - $9350

"Lyons Landing" is an exceptional VENETIAN SHORES single family home with pool! Islamorada, Florida, Listing ID: 25399

"Lyons Landing" is an exceptional VENETIAN SHORES single family home with pool, dock, boat lift and outdoor living area! Everything you need for a spectacular holiday awaits you in this extraordinary home. 3 bedrooms and two baths on the upper level plus a bedroom and bath...

  • Home
  • 1800-2000
  •  4
  •  3
Monthly Rent $3300

Resort Living on the beach beautiful 2 bedroom condo Pompano beach, Florida, Listing ID: 25465

  • Condo
  • 1440
  •  2
  •  2
Monthly Rent $5000 - $6000

ISLAMORADA, 2017 NEW CONSTRUCTION Home at VENETIAN SHORES ideal for a dream vacation!!! Islamorada, Florida, Listing ID: 25592

MINIMUM STAY: ONE MONTH! This 2017 NEW CONSTRUCTION at VENETIAN SHORES ideally located in Islamorada very close to fine shops, restaurants and marinas. This Single 2 story family home, with one car garage, pool and outdoor living area on a quiet kayaking plugged canal with a...

  • Home
  • 2125
  •  3
  •  2 1/2
Monthly Rent $3200

Peaceful, newly renovated condo on canal. Near the beach, golf course, shops and restaurants. Great location! Pompano Beach, Florida, Listing ID: 25603

It is a 1 bedroom app with king bed + den with pull out sofa.

  • Condo
  • 750 square foot
  •  1
  •  2
Monthly Rent $1850 - $1900

VERY COMFORTABLE LANAI STUDIO WITH BALCONY ON THE OCEAN! FULLY FURNISHED! Hollywood, Florida, Listing ID: 25615

Unit at mezzanine level easy access. Large balcony, faces west with views of the garden. Walk-in closet, linen closet, open kitchen, breakfast area, modern furniture, 55 inches smart tv. Full amenities building all new. Walk on the beautiful Hollywood beach, restaurants, shops...

  • Condo
  • 480
  •  0
  •  

Fully Remodeled & Furnished 3/2 modern villa right off the beach in Fort Lauderdale Fort Lauderdale, Florida, Listing ID: 25646

Welcome home! Relax in this Fully Remodeled & Furnished 3/2 modern villa right off the beach in highly-sought-after Fort Lauderdale Beach. Well equipped & tastefully decorated w brand new kitchen & SS appliances, 2 Queen beds, 1 King bed, TVs in all rooms. Minutes to Downtown Ft...

  • Villa
  • 1400
  •  3
  •  2
Monthly Rent $5200

harming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! Islamorada, Florida, Listing ID: 25667

***FALL SPECIAL*** RECEIVE 20% OFF RENT FOR ALL BOOKINGS IN OCTOBER AND NOVEMBER. MINIMUM RENTAL 1 MONTH Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely...

  • Home
  • 1494
  •  3
  •  2
Monthly Rent $5400 - $7200

Home Away From Home, Cozy 3 Bedroom Key Largo Beach House Key Largo, Florida, Listing ID: 25700

A cozy 3 bedroom / 1 bathroom Key Largo home with great views of the beautiful Gulf Coast. Just steps away from the water. You can sit and relax in the screened in patio and enjoy some great amenities including 2 KAYAKS that you can use to go into canals that are close by to see...

  • Beach Home
  • 1500
  •  3
  •  1
Monthly Rent $1200 - $2900

Coach Homes of Berkshire Lakes Naples Florida, Pet Friendly, Friendly Community, Close to 5th Avenue Downtown Naples Naples, Florida, Listing ID: 25711

This tastefully decorated coach home is located on the ground floor of a 2 story condo complex and comes with attached garage. It is a 10 minute drive to the famous 5th Avenue shopping, dining and entertainment district of Olde Naples as well as the white sand beaches of the...

  • Condo
  • 1200
  •  2
  •  2
Monthly Rent $2800

Winter Rental Available Now. Key Biscayne, Florida, Listing ID: 25712

Beautiful Key Biscayne Florida 195 Sunrise Drive Apt 7 Excellent Location on the Key. This is a comfortable one bedroom one guest room/office beach condo. New kitchen updated throughout. Corner unit. You have access to a private beach and park 2 blocks away from building (fob...

  • Condo
  • 890
  •  2
  •  1
Monthly Rent $2500 - $3900

Comfy townhouse w/ shared pool & on-site tennis - next door to Founders Park! Islamorada, Florida, Listing ID: 25997

Slip away to the turquoise waters and warm sands of the Florida Keys with a stay at this charming Islamorada townhouse! Located right next door to Founders Park, which boasts a public beach and marina, this sunny vacation rental also includes access to a shared pool and tennis...

  • Home
  • 1400
  •  2
  •  2
Monthly Rent $1700 - $2800

Bayfront home with shared pool, tennis on-site, shared boat ramp! Key Largo, Florida, Listing ID: 26000

Kick off your shoes and leave your worries behind when you book your next seaside getaway to this bayfront Key Largo home. Boasting shared amenities like a pool, tennis courts, and a community boat ramp, your stay promises to be stress-free. Set on the north shore of Key...

  • Home
  • 778
  •  2
  •  2
Monthly Rent $2900 - $3500

Waterfront getaway with private dock - great for fishermen and boaters! Key Largo, Florida, Listing ID: 26001

Surround yourself with water views and canal-front convenience when you book your next stress-free getaway to this Key Largo retreat. Boasting views from nearly every window and private dock slipping into vacation mode will be a breeze. Set near the calm waters of Florida's...

  • Home
  • 1800
  •  3
  •  2 1/2
Monthly Rent $3100 - $4400

Bright and cheery family-friendly home w/soaking tub, dock access, & ocean views Key Largo, Florida, Listing ID: 26003

Get the whole group together for a sun-soaked getaway they'll never forget when you book a trip to this waterfront Key Largo home. Boasting ocean views, easy beach access, and room for up to nine guests, this family-friendly gem will make sure that you enjoy your well-deserved...

  • Home
  • 5912434
  •  4
  •  2 1/2
Monthly Rent $5400 - $11800

Spacious, canal front villa w/ private pool and hot tub - 3 dogs are welcome! Summerland Key, Florida, Listing ID: 26068

Stay in this three-bedroom, two-bath canal front villa for six when you come to Summerland Key and revel in rest and relaxation with your very own private pool and hot tub. And to make your vacation complete, you can bring three dogs along for a small nightly fee! This...

  • Villa
  • 1650
  •  3
  •  2
Monthly Rent $2350 - $3700

Colorful beachside condo w/ shared pool & hot tub - see the ocean from your deck Tavernier, Florida, Listing ID: 26105

Soak up the sun and the ocean breeze with this waterfront Florida Keys rental. With amenities like a shared pool, hot tub, and spectacular views of the Atlantic from your private deck, you'll never want your vacation to end. Located directly oceanfront, this Tavernier condo...

  • Condo
  • 742
  •  1
  •  1
Monthly Rent $1600 - $2400

Cozy couple's retreat in the heart of the city with shared pool Naples, Florida, Listing ID: 26111

Enjoy lazy days by the shared pool and golf course views when you book your stay at this Naples home. This home is on a golf green (please note that this is a member's only course), right across the street from several dining options and just two miles from the beaches....

  • Apartment
  • 1507
  •  1
  •  1
Monthly Rent $2000 - $3500

Classic lakefront condo w/shared pool, sauna - lots of amenities, including golf Naples, Florida, Listing ID: 26115

Head to Naples for your next Florida getaway and revel in high-end amenities, including a shared resort-style pool and sauna, clay tennis courts, golf, and much more. Perfect for a small family or group of friends wanting to escape the din of life's hustle and bustle, this...

  • Condo
  • 1107
  •  2
  •  2
Monthly Rent $3000 - $3200

Classy condo w/ shared pool & hot tub, panoramic ocean views from private lanai! Marco Island, Florida, Listing ID: 26122

When you want to vacation in style in a beautiful tropical setting, escape to this pleasant Marco Island condo. You and your guests will enjoy amenities like a shared pool and hot tub, as well as gorgeous panoramic views from your private lanai and walking distance to the...

  • Condo
  • 1296
  •  2
  •  2
Monthly Rent $2800 - $4800

Waterfront, golf community home w/ private heated pool, overlooking a lake Naples, Florida, Listing ID: 26123

Treat yourself to a stress-free, fun-filled getaway when you book your next vacation to this Naples home. Whether you're driving down the lush fairways, floating in your private pool, or basking in your lake views, this home ensures that you'll be able to unwind in style....

  • Home
  • 1691
  •  3
  •  2
Monthly Rent $2000 - $6800

Pristine condo w/ shared pool, hot tub & sauna - ocean views, walk to beach! Marco Island, Florida, Listing ID: 26124

Escape to Marco Island for your next sun-filled getaway and stay in this pristine two-bedroom condo with a shared pool, hot tub, sauna, and tennis. You'll also enjoy lovely ocean views from the balcony and easy beach access! This rental is located on the south end of the...

  • Condo
  • 1457
  •  2
  •  2

Breezy Keys House on wide canal with immediate access to Gulf and Ocean. Great Fishing and Restaurants nearby. Islamorada, Florida, Listing ID: 26134

Updated two story Keys House on a wide canal in the Venetian Shores neighborhood of Islamorada. Heated pool, Tiki Hut and Boat Lift handling boats up to 12,500 lbs. Close to all the best restaurants in Islamorada and new Publix Supermarket. Three bedrooms and three bathrooms...

  • Home
  • 2000
  •  3
  •  3
Monthly Rent $3700

Beautiful two bedroom condominium with a picturesque view overlooking a lake and the 8th tee box on the golf course. Naples, Florida, Listing ID: 26189

Seasonal Rental - Naples Heritage Golf and Country Club - Minimum 3 months lease between January-April. Rate negotiable if rented for more than 3 months or May-December. Beautiful 2-bedroom 2-bath condo located on the 2nd floor of a 4 story building with a picturesque view...

  • Condo
  • 1194
  •  2
  •  2
Monthly Rent $3100 - $3600

Centrally-located condo near shopping, dining, features shared pool and tennis Marco Island, Florida, Listing ID: 26203

Perfect for small families, this condo comes with everything you need for an exciting South Florida getaway, complete with a shared pool, tennis courts, and easy access to shops and restaurants. You and your loved ones will be on northern Marco Island, just a short walk away...

  • Condo
  • 804
  •  2
  •  2
Monthly Rent $3000 - $34000

Beautifully Remodeled 2 Story Condo Islamorada, Florida, Listing ID: 26241

No dockage allowed. Great place to enjoy the Florida Keys. Beautifully decorated condo. Fully remodeled in 2017. This is a lovely gated community. Security Guard on site 24/7. Corner unit with plenty of parking. Lovely garden view. The community has it's own beach (bay side)...

  • Villa
  • 1354
  •  2
  •  2
Monthly Rent $6800 - $8400

Fabulous Ocean View in the Keys- 3 Bedroom 2 Bath Oceanfront Condo w/heated pool Marathon, Florida, Listing ID: 26252

Magnificent ocean view when you walk in the door of this spacious 3 bedroom, 2 bath unit with oversized heated pool. Enjoy warm, sunny days and tropical views from your private screened lanai overlooking the pool and ocean. This is the perfect place for your morning coffee or...

  • Condo
  • 1300
  •  3
  •  2
Monthly Rent $3200

Quiet and Peaceful Waterfront Key Largo Mobile Home. Key Largo, Florida, Listing ID: 26293

Quiet and peaceful Key Largo mobile home. Very spacious with 3 bedrooms and 2 baths. Master bedroom has king bed, second bedroom has queen bed and small room has twin bunkbed. Wifi and cable included. Read your favorite book on the covered porches. One in the front and one in...

  • Home
  • 1200
  •  3
  •  2
Monthly Rent $1950 - $21000

Keys paradise hidden gem Located in Big Pine Key. Home of the Key Deers. Only 30 miles from Key West. Relax Relax Relax! Big Pine Key, Florida, Listing ID: 26320

Located just 5 miles from Bahia Honda park rated top 5 beaches in the nation Located just 30 miles from famous Key West. Near Looe Key one of the worlds most beautiful snorling reefs. Enjoy the Key deer as they frequently come through this spacious sized private lot. New Big...

  • Home
  • 840
  •  2
  •  1 1/2
Monthly Rent $1600 - $2300

Hallandale Apartment Across the Beach and on the Water! Hollywood, Florida, Listing ID: 26390

'Across the Beach, 50 Yards Walking Distance' One Bed. with Large Queen Bed, Large Living Room W/ 2 Sleeper, Wi-Fi, Sofas, Good Size Kitchen, Balcony Overlooking the Intercoastal (on the Water). Two Blocks from the Diplomat Hotel, 1 Mile from the Golf Stream Casino & 3...

  • Condo
  • 750
  •  1
  •  1
Monthly Rent $3500

A 2 beds/1 bath vacation home located in a safe and quiet neighborhood surrounded by farmland perfect for snowbirds. Homestead, Florida, Listing ID: 26445

Located in a quiet neighborhood surrounded by farmland, gateway to the Keys, with just over 1,000 square feet of living space, this 2 beds/1 bath cozy single home built on 1.2 acre land, fully fenced-in with private driveway and parking lot. Amenities include a fully...

  • Home
  • 1100
  •  2
  •  1