Condo Rentals in Florida Keys

Islamorada Condo - 5.0 Star Review

Watch the sunrise from your private balconies in both bedrooms overlooking the Atlantic ocean, and walk across the street to amazing sunsets on the Gulf of Mexico in Founder's Park or Marker 88 Restaurant.

Enjoy the fully renovated condo with wood floors, marble in both bathrooms, granite countertops, a 55" TV in the living room, high-speed.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Tavernier Condo - 5.0 Star Review

Summary:
Serenity and quiet bliss await you in this beautiful condo. The two balconies allow you to enjoy a peek-a-boo view of the water as well as the surrounding foliage including an Osprey nest. Relax and escape to this beautiful getaway in the heart of Tavernier, ideally located between Key Largo & Islamorada. The property itself has ameniti.......read more

2 Bedroom(s)
Sleeps 5
Condo

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Tavernier Condo

Welcome to Reel Paradise! This beautiful condo is located in the Sea Gulls community of Tavernier. The post card views will have you coming back year after year. Wake up and enjoy the beautiful sunrise from your private balcony. Take the kayaks out and paddle out to the nearby islands and take in everything the keys has to offer. Come back from a d.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Key Largo Condo - 4.8 Star Review

Relax and enjoy! Fifth floor penthouse with spectacular views of the ocean and wetlands. Gated community only steps from the Atlantic Ocean.Newly renovated condo with open balcony overlooking ocean. Two bedrooms, two bathrooms plus sleeper sofa with upgraded mattress. Family friendly with portable crib/playpen and booster seat w/tray for dining cha.......read more

2 Bedroom(s)
Sleeps 6
Condo

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key West Condo - 4.5 Star Review

1800 Atlantic 4th floor condominiums unit C439.
Overlooking Smathers Beach and the Atlantic Ocean, this two bedroom, two bath penthouse condo has an upgraded and fully equipped kitchen with all new appliances, bamboo cabinets, granite counter tops and an elegant adjoining dining area.

A private 40-foot balcony, opening from the living r.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key West Condo - 5.0 Star Review

When choosing your dates, please keep in mind that we rent a minimum of 7 DAYS from SATURDAY to SATURDAY. (One exception is Fantasy Fest week.)

Charming second floor condo with balcony overlooking tropical gardens and the shared pool.
Located in the Shipyard complex in beautiful Truman Annex just 2 blocks from Duval Street.

Walkin.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Tavernier Condo - 4.8 Star Review

No zoom lens required for THIS view!  Recently refreshed, open concept living area decorated in cool tones with pops of color and charming artwork greet you in this lovely vacation condo!  The kitchen is fully equipped with all dishes, glass and cookware and has white cabinetry giving it a lovely cottage feel.  The breakfast bar provides seating fo.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Marathon Condo - 5.0 Star Review

Turn off of Route 1, leave behind all the hubbub of life, while holding on to the infectious laid back, slower-paced atmosphere of the Keys, and drive to the end of our beautiful, scenic peninsula and what immediately feels like another world – memorable, quiet Gulfpointe 2.

This idyllic, amenity-packed condo complex is surrounded by water,.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key Largo Condo

Take it easy at this unique and tranquil getaway.2 bedroom 2.5 bath for rent in Key Largo MM 100 on the Bayside, Ocean front property, unique condo nestled on 24 acres of lush tropical hardwood, very peaceful, very secure, concierge boat service for up to a 32ft boat and or jet skis..gated, 3 months and longer rental . Condo Association approval an.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Key West Condo

Welcome to the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach, pool, jacuzzi, restaurant, bar and much more onsite.
Relax in the jacuzzi or sauna during your stay or work out in the onsite fitness center. Enjoy fishing off the dock, or rent bicycles and take in all that Old Town Key West.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key West Condo - 4.3 Star Review

Sunrise Suites - Paradise Escape 407

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

This Key West condo boasts deluxe amenities like a shared outdoor pool, a hot tub, tennis courts, and a fitness room. It has everything you need for a memorable F.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key West Condo - 4.5 Star Review

Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The condos are located 2 blocks from Duval Street and all the Old Town Key West attractions. The properties are also ¼ mile from Fort Zachary Taylor State Park. The property is outfitted with washer/dryer, pots/pans, towels, linens, .......read more

2 Bedroom(s)
Sleeps 4
Condo

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Key Largo Condo - 4.8 Star Review

Beautifully upgraded condo on the Gulf of Mexico! Located at Mile Marker 104. Great for families, fishermen, divers and snorkelers, and those who want to just want to get away!

Recently remodeled, fully equipped kitchen with granite counter tops new appliances, and a dining room table for 6. Newly tiled floors in the kitchen and living.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key West Condo - 4.9 Star Review

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!

GULFSIDE VISTAS is a beautiful penthouse condo and is the perfect place to spend your stay in Key West, with panoramic views of the Gulf and cruise ships as they dock nearby. You'll have ocean views on three sides of GULFSIDE VISTAS, and.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key Largo Condo

Newly updated, beachy inspired, 2 bedroom, 2 bathroom condo next to pool and marina. Unit comes complete with all the amenities you will need for your relaxing tropical vacation. Conveniently located to restaurants, shopping and all the sites that the Keys has to offer. Bring your boat or rent one of ours for your stay. The dock will accommodat.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Islamorada Condo - 5.0 Star Review

1st I want to thank all our past guests for their great reviews.
Bay Harbour Starfish is a luxury condo overlooking a large boat basin with views of the Atlantic Ocean. Situated in Lower Matecumbe Key, Islamorada, the Sport Fishing Capital of the World. This very spacious 3 bedroom, 2 and half bath condo has been decorated in Tommy Bahama style .......read more

3 Bedroom(s)
Sleeps 6
Condo

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Key West Condo - 4.4 Star Review

Shipyard 2 bedroom 2 bathroom 7 night minimum rental. This condo has everything you want and more. Paradise is definitely found in this Non-Smoking, second floor end unit condo only two short blocks off of "happening" Duval Street in Old Town Key West. Located in the upscale, gated community of Truman Annex and comes with one assigned parking space.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Marathon Condo - 4.5 Star Review

This listing is for a KEY LIME GROVE villa (Units #11 or #12 or #13 or #14 or #15 or #17 or #19 or #20), at Coco Plum Beach & Tennis Club & Marina. Not a view of the ocean, but only a 3-4-minute walk to the beach, pool & Atlantic Ocean and jacuzzi. We do not specify exact villa number until day of arrival.

We do not allow and motorized water.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Marathon Condo

PERFECT SEASIDE SANCTUARY...
Welcome to this incredible water lover's retreat in Marathon, a Keys city set on 13 islands and famous for its beaches and barrier reef. You are in close proximity to Curry Hammock State Park which boasts a sandy shoreline and a mangrove creek. This is the Heart of the Florida Keys and fishing is king!
***PRIMARY .......read more

2 Bedroom(s)
Sleeps 6
Condo

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Marathon Condo

Brand New Condo in the heart of Marathon and minutes from Sombrero Beach. 3 levels of complete BLISS.
1st: Covered parking with grilling station, and patio set. Kayaks and Tricycle Bikes are included.
2nd Floor: 75” Roku TV, a spaciously stocked kitchen, washer/dryer and half bath. Living room with modular sofa that can become a queen bed.<.......read more

Studio
Sleeps 4
Condo

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Key West Condo - 4.9 Star Review

Gorgeous 2nd floor king room and ample balcony space...

DELIGHT IN OLD WORLD ALLURE...
Bask in the charming ambience of the adults-only Scarlet Mango Inn which houses 6 stunning rooms. Built during the Lincoln Era, this architectural gem is a destination to Key West classic Bahamian-style design. Originally a Conch Republic estate, this d.......read more

Studio
Sleeps 2
Condo

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Key West Condo - 4.3 Star Review

30- Night minimum stay:
Private and quiet, this luxurious unit is an ideal place for relaxing and you are only a minutes drive away from Duval Str and the unique charm of Old Town Key West. Beautifully decorated with palm tree décor, leather sleeper sofa, warm colors to give you a feeling of being home. The unit has a master bathroom with a Jacu.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key West Condo

Knot A Worry is a monthly vacation home in the heart of Old Town Key West!  Just one block from famous Duval Street where you'll be close to the action but still have a quiet oasis to return to. This house comes fully furnished with all the amenities you'll need for a month or multi-month stay including private pool, gourmet kitchen, off-street par.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key West Condo - 4.7 Star Review

Tropical Village - Hideaway

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Treat your group to a tropical getaway at this dog-friendly Key West retreat. Featuring room for up to six guests and a cute canine companion (for a small nightly fee), st.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Marathon Condo - 5.0 Star Review

New Rental!! 2 bedrooms, 2 bathrooms ideal getaway in Coco Plum Beach, the Florida Keys ⚓


Anchors Away is a completely remodeled condo in Coco Plum Terraces that includes updated kitchen with granite, beautiful coastal furnishing and décor. Enjoy views of the canal right from the 2nd floor private balcony. This beautiful 2 bedrooms and 2.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key West Condo - 4.9 Star Review

Just 3 blocks from Duval Street, this property sits on Key West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s Backyard) and the beautiful, luxurious Reach Resort. Guests of Hidden Beach have privileges at the resorts pool and beach just a few steps away as well. Check it out on.......read more

Studio
Sleeps 2
Condo

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Key West Condo - 5.0 Star Review

A Change In Latitudes is a non-smoking, 1st floor end unit in the peaceful and serene section of Shipyard. All the amenities of home are just a few steps away from the climate controlled pool and a brief stroll to Fort Zachary State Park where you'll find the most beautiful beach and picnic area in Key West.

1 block away from the famous G.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Key West Condo - 4.6 Star Review

In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined courtyard that includes shops and restaurants. This three bedroom two bath unit is in one of two standalone WALK-UP buildings in the Duval Square complex. You enter a large open living, dining, kitchen area with French doors & porch overlooking the co.......read more

3 Bedroom(s)
Sleeps 8
Condo

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Key West Condo - 4.7 Star Review

Old Town Garden Villas - Andros Suite

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Book your well-deserved getaway to this dog-friendly Key West home. With a prime central location near Duval Street and access to a shared pool, this home will l.......read more

Studio
Sleeps 4
Condo

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Marathon Condo

Keys to Happiness

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Escape the everyday and experience the extraordinary when you book this fantastic vacation rental in the beautiful Florida Keys. Spend your days on the water by renting a boat to ti.......read more

Studio
Sleeps 4
Condo

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Key West Condo - 5.0 Star Review

Summary:
A beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, our Grand Marina Suite is a tranquil respite with on-site access to boat dockage and world-class fishing charters. Located minutes away from downtown Key West, known for its quaint boutiques, historic landmarks, sight-seeing, .......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key West Condo - 4.9 Star Review

Summary:
This gem of a top floor apartment is perfect for your weekend getaway. Sky Loft is located just one block away from the world famous Duval Street. For those looking to kick back and relax, the outdoor space at this property is surrounded by lush foliage and tropical flowers that lead to a pool equipped with cozy lounge chairs. Enjoy all.......read more

Studio
Sleeps 4
Condo

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Key West Condo - 4.6 Star Review

Welcome to our lovely condo which is located in the famed Truman Annex Complex right in the heart of fabulous Key West. Our condo has 2 bedrooms and 1 bath.. Enjoy everything that Key West has to offer and more. Lounge on the newly refinished deck. Enjoy the beautiful landscaping and the picturesque scenery. Take a short walk to the heated pool, g.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Tavernier Condo

Escape to this Keys Retreat. Enjoy the ocean breeze from this island inspired oceanfront condo in Ocean Pointe.

This charming 2 bedroom, 2 bath top floor condo offers a great open concept living area, spacious master suite, comfortable guest room and two private balconies overlooking the marina, protected mangrove preserve and Atlantic Ocea.......read more

2 Bedroom(s)
Sleeps 5
Condo

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Key Largo Condo

Great 2 bedroom with full kitchen and 2 bathrooms. Comfortably sleeps 7 with space for everyone. Full kitchen with dishes and silverware available for use. Bathrooms with showers and 1 with tub. Property has 2 pools available for use with a pool steps away from back porch. Plenty of activities near by and great food locations........read more

2 Bedroom(s)
Sleeps 7
Condo

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Key West Condo - 4.9 Star Review

YOUR OCEANFRONT OASIS AWAITS...
This remarkable and magical retreat is sure to provide all the R & R you need to refresh your soul. Peacefully located in Key West Beach Club community just minutes to downtown and Duval Street. This sweet and newly renovated haven encompasses every conceivable amenity you could desire while in Paradise.
***PR.......read more

4 Bedroom(s)
Sleeps 8
Condo

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Key West Condo - 4.8 Star Review

Spacious 1 bedroom. 1st floor in Old Town. Only 2 other condos in compound. On desirable Frances Street, just 3 blocks from seaport, 5 blocks to Duval. Granite kitchen, Washer/Dryer, outdoor propane grill, travertine floors, tiled shower, central AC, large screenT.V., bedroom T.V, WiFi. Fully furnished. Walk out of multiple french doors to la.......read more

Studio
Sleeps 2
Condo

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Tavernier Condo - 4.8 Star Review

Huge terrace- accessible from every room! Spacious and clean. Peaceful and away from the highway yet near everything! Sleeps 4 people. Enjoy the large heated beachside pool, on the ocean. Feel free to use our 2-person kayak as well as free access to the beautiful nearby Founders Park. Visit one of the many water-front bars and restaurants. Oceanfro.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Key West Condo - 4.0 Star Review

This is a great OCEANFRONT unit with large balcony to watch sunsets. Hyatt Sunset Harbor is perfectly located in downtown Key West next to Mallory Square and the Mel Fisher Museum. Walk along the boardwalk, shop in the local stores, or head to Duval Street only a couple blocks away. The resort has pool, hot tub, and grills for use during your stay........read more

2 Bedroom(s)
Sleeps 6
Condo

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Tavernier Condo - 4.8 Star Review

Summary:
The most amazing sunrise! In the heart of Ocean Pointe Suites in the Florida Keys, this condo is ready to host your next getaway! Relax and escape to this beautiful getaway in the heart of Tavernier, ideally located between Key Largo & Islamorada. The property itself has amenities galore: sparkling pool with hot tub, boat ramp and marin.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key West Condo - 4.9 Star Review

This Luxury unit is 1375 sq ft of breath taking beachfront living space in this tropical complex. Great views from the 40 foot deck which encompasses the whole unit. Every room has a spectacular view of the tropical Nature Preserve and the Atlantic Ocean. The complex is oceanfront with an Olympic heated pool and gigantic hot tub right on the Ocean........read more

2 Bedroom(s)
Sleeps 6
Condo

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Tavernier Condo - 5.0 Star Review

Futura Yacht Club is a private 70 unit community with a 53 slip
marina. Easy access to the ocean through Snake Creek or Tavernier
Creek in just 10 minutes to fish, lobster, scuba or snorkel. Is
tennis your game? Start your day with an invigorating game or maybe
basketball or volleyball...or how about a refreshing plunge in the
g.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Key Largo Condo

Cross the threshold into this elegant townhouse and you will be awed by the striking décor and finishes unmatched by typical vacation accommodations.



Through the gated courtyard you'll enter into the ground-floor living area that is the perfect setup for fun and relaxation!  An open floor plan with a living room offers a large, flats.......read more

3 Bedroom(s)
Sleeps 8
Condo

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Key West Condo - 4.7 Star Review

PERFECT RECIPE FOR RELAXATION...
Make the most of your island sabbatical within the exquisite and adults only Azul Queen Anne mansion built in 1899 by shipwrights and carpenters for one of the island's premier cigar barons. A tasteful blend of coastal design boasting historic elements draw you back in time. Centrally located within this beloved .......read more

Studio
Sleeps 2
Condo

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Key West Condo

This cute and quite space is perfect for a visiting professional or as a vacation rental for 1 or 2 people.

Central air conditioning and ceiling fans ensure comfort even when the breeze isn't blowing. All rooms in residence are beautifully furnished and include recessed lighting and dimmers to enjoy a sense of peace and tranquility throughou.......read more

2 Bedroom(s)
Sleeps 2
Condo

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Key West Condo - 4.8 Star Review

Southernmost Sanctuary

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Gather your group at this festive property, home to three private hot tubs, deck space, multiple kitchenettes, and six bedrooms for up to 24 people.

You're about a block.......read more

6 Bedroom(s)
Sleeps 24
Condo

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Key West Condo - 5.0 Star Review

Freshly updated Salt Ponds condo located on Key West minutes from the beach , airport and downtown. Enjoy a soak in the pool or hot tub and with a short bike or walk to Smathers Beach. Only steps form Key West Airport and close to all amenities in New town it’s still only 10 minutes from downtown and all the action. Enjoy the custom jetted tub or.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Key West Condo - 5.0 Star Review

This unit has a queen size bed. Updated ceramic stand up shower. The unit is an efficiency.It has a small refrigerator, toaster, coffee maker. Perfect for a quick getaway, to enjoy the beautiful sunsets of Key West. The Galleon Resort is steps away from the famous Duval Street. Sunset tiki bar and Pirates Cove on premises. 3 blocks from Mallory Sq.......read more

Studio
Sleeps 2
Condo

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