Condo Rentals in Florida Keys

Search for Vacation Rental Homes or Hotels

           
Best Prices Booking


Vacation Places To Stay We have chosen to partner with Booking.com to offer travelers the best choices for vacation properties - No Booking Fees, Last Minute Room Availability, 2,146,000+ hotels, apartments, villas, condo rentals and more....

Rentals in Florida Keys

Don't know Where To Stay? Select your destination and search for discount accommodations.

If you don't see your travel destination, just type it in the box and search for hundreds of Hotels, Resorts, Motels, Homes, Villas or Condos and more!

Cheap Hotels Florida Keys

Trying to save money on your vacation? VacationPlacesToStay.com has great deals and low prices on vacation rentals & hotels, Best Price Guaranteed.

Save when you book directly online for last minute deals with 3 to 5 Star Resorts, Inns, Hotels and more!


Find a Great Selection of Condominium Rentals in the Florida Keys and Key West

Book Your Vacation Homes Directly Online Here and Save!

We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Florida Keys. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Islamorada condo

Executive Bay Club

Executive Bay Club unit V4 Islamorada,FL

SERVICE ANIMALS are OK, otherwise NO PETS ALLOWED 30 Day Minimum Stays 2 Bedroom, 1.5 Bathroom townhome located in Islamorada, FL. Driving distance is only 90 minutes from Miami International Airport. Centrally located within the complex to tennis ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 10
Islamorada, FL

View Vacation Home

Islamorada condo

Vacation Home

Bay Harbour - Developer Unit Every Upgrade Possible!!***7 DAY MINIMUM RENTAL***

***NOTWITHSTANDING ANYTHING IN THE RATES PAGE THE MINIMUM RENTAL IS 7 DAYS***IF YOU SEARCH LESS THAN 7 DAYS MY PROPERTY DOES NOT APPEAR***THE MINIMUM RENTAL PERIOD IS 7 DAYS*** Bay Harbour Luxuriously appointed condo located at Mile Marker 75 on t ....

3 Bedroom(s) 3 Bath(s) Condo - Sleeps 8
Islamorada, FL

View Vacation Home

Islamorada condo

Summer Sea Condominium

Kick Back In Islamorada!

Remodeled 2 Bedroom unit includes air conditioning, private balcony, cable TV, DVD player, full kitchen with cooking utensils, pots & pans, silverware, plates, glasses, microwave, coffee maker, dishwasher, iron, ironing board, blow dryer and refriger ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Islamorada, FL

View Vacation Home

Islamorada condo

Vacation Home

2 BDR Penthouse-Breathtaking view-Designer Furnished-***7 Day Minimum Rental***

***NOTWITHSTANDING ANYTHING IN THE RATES PAGE THE MINIMUM RENTAL IS 7 DAYS***IF YOU SEARCH LESS THAN 7 DAYS MY PROPERTY DOES NOT APPEAR***THE MINIMUM RENTAL PERIOD IS 7 DAYS*** Bay Harbour www.bayinthekeyscom Luxuriously appointed condo located at M ....

2 Bedroom(s) 3 Bath(s) Condo
Islamorada, FL

View Vacation Home

Islamorada condo

Bay Harbour Condominium #204

??Luxury 3 Bedroom Condo -Amazing Views, Sunrise, Pool/Hot Tub, Kayak/Gym/Bikes

Located in Islamorada, Florida, this beautiful condominium is located in Lower Matecumbe Key, and feels like old Florida. Our home is a 3 bedroom, 2.5 bath and sleeps 6 people comfortably. The 3 bedroom unit includes an extra large living area and ba ....

3 Bedroom(s) 3 Bath(s) Condo - Sleeps 6
Islamorada, FL

View Vacation Home

Islamorada condo

Bay Harbour A304

Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe - Bay Harbour A304

Beautiful 3 bedroom and 2.5 luxury condo located at mile marker 74.5 bayside. This condo is nicely decorated and very spacious for you and your family. The unit has a great screened in porch off the living room. The complex has 2 tennis courts, wei ....

3 Bedroom(s) 3 Bath(s) Condo
Islamorada, FL

View Vacation Home

Islamorada condo

Ocean Harbour M43

**Winter Promo** Luxurious Ocean View Condo w/Heated Pool & Jacuzzi

*** Owner is highly motivated to rent! Contact us for discounts *** Infinite ocean views from the large windows at this modern and luxurious oceanfront condo at mile marker 87. Accommodation - Sleeps 4 Master Bedroom: - King Size Bed - Nig ....

2 Bedroom(s) 2 Bath(s) Condo
Islamorada, FL

View Vacation Home

Key Largo condo

Kawama Tower 206

Oceanfront property with Lagoon, 2 Heated Pools, and Marina

“NO WORRIES� VACATION AT OUR BEAUTIFUL ISLAND HOME! Our condo is located in Kawama Tower, part of Kawama Yacht Club, a secure, gated community with 24-hour access. Kawama Yacht Club boasts a large saltwater lagoon, which is great for swimming, st ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 5
Key Largo, FL

View Vacation Home

Key Largo condo

Kawama Yacht Club - Tower

Key Largo - Kawama Tower - Ocean View

Enjoy one of the best views on the property. Direct ocean and marina view. The balcony sunset is spectacular. Kawama Yacht Club is located at MM 100 in Key Largo on the ocean side. The unit is fully furnished and equipped to make your vacation ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Key Largo, FL

View Vacation Home

Key Largo condo

Moon Bay - A403

**Summer Promo** Amazing Moon Bay Condo w/Boat Slip & Pool

This lovely condo is located on the fourth floor of Moon Bay; a popular and beautifully-kept, waterfront Keys community on mile marker 104, boasting beautiful bay views from your private balcony as well as the pool deck, and endless fun in the s ....

2 Bedroom(s) 2 Bath(s) Condo
Key Largo, FL

View Vacation Home

Key Largo condo

Moon Bay

NEW LISTING! Stunning Views w/ Private Boat Slip. Newly Refreshed. Clean!

Tropical settings, beautiful sunset views, do as much as you want to do. Just lay by the pool and catch a sun tan, or enjoy the diving, sailing, swimming, shopping, and good restaurants. Perfect location... easy drive north to South Beach, or south t ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Key Largo, FL

View Vacation Home

Key Largo condo

Heaven

Key Largo 3 Bedroom Penthouse Condo with Boat Slip and Bay View

Enjoy your vacation in this unique 1580 square foot Penthouse Suite with all the amenities of home. Your suite is a rare find with three bedrooms and covered parking which will accommodate three cars. With exception of the two and one half bathrooms ....

4 Bedroom(s) 3 Bath(s) Condo
Key Largo, FL

View Vacation Home

Key Largo condo

Moon Bay A204

Beautiful Key Largo Condo - Moon Bay A204

Want to be close to the Mainland while still being in the Upper Keys? Look no further. This beautifully decorated condo at Moon Bay will not disappoint. The Master bedroom has a spacious King size bed. Guest bedroom has 2 twin beds and there is a ....

2 Bedroom(s) 1 Bath(s) Condo
Key Largo, FL

View Vacation Home

Key Largo condo

Landings of Largo

*** Beautiful KEY LARGO Sunsets on the Bay ***LONG TERM DISCOUNTS

Beautifully renovated 2-bedroom, 2 bathroom condo in the sun-drenched Florida Keys! This corner unit is larger than the interior units and sleeps up to 9 guests comfortably. 1 King bed Master with private bath, Livingroom with 1 Queen Sofa Pull-Out, ....

3 Bedroom(s) 2 Bath(s) Condo - Sleeps 9
Key Largo, FL

View Vacation Home

Key Largo condo

Mariner's Club

Mariner's Club's Villa 533 - 2+ Bedroom Elevated Villa Featuring an Ocean View

Waking up to the brilliance of a Florida Keys' sunrise over the Atlantic Ocean sounds far-fetched when taking into account a budget, though the Mariner's Club's villa 533 is changing the way we vacation. Two bedrooms, a den, the fully equipped gourme ....

4 Bedroom(s) 3 Bath(s) Condo - Sleeps 8
Key Largo, FL

View Vacation Home

Key Largo condo

Vacation Home

A Spectacular Getaway in the Keys

This adorable 1/1 condominium is located in the Oceanside. (Mile marker 90) This unit is located in a well maintained community. This beautiful oceanfront condominium has many amenities such as - heated swimming pool, private beach area, clubhouse ....

2 Bedroom(s) 1 Bath(s) Condo
Key Largo, FL

View Vacation Home

Key Largo condo

Mariner's Club

Mariner's Club's Villa 324 - 2+ Bedroom Elevated Villa Featuring an Ocean View

Watching the sunrise is no fun when you're preparing yourself for a day of work, but from our private balcony overlooking the Atlantic Ocean it's more than just enchanting. The Mariner's Club's villa 324 features quality, tropically-themed furnishing ....

4 Bedroom(s) 3 Bath(s) Condo - Sleeps 8
Key Largo, FL

View Vacation Home

Key Largo condo

Kawama Yacht Club

Kawama Yacht Club - 2 Bed/2 Bath With Private Ocean Front Beach!

Very nicely maintained 2 bedroom/2 bathroom townhome in the desirable Kawama Yacht Club, Key Largo Florida (the Dive Capital of the World). Kawama Yacht Club is situated along the southern border of John Pennekamp National Underwater Park. The ground ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Key Largo, FL

View Vacation Home

Key Largo condo

Kawama Tower Penthouse #503

Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower

Enjoy the panoramic view this tropically decorated, fifth-story unit has to offer of the Atlantic Ocean and the adjacent Wildlife Sanctuary. The unit affords its guests the spectacular sunsets the Florida Keys are famous for, right from your balcony ....

3 Bedroom(s) 2 Bath(s) Condo - Sleeps 8
Key Largo, FL

View Vacation Home

Key Largo condo

Mariner's Club

Mariner's Club's Villa 512 - 3 Bedroom Elevated Villa Featuring an Ocean View

Villa 512 at the Mariner's Club features a private balcony overlooking the Atlantic Ocean to ensure your leisure is well spent, opulent and comfortable furnishings prescribing the classic Keys' atmosphere, and granite counter tops and marble floors t ....

3 Bedroom(s) 3 Bath(s) Condo - Sleeps 8
Key Largo, FL

View Vacation Home

Key West condo

Mermaids Cove at 1800 Key West Monthly

Great Monthly Rental available April 1st 2019

Mermaids Cove is a totally Renovated 2 bedroom 2 bath Condominium at 1800 Atlantic. This Condominium is tiled throughout and is immaculate. Both bedrooms have a king size bed. There is wireless high speed internet. Fully size fully equipped eat in ki ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

View Vacation Home

Key West condo

Spinnaker

Spinnaker-Waterfront Monthly Vacation Rental 2 bedroom, 2 bath-Shared Pool

Harbour Place Condominiums: View passing ships and sunsets from your own deck or balcony in the Truman Annex's most prestigious building, the former U.S. Naval Headquarters in Key West. Take in the sunshine from the lap pool overlooking the ever chan ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

View Vacation Home

Key West condo

Awesome Waterfront in the Annex

@ Best of the Annex Waterfront with Fantastic Weekly Rates @

A beautifully appointed Gulf front Condo in the heart of Truman Annex. Mills place features a walkway flanked by Royal Palms. Mills place was the old military Hospital building. In the mid 80's it was purchased by a developer who renovated the entir ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

View Vacation Home

Key West condo

Anglers Retreat Crystal Waters C429

@March 2020 $7750 plus fees Anglers Retreat open @@

Welcome to our paradise please enjoy our modern 1400 square foot 2 bedroom 2 bathroom totally renovated condo. This condo is one of the nicest you will find in the complex. There is music available in every room even the master bathroom. We have thou ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

View Vacation Home

Key West condo

Gulfside Vistas

**GULFSIDE VISTAS @ THE ANNEX** Ocean Penthouse & Pool + LAST KEY SERVICE...

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 two spacious ....

2 Bedroom(s) 3 Bath(s) Condo
Key West, FL

View Vacation Home

Key West condo

Starrs Atlantic Oasis C138

Starrs Atlantic Oasis C138: 2 BR, 2 BA Condominium in Key West, Sleeps 6

Beautiful 2 bedroom 2 bath unit, with a lovely view of the Atlantic Ocean. This unit is an extra large floor plan with a slighly large balcony. Access the Balcony from both bedrooms and the living room. There is a full size fully equipped eat in Kitc ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

View Vacation Home

Key West condo

Awake to the Morning Reflections C437

@ Reserve Morning Reflections for Monthly rent May - September 2020@

Beautifully renovated 2 bedroom 2 bath penthouse overlooking the Atlantic Ocean and Smathers Beach. Fabulous kitchen with stainless appliances and granite counter tops. Enjoy the amazing sunrise from the balcony of Awaken to Morning reflections. Rece ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

View Vacation Home

Key West condo

KEY WEST FANTASY FEST

KEY WEST FANTASY FEST WEEK OCT. 16-23, 2021

Key West, FL. Available Sat. Oct.19 - Sat. 26, 2019. Located in the Southeast end of Key West at the Hyatt Windward Pointe. The unit offers a 2/2 resort style apartment for 6 guests. Located next to the Key West Airport and a few blocks from the beac ....

3 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Key West, FL

View Vacation Home

Key West condo

Island Escape in Truman Annex

Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex

This lovely Island Escape Condo is a upper level condo located in the Truman Annex Shipyard a luxury gated community. Not just another rental property! Location is everything.!!! Our favorite room is the spacious covered deck that opens up from livin ....

1 Bedroom(s) 1 Bath(s) Condo - Sleeps 2
Key West, FL

View Vacation Home

Key West condo

"VILLA AZUL" ~ Perfect Location!

"VILLA AZUL" ~ Beautiful Unit Located in Truman Annex - Walk to all the Fun!

COMFORT AND VALUE IN OLD TOWN…. This second floor two bedroom condo is located in The Shipyard, a Truman Annex neighborhood.  You will enjoy being in the heart of Old Town Key West with food and fun just a short walk or bike ride away.   FURNISH ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

View Vacation Home


Find a Great Selection of Florida Keys & Key West Condo Rentals

We have partnered with a major provider of vacation rentals, directly through FloridaKeysPlacesToStay.com. There are many apartments to choose from, and we now have the selection and value to offer our visitors going to Florida Keys FL.

book directly online to save! Choose from rentals with Wi-Fi, Pool, Oceanview, Beachfront and other amenities we have to offer for Florida Keys

© Reservations Direct, Inc. - Florida Keys & Key West Vacation Rentals, Hotels & Resorts

About Us - Privacy - Top Florida Destinations - Best Vacation Spots - Car Rentals