Search Windley Key Condo Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Condo Rentals in Windley Key and around

Paradise Awaits: 2 BR Beautiful Condo w/ Pool, Beach, Marina & Resort Perks

10.0 out of 10, Exceptional, (69)
"Location and property grounds were great. The pool area was large and very clean and the pool bar was a nice touch! The condo was good overall but could use a deep clean and some minor updates. I would recommend Ocean Pointe suites for families. "
Paradise Awaits: 2 BR Beautiful Condo w/ Pool, Beach, Marina & Resort Perks

Its an enjoyable two bed/bath unit with pleasant view of the marina and 0cean.

8.8 out of 10, Excellent, (136)
"We had a great week! The condo was clean, comfortable beds, nice view, loved the gated community. Francisco was a great host! Super friendly, very helpful. I would definitely stay here again recommend his place highly!"
Its an enjoyable two bed/bath unit with pleasant view of the marina and 0cean.

Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

9.8 out of 10, Exceptional, (168)
"Clean, short walk to the beach or pool. Great place to stay."
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

9.6 out of 10, Exceptional, (42)
"The condo was nice and comfortable. The patio was tiny, but had an incredible view. The beach is cute, very small, but worked great for us. The pool is huge and beautiful. "
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

Ocean View Suite, Top Floor, Updated

10.0 out of 10, Exceptional, (69)
"Property consists of 5 buildings 250 units. This unit was very clean and well appointed with everything you need for a comfortable stay. The pool was large, clean and a popular area. Seating in the pool area could use an upgrade. We enjoyed the serene beach area over by the marina. Enjoyed the Islamorada area for dining which is the next town so close by. Overall enjoyed our time!"
Ocean View Suite, Top Floor, Updated

Mariners Club 316 Oceanfront Condo, Epic Amenities, Pickleball

10.0 out of 10, Exceptional, (24)
"Took some time out from Minnesota and enjoyed the condo. Good location to get to the keys and enjoy the offerings of the property."
Mariners Club 316 Oceanfront Condo, Epic Amenities, Pickleball

Condo with Pool and Beach Access

10.0 out of 10, Exceptional, (9)
"This was our second time at Ocean Pointe Suites and our time in this condo. The condo was perfect for our family. "
Condo with Pool and Beach Access

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

9.8 out of 10, Exceptional, (206)
"The condo is right on the water at a marina! There were several options for great food or you could go to the store and cook in house. The pool was a great relief from the surprisingly warm weather! Great amenities as well and the King bed was very comfortable!"
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Breathtaking Waterfront Key Largo Boat Slip, Oasis

10.0 out of 10, Exceptional, (17)
"This location was perfect for brining our boat down. Great little unit that fit all of our needs, super clean, excellent bed and kitchen was functional. "
Breathtaking Waterfront Key Largo Boat Slip, Oasis

Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....

10.0 out of 10, Exceptional, (245)
"All good! Back deck only fit 1 person at a time and we all love sitting out so that was down fall! "
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....

Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys

9.8 out of 10, Exceptional, (147)
"Great place to stay! Beautiful condo and gorgeous views. "
Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys

Re-energize at our spacious condo! Get 10% off stays of 7+ days. Book now!

9.8 out of 10, Exceptional, (43)
"This unit is located within 5 minutes of so many things. From restaurants, to the fish company, to gift shops, to Diver’s Direct, you are close. The unit is big and beds are comfortable. The washer & dryer work well but you’ll have to wash dishes by hand. The view over the boars is relaxing."
Re-energize at our spacious condo! Get 10% off stays of 7+ days. Book now!

Stay on the Atlantics Edge, Marina & Ocean Front Suite [ Ocean Pointe 5202]

9.6 out of 10, Exceptional, (96)
"Overall a nice condo in a good central location in Tavernier, which is an easy 20min drive to Key Largo or Islamorada, or a 2hr drive to Key West. Check-in was easy and the automated gate access via license plate worked well. The beach/boardwalk area is small but nice, but recommend water shoes if you want to swim. The pool area gets crowded quickly, as people come out to claim chairs soon after opening. The other negative is they don't allow outside food or drink in favor of a pricey onsite...
Stay on the Atlantics Edge, Marina & Ocean Front Suite [ Ocean Pointe 5202]

Welcome to Paradise!

9.6 out of 10, Exceptional, (60)
"We were there for a destination wedding. The room and property were everything we’d hoped for. Met a number of other guests and had a great time getting to know each other. Overall it was a wonderful experience and the condo was great!"
Welcome to Paradise!

Overlooking The Marina and Ocean Includes Use of Golf Cart Pet-Friendly

10.0 out of 10, Exceptional, (21)
"Very nice condo in a great location. Host was excellent to work with. "
Overlooking The Marina and Ocean Includes Use of Golf Cart Pet-Friendly

Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

9.6 out of 10, Exceptional, (188)
"We loved our stay at this property!! Great communication with the owner and a good location to make some day trips to different parts of the keys. The kitchen was stocked with all of the dishes and cookware we needed. We didn't spend any time by the pool or on the beach, but those areas looked nice as well. Would definitely recommend staying here."
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

Toes in the Sand - 2 Bedroom Condo Sleeps 4

10.0 out of 10, Exceptional, (20)
"Very comfortable condo with everything we needed. Secure property. Beautiful huge pool and nice hot tub. The beach bar and restaurant were convenient. Relaxing view over a nature area with the ocean beyond. "
The price is €542
includes taxes & fees
5 Apr - 6 Apr
Toes in the Sand - 2 Bedroom Condo Sleeps 4

Mariners Club 114, Amazing Location & Views, Epic Amenities, Indoor Pickleball

9.8 out of 10, Exceptional, (24)
"Great place very clean. The place was very modern. Loved it. Loved the deck and the view of the boats and the water. Pool was heated felt great. RestaurantRestaurants "
Mariners Club 114, Amazing Location & Views, Epic Amenities, Indoor Pickleball

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

10.0 out of 10, Exceptional, (58)
"The condo is phenomenal and looks as good as the pictures. They offer pool noodles, beach towels, booked & games. The bath & beds were clean and comfortable. The view was beautiful for sunrise, sunset and moon rise. "
BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Castaway Key, Double balcony ocean views in prime building 4

10.0 out of 10, Exceptional, (106)
"We had an absolutely amazing time here. The community and condo were clean and had everything we needed and more. Would definitely stay here again."
Castaway Key, Double balcony ocean views in prime building 4
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Windley Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Windley Key

OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards

10.0 out of 10, Exceptional, (174)
"We've visited Angler's Reef many times over the years and haven't been let down yet. First time in Linda's & Roger's home. It is a very nice home; furnishings nice, appliances all work, home was just as described. Owners were easy to communicate with; converted twins to King and arranged dock access for us in advance. I'd highly recommend to anyone. "
OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (422)
"Excellent water view"
The price is €208
includes taxes & fees
6 Apr - 7 Apr
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (52)
"Lovely room with friendly staff. "
The price is €647
includes taxes & fees
6 Apr - 7 Apr
The Islands of Islamorada
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.