Search Condo Rentals in Florida Keys

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In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
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28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Condo Rentals in Florida Keys

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
On the beach, sun loungers, beach towels

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities

10.0 out of 10, Exceptional, (16)
"Great vacation spot , only thing missing is a good saltwater beach."
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
TB Beach Swimming Pool, Tennis, Hot Tub, dock, arrive any day, tropical paradise
On the beach, sun loungers

TB Beach Swimming Pool, Tennis, Hot Tub, dock, arrive any day, tropical paradise

9.2 out of 10, Wonderful, (87)
"We had a great stay and the place had everything we needed. Very nice"
TB Beach Swimming Pool, Tennis, Hot Tub, dock, arrive any day, tropical paradise
Indigo Reef Resort Villas & Marina by KeysCaribbean
Outdoor pool

Indigo Reef Resort Villas & Marina by KeysCaribbean

3.5 star property
9.2 out of 10, Wonderful, (49)
"A real gem. This property is clean and beautiful. Brand new dock, landscaping is perfect, location is within minutes of everything you would want while maintaining a “getting away from it all” vibe. We will be back. "
Indigo Reef Resort Villas & Marina by KeysCaribbean
Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.
Smart TV, fireplace

Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.

9.6 out of 10, Exceptional, (61)
"Everything was exactly like the listing! Would definitely stay there again"
Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico.
FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!
Property grounds

FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!

9.6 out of 10, Exceptional, (290)
"Beautiful home, clean and had all we needed, no problems at all with one of the swimmjng pools right outside the condo which made it very convenient. Only thing that would have made it over the top was to have a sandy beach with swimming area on site, otherwise, it was great!"
FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!
Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball
Property grounds

Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball

10.0 out of 10, Exceptional, (36)
"Was a great place to stay for our family trip. We enjoyed the fact we were all able to stay together in one big unit. Plenty of amenities and in a great spot to feel like a Florida Keys local."
Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball
Vibrant, waterfront retreat with WiFi, balcony & dock access
Marina

Vibrant, waterfront retreat with WiFi, balcony & dock access

8.4 out of 10, Very Good, (17)
"Nice location"
Vibrant, waterfront retreat with WiFi, balcony & dock access
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
Terrace/patio

Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach

9.8 out of 10, Exceptional, (133)
"Excellent location, so many things to do. Great house and the communication with the host was a pleasure. "
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
The Reef at Marathon
Boating

The Reef at Marathon

3.0 star property
9.2 out of 10, Wonderful, (129)
"Excellent location, well maintained!"
The Reef at Marathon
Luxury Condo at Ocean Front Kawama Tower Complex
Property grounds

Luxury Condo at Ocean Front Kawama Tower Complex

9.4 out of 10, Exceptional, (56)
"Very clean and spacious condo. Pool area very quiet and relaxing - no crowds. Enjoyed the pickle ball courts. Quick drive to restaurants."
Luxury Condo at Ocean Front Kawama Tower Complex
Extremely Rare Private White Sand Beach Front Unit on the Ocean
Beach

Extremely Rare Private White Sand Beach Front Unit on the Ocean

2.0 star property
Extremely Rare Private White Sand Beach Front Unit on the Ocean
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Private beach, sun loungers, beach towels

One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!

10.0 out of 10, Exceptional, (202)
"The property was very clean and tidy. We thoroughly enjoyed our stay. The neighborhood was very quiet yet conveniently located near restaurants and other attractions. Highly recommend."
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Sombrero Beach Tropical Getaway in the Heart of Marathon
Outdoor pool

Sombrero Beach Tropical Getaway in the Heart of Marathon

2.0 star property
9.8 out of 10, Exceptional, (7)
"Our rental was very easy to check into and having the pool and bar at Skipjack’s was great! The beach is close and the balcony was nice too. "
The price is AED 529
AED 1,354 total
includes taxes & fees
1 Oct - 2 Oct
Sombrero Beach Tropical Getaway in the Heart of Marathon
Key Largo hidden gem!! Rare Moon Bay condo with 2.5 baths!!
A heated pool

Key Largo hidden gem!! Rare Moon Bay condo with 2.5 baths!!

10.0 out of 10, Exceptional, (41)
"Great communication, clean, and close to restaurants and shopping! Will definitely stay here again!"
Key Largo hidden gem!! Rare Moon Bay condo with 2.5 baths!!
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Exterior

Waterfront Dream Condo with Panoramic Views, Near Vaca Cut

10.0 out of 10, Exceptional, (73)
"Amazing place to stay. Condo was as advertised and the views were incredible. Nice quiet community with very friendly people. Would definitely stay again. "
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
LUXURY VIP SUITE - INDOOR PICKLEBALL - STUNNING OCEAN VIEWS - OCEANFRONT RESORT!
Outdoor pool, a heated pool

LUXURY VIP SUITE - INDOOR PICKLEBALL - STUNNING OCEAN VIEWS - OCEANFRONT RESORT!

9.8 out of 10, Exceptional, (84)
"Beautiful location on water. Very large rental in good condition and modern finishes. "
LUXURY VIP SUITE - INDOOR PICKLEBALL - STUNNING OCEAN VIEWS - OCEANFRONT RESORT!
NEWLY RENOVATED Oceanside Oasis at Kawama Tower
Outdoor dining

NEWLY RENOVATED Oceanside Oasis at Kawama Tower

10.0 out of 10, Exceptional, (82)
"Great place to stay. Good communication. Cleans a very nicely updated. "
NEWLY RENOVATED Oceanside Oasis at Kawama Tower
Private Tropical Beach • No Stairs • Pool • Fun Activities-Oceanside Restaurants
Property grounds

Private Tropical Beach • No Stairs • Pool • Fun Activities-Oceanside Restaurants

9.8 out of 10, Exceptional, (117)
"We had a wonderful week; perfect weather and plenty to do. The condo was very clean, spacious and had the perfect little beach. I would highly recommend and hope to return soon!"
Private Tropical Beach • No Stairs • Pool • Fun Activities-Oceanside Restaurants
Gorgeous Sunsets from Your Balcony in Moon Bay/Walk to nearby restaurants
Terrace/patio

Gorgeous Sunsets from Your Balcony in Moon Bay/Walk to nearby restaurants

10.0 out of 10, Exceptional, (78)
"Clean, comfortable, and very convenient!"
Gorgeous Sunsets from Your Balcony in Moon Bay/Walk to nearby restaurants
Beachfront Villa w/ Pier & Pool
On the beach

Beachfront Villa w/ Pier & Pool

Beachfront Villa w/ Pier & Pool
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.
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Top Florida Keys Hotel Reviews

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"Awesome staff, Awesome resort, Awesome experience!!!"
Joanna 2-night trip
Posted 7 hours ago
The Pelican Key Largo Cottages

Frequently asked questions

How much do condos in Florida Keys cost?
Condos in Florida Keys range from AED 1,354 to AED 1,354 per night. This will give you plenty of space for your whole crew at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Florida Keys?
There are multiple condos in Florida Keys with a total average guest review rating of 9.6, so you're sure to find a place that suits your needs. If you're basing yourself in Key West, consider Licence #cnd5403292 Apt A - 403. This popular 4-star condo has an ocean view and a barbecue grill. Another highly recommended option is Coconut Mallory Resort And Marina By Kees Vacations. This 3-star Key West getaway offers a barbecue grill and a swimming pool.
How many condos are there in Florida Keys?
Take your pick of 187 condos in Florida Keys. Whether you're escaping with relatives or friends, and wherever your travels take you, Expedia makes it a breeze to find your perfect fit.

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