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Condo Rentals in Summerland Key

CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (154)
"Great place"
The price is ¥14,041
¥36,249 total
includes taxes & fees
Aug 17 - Aug 18
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

Two Bedroom Residence

9.6 out of 10, Exceptional, (9)
"We felt like we were on an island outside of the US, without taking a flight. The resort was amazing, we already decided to make this a yearly familt trip!"
The price is ¥73,448
¥123,291 total
includes taxes & fees
Aug 29 - Aug 30
Two Bedroom Residence

Parking, Pool, & Pet Friendly - The Grenada Suite

8.6 out of 10, Excellent, (11)
"The room was ad adverted, clean, quiet property, will stay again."
The price is ¥37,533
¥88,462 total
includes taxes & fees
Aug 29 - Aug 30
Parking, Pool, & Pet Friendly - The Grenada Suite

Comfortable Condo with Pool, Private Balcony, & Beach Access

8.6 out of 10, Excellent, (134)
"Nice area, location, and wonderful apartment!"
The price is ¥21,727
¥85,046 total
includes taxes & fees
Aug 19 - Aug 20
Comfortable Condo with Pool, Private Balcony, & Beach Access

THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.8 out of 10, Exceptional, (18)
"Great place will rent again "
The price is ¥11,775
¥33,321 total
includes taxes & fees
Aug 17 - Aug 18
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

8.8 out of 10, Excellent, (200)
"Perfect for our 3 nights in Key West"
The price is ¥15,667
¥48,060 total
includes taxes & fees
Sep 3 - Sep 4
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

8.8 out of 10, Excellent, (117)
"Clean comfortable and plenty of room. "
The price is ¥11,824
¥43,478 total
includes taxes & fees
Aug 24 - Aug 25
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking

9.2 out of 10, Wonderful, (156)
"Close to Smathers Beach and just a short drive to Duval Street!"
The price is ¥19,510
¥53,677 total
includes taxes & fees
Aug 17 - Aug 18
Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

9.2 out of 10, Wonderful, (14)
"Accommodations were very clean, kitchen was well equiped, other pelican landing guests were very friendly. "
The price is ¥17,074
¥59,244 total
includes taxes & fees
Aug 17 - Aug 18
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Private Parking & Waterfront - Grand Marina Suite

9.2 out of 10, Wonderful, (15)
"The property is incredibly clean. The whole area was very calm and relaxing."
The price is ¥44,340
¥68,081 total
includes taxes & fees
Aug 17 - Aug 18
Private Parking & Waterfront - Grand Marina Suite

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

9.4 out of 10, Exceptional, (90)
"We really enjoyed the property. "
The price is ¥13,394
¥37,387 total
includes taxes & fees
Aug 18 - Aug 19
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!

9.6 out of 10, Exceptional, (90)
"Great stay, clean property in a perfect location that is quiet and still walkable. Would gladly stay here again!"
The price is ¥13,394
¥37,093 total
includes taxes & fees
Aug 25 - Aug 26
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

9.0 out of 10, Wonderful, (102)
"Very clean and beds are so comfortable. "
The price is ¥31,629
¥96,108 total
includes taxes & fees
Sep 8 - Sep 9
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Shared Pool!

9.8 out of 10, Exceptional, (73)
"Great location. "
The price is ¥31,646
¥64,176 total
includes taxes & fees
Aug 29 - Aug 30
NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Shared Pool!

Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK

9.0 out of 10, Wonderful, (120)
"Very nice place to stay. We really enjoyed our visit. Would recommend for anyone visiting Key West. "
The price is ¥14,719
¥47,251 total
includes taxes & fees
Aug 19 - Aug 20
Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

9.8 out of 10, Exceptional, (89)
"We loved the place; the secluded pool between the vegetation, the room and little extras made this stay above our expectations!"
The price is ¥15,519
¥43,935 total
includes taxes & fees
Aug 18 - Aug 19
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

Dog-friendly resort condo with pool & hot tub, private parking

8.4 out of 10, Very Good, (120)
"My wife and another couple stayed here two night as we enjoyed Key West. It was a clean comfortable unit in a nice quiet area but close to town. We had no problems and enjoyed our stay. We would definitely stay here again."
The price is ¥24,581
¥60,631 total
includes taxes & fees
Aug 20 - Aug 21
Dog-friendly resort condo with pool & hot tub, private parking

Leo’s Lodge | Newly Updated!

8.6 out of 10, Excellent, (18)
"Very nice facility and pool; bathroom was small for large person."
The price is ¥10,789
¥36,219 total
includes taxes & fees
Aug 17 - Aug 18
Leo’s Lodge | Newly Updated!

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

8.6 out of 10, Excellent, (138)
"I love this place friendly and quiet.Close to the town.Farmacy,CVS,Denny’s Rest."
The price is ¥20,249
¥54,855 total
includes taxes & fees
Aug 18 - Aug 19
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Old Town "Eleuthera" • 2BR Waterfront Corner Condo

10.0 out of 10, Exceptional, (24)
"Perfect accommodations and location for our girls trip weekend! We were able to walk to all the spots and had a blast! "
Old Town "Eleuthera" • 2BR Waterfront Corner Condo
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 Summerland Key Hotel Reviews

Frequently asked questions

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What is there to do in Summerland Key near my condo?
The ultimate travel accessory is a well-planned itinerary. Florida Keys Beaches is a wonderful place to begin your sightseeing in Summerland Key.