Search Summerland Key Condo Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Summerland Key condo rentals

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
Key West
9.0 out of 10, Wonderful, (140 reviews)
"Great stay"
United States
Jason U.
The price is AU$698
includes taxes & fees
3 Feb - 4 Feb
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.8 out of 10, Excellent, (28 reviews)
"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."
United States
Sherry C.
The price is AU$1,153
includes taxes & fees
22 Feb - 23 Feb
The Tortuga at Sunrise Suites - Balcony & Pool

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (100 reviews)
"The suite was super clean and quiet. Pool is sparkly and covered just enough for relief from the sun! "
United States
Jennifer F.
The price is AU$928
includes taxes & fees
8 Feb - 9 Feb
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!

Ocean Front Presidential Suite | Beachside Resort

Ocean Front Presidential Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (1 review)
"it was a beautiful 3 bedroom 3 bath unit. Roomy and a nice balcony with chairs which we spent a lot of time on enjoying the beautiful view. "
United States
Barbara S.
The price is AU$2,700
includes taxes & fees
11 Feb - 12 Feb
Ocean Front Presidential Suite | Beachside Resort

Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking

Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
Key West
9.4 out of 10, Exceptional, (134 reviews)
"This was a wonderful place to stay. We had a great time and it was convenient to reach downtown from here. Will stay again"
United States
Bess Y.
The price is AU$966
includes taxes & fees
21 Feb - 22 Feb
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking

Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Key West
9.4 out of 10, Exceptional, (122 reviews)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Key West
9.0 out of 10, Wonderful, (36 reviews)
"Great place, great location, great communication from host!"
United States
Lara P.
The price is AU$913
includes taxes & fees
2 Feb - 3 Feb
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

The Grand Cayman | Beautifully Remodeled Key West Condo!

The Grand Cayman | Beautifully Remodeled Key West Condo!
Key West
10.0 out of 10, Exceptional, (4 reviews)
"Condo was perfect for what we needed for our 1 night stay in Key West"
United States
Mika
The price is AU$1,104
includes taxes & fees
4 Feb - 5 Feb
The Grand Cayman | Beautifully Remodeled Key West Condo!

'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.6 out of 10, Exceptional, (38 reviews)
"Convenient, clean….nice neighborhood."
United States
Anna H.
The price is AU$775
includes taxes & fees
22 Feb - 23 Feb
'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.0 out of 10, Wonderful, (11 reviews)
"We selected this condo for its location, cost and amenities; all met or exceeded our expectations. Super nice, clean and quiet. We'll be back!"
United States
Ronald S.
The price is AU$1,125
includes taxes & fees
6 Feb - 7 Feb
Grand Marina Suite - Poolside & Waterfront Condo

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.2 out of 10, Wonderful, (104 reviews)
"Fabulous view to watch the sunset and planes take off! Super comfortable stay with all the typical amenities and plenty of space. Quiet location close enough to drive/bike to everything you need without all the bustle. Margaret was an amazing, communicative host. "
United States
Chloe C.
The price is AU$913
includes taxes & fees
5 Feb - 6 Feb
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Dog-friendly suite with pool, hot tub, tennis & full kitchen

Dog-friendly suite with pool, hot tub, tennis & full kitchen
Key West
8.6 out of 10, Excellent, (122 reviews)
"We like this place, It was clean and quiet"
United States
Julie P.
Dog-friendly suite with pool, hot tub, tennis & full kitchen

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

Dog-friendly resort condo with pool & hot tub, private parking
Key West
8.4 out of 10, Very good, (121 reviews)
"Resting well and enjoying "
United States
Bon N.
Dog-friendly resort condo with pool & hot tub, private parking

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

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (97 reviews)
"Nice property, great location, comfortable bed, lovely pool. "
United States
Candice B.
The price is AU$779
includes taxes & fees
8 Feb - 9 Feb
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

The Trinidad at Sunrise Suites - Shared Pool

The Trinidad at Sunrise Suites - Shared Pool
Key West
9.0 out of 10, Wonderful, (37 reviews)
"We had a great stay, good communication, pictures and description spot on"
United States
Juan M.
The price is AU$1,027
includes taxes & fees
9 Feb - 10 Feb
The Trinidad at Sunrise Suites - Shared Pool

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool
Old Town Key West
9.2 out of 10, Wonderful, (23 reviews)
"Great location, clean and quiet"
United States
dennis d.
The price is AU$896
includes taxes & fees
8 Feb - 9 Feb
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

LA CASA CUBANA @ Cuban Club Suites

LA CASA CUBANA @ Cuban Club Suites
Old Town Key West
9.6 out of 10, Exceptional, (72 reviews)
"Place was great and close to everything "
United States
Michelle O.
The price is AU$887
includes taxes & fees
2 Feb - 3 Feb
LA CASA CUBANA @ Cuban Club Suites

Carey’s Corner | Updated Studio with Heated Pool

Carey’s Corner | Updated Studio with Heated Pool
Old Town Key West
9.0 out of 10, Wonderful, (32 reviews)
"A nice and clean place to come back"
United States
Yudersi S.
The price is AU$743
includes taxes & fees
2 Feb - 3 Feb
Carey’s Corner | Updated Studio with Heated Pool

Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

Florida | Waterfront 2BR/2BA w/ Pool + Dock Access
Meadows
9.8 out of 10, Exceptional, (39 reviews)
"The condo was nicely cleaned and decorated. Love the huge balcony overlooking the water. "
United States
Trysh W.
The price is AU$1,542
includes taxes & fees
17 Feb - 18 Feb
Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

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

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Beachside
9.0 out of 10, Wonderful, (104 reviews)
"Very clean and beds are so comfortable. "
United States
Donny G.
The price is AU$1,611
includes taxes & fees
10 Feb - 11 Feb
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Summerland Key Hotel Reviews

Find out more about Summerland Key

Summerland Key Condo Rentals information

Number of reviews
823
Accommodation
1 Condo Rentals
Lowest Price
AU$698
Highest Price
AU$2,700

Frequently asked questions

What is there to do in Summerland Key near my condo?
You'll find tons of fantastic things that'll fill up your itinerary in Summerland Key. Head for leading attractions like Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market. Blue Hole, Cook Island and Upper Sugarloaf Sound are other must-do's.

Explore a world of travel with Expedia