Search and Rent Summerland Key Condos

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Our top choices for Summerland Key condo rentals

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

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Key West
8.8 out of 10, Excellent, (119)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
$370 nightly
The price is $411
Jan 11 - Jan 12, 2026
Total with taxes and fees
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

The Lighthouse Group Suite

The Lighthouse Group Suite
2.5 star property
Old Town Key West
8.0 out of 10, Very Good, (2)
"Clean, great location, and cute pool"
United States
Kerrie D.
$2,481 nightly
The price is $2,745
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Lighthouse Group Suite

The Barbados at Sunrise Suites - Balcony & Pool

The Barbados at Sunrise Suites - Balcony & Pool
Key West
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
$562 nightly
The price is $624
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Barbados at Sunrise Suites - Balcony & Pool

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
Meadows
10.0 out of 10, Exceptional, (24)
"My husband and I stayed at this property for our anniversary week. "
United States
Claudia S.
$550 nightly
The price is $611
Jan 21 - Jan 22, 2026
Total with taxes and fees
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

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

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West
8.8 out of 10, Excellent, (205)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
$455 nightly
The price is $507
Jan 15 - Jan 16, 2026
Total with taxes and fees
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Beachside
9.2 out of 10, Wonderful, (142)
"Really nice location and a beautiful pool. The gym/activities area was not well equipped "
United States
Jennifer H.
$1,445 nightly
The price is $1,580
Dec 31 - Jan 1, 2026
Total with taxes and fees
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
$499 nightly
The price is $554
Jan 21 - Jan 22, 2026
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
$564 nightly
The price is $626
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool

Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Key West
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
$589 nightly
The price is $656
Jan 19 - Jan 20, 2026
Total with taxes and fees
Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking

Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking
Key West
8.6 out of 10, Excellent, (72)
"Great rental! Perfect for our girls weekend."
United States
Amie W.
$500 nightly
The price is $555
Jan 19 - Jan 20, 2026
Total with taxes and fees
Newly Renovated condo with scenic views, pool & hot tub, balcony, & 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
9.4 out of 10, Exceptional, (95)
"We really enjoyed the property. "
United States
Shayna
$425 nightly
The price is $472
Jan 8 - Jan 9, 2026
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

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

SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (110)
"Great value stay"
United States
Mike B.
$432 nightly
The price is $479
Jan 20 - Jan 21, 2026
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Old Town Key West
8.6 out of 10, Excellent, (34)
"Clean, safe, accommodating, great value, good location, special attention when arriving and Transportation, reliable host, great communication, and friendliness."
United States
Nora Lee S.
$429 nightly
The price is $472
Jan 2 - Jan 3, 2026
Total with taxes and fees
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

Pool View 3BR Residence | Beachside Resort

Pool View 3BR Residence | Beachside Resort
Key West
9.0 out of 10, Wonderful, (2)
"I had the pleasure of bringing my family down to the keys for their visit. The place was beautifully located and the view is picturesque. The condo itself was easy to check into & truly beautiful. Vaulted ceilings, spacious sleeping quarters and large tub made the stay an exquisite experience. I very much look forward to a future visit & highly recommend."
United States
Luis R.
$1,105 nightly
The price is $1,226
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pool View 3BR Residence | Beachside Resort

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.8 out of 10, Excellent, (28)
"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.
$666 nightly
The price is $740
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & 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, (21)
"Great location, clean and quiet"
United States
dennis d.
$409 nightly
The price is $454
Jan 12 - Jan 13, 2026
Total with taxes and fees
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly

"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly
Meadows
10.0 out of 10, Exceptional, (2)
"Absolutely wonderful. Everyone was so helpful and the property is fantastic. We had the best time. "
United States
Collette B.
$592 nightly
The price is $657
Jan 9 - Jan 10, 2026
Total with taxes and fees
"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly

Duval Street Suites on Duval Free Parking and heated Pool

Duval Street Suites on Duval Free Parking and heated Pool
Old Town Key West
10.0 out of 10, Exceptional, (11)
"Wonderful place! Great location!"
United States
Curtis S.
$305 nightly
The price is $339
Jan 12 - Jan 13, 2026
Total with taxes and fees
Duval Street Suites on Duval Free Parking and heated Pool

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, (31)
"Great place, great location, great communication from host!"
United States
Lara P.
$570 nightly
The price is $632
Jan 4 - Jan 5, 2026
Total with taxes and fees
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Old Town "Eleuthera" • 2BR Waterfront Corner Condo

Old Town "Eleuthera" • 2BR Waterfront Corner Condo
Meadows
10.0 out of 10, Exceptional, (28)
"Kim was a huge help and a great host. Great location. "
United States
James C.
$790 nightly
The price is $877
Jan 14 - Jan 15, 2026
Total with taxes and fees
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

Find out more about Summerland Key

Summerland Key Condo Rentals information

Number of reviews
608
Accommodation
1 Condo Rentals
Lowest Price
$339
Highest Price
$2,745

Frequently asked questions

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How can I find cheap condos in Summerland Key?
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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.

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