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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Summerland Key condo rentals

Property grounds

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
9.8 out of 10, Exceptional, (29 reviews)
"Pleasant stay - had a couple issues that we needed to be fixed that were resolved as quickly as possible. "
United States
Christina M.
The price is £354
includes taxes & fees
27 May - 28 May
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Property grounds

The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool
Key West
9.0 out of 10, Wonderful, (42 reviews)
"Great place, location and reasonable price"
United States
Sujan K.
The price is £349
includes taxes & fees
19 May - 20 May
The Andros | Incredible Views w/ Shared Pool
Marina

Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (26 reviews)
"Great location!Breeze in the balcony while sitting in chairs or taking a nap in the hammock were amazing!Everything was nearby and easily accessible. Views are wonderful!We had a great time spending holidays as a family. "
United States
PARESH J.
The price is £335
includes taxes & fees
20 May - 21 May
Waterfront Condo Dock Pool Near Duval St
Beach nearby

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
9.2 out of 10, Wonderful, (45 reviews)
"Clean and easy parking"
United States
Karl B.
The price is £329
includes taxes & fees
19 May - 20 May
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Property grounds

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (45 reviews)
"Every as described, great stay!"
United States
Bryan W.
The price is £354
includes taxes & fees
20 May - 21 May
The Cat Island Suite | Charmingly Renovated w/ Pool
Beach

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (32 reviews)
"Good condo and staff help me out on phone with me till we found the condo. "
United States
Raamkumaran
The price is £473
includes taxes & fees
21 May - 22 May
Grand Marina Suite - Poolside & Waterfront Condo
Property grounds

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

ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (85 reviews)
"Wonderful place to stay. Checking and parking was easy, pool was comfortable and the room was exactly as shown in the pictures! We would definitely stay again!!"
United States
Julie
The price is £280
includes taxes & fees
19 May - 20 May
ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
TV

Waterfront Dock Pool Condo Near Duval St Pet OK

Waterfront Dock Pool Condo Near Duval St Pet OK
Meadows
9.6 out of 10, Exceptional, (44 reviews)
"Clean app and nice communication host"
United States
Roberto
The price is £386
includes taxes & fees
26 May - 27 May
Waterfront Dock Pool Condo Near Duval St Pet OK
Exterior detail

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, (104 reviews)
"Loved it! Quiet, clean, good amenities, close to Duval street. Would 100% go back."
United States
Ian G.
The price is £229
includes taxes & fees
25 May - 26 May
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Property grounds

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.8 out of 10, Excellent, (13 reviews)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is £386
includes taxes & fees
21 May - 22 May
The Grenada at Sunrise Suites - Shared Pool
Beach nearby, beach towels

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
9.4 out of 10, Exceptional, (113 reviews)
"Clean, quiet place very safe. "
United States
Suzanne L.
The price is £329
includes taxes & fees
19 May - 20 May
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Terrace/patio

Orchid Suite on Center St - 1/2 block from Duval Sleeps 4

Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Old Town Key West
9.4 out of 10, Exceptional, (95 reviews)
"Locked out of the gate late at night. Called emergency number who didn’t know what to do and never called me back. Had to tell to my son who was sleeping. Apparently the battery died on the gate code machine. Unacceptable to me. Not offered anything for this issue."
United States
pamela
The price is £444
includes taxes & fees
21 May - 22 May
Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Property grounds

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.8 out of 10, Excellent, (29 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 £370
includes taxes & fees
19 May - 20 May
The Tortuga at Sunrise Suites - Balcony & Pool
Pool

Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (2 reviews)
"Interacting before and during stay was great. Got picked up in a nice Mercedes Van and delivered to property a quick 3 minutes from airport. Condo was roomy, clean and perfect for the 2 couples. Pool area was a great way to cool down after a hot humid day of running around. Public beach is about a 5 minute walk away as well. Any needs/questions were quickly answered and taken care of. Shuttle was always available and on time."
United States
Greg E.
The price is £597
includes taxes & fees
21 May - 22 May
Atlantic Parrot | Oceanfront Condo w/ Pool
Property grounds

Heated Rooftop Pool, Gated Parking - Casa Caribe

Heated Rooftop Pool, Gated Parking - Casa Caribe
Old Town Key West
8.8 out of 10, Excellent, (25 reviews)
"Great find in a fun part of Key West! Lots of shopping, restaurants and key west culture! The pool area could use some tlc… I would definitely stay again!"
United States
Rachel
Heated Rooftop Pool, Gated Parking - Casa Caribe
Exterior

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, (16 reviews)
"Location was perfect!"
United States
David C.
Duval Street Suites on Duval Free Parking and heated Pool
Property grounds

Sea Breeze - One Block from Duval Street

Sea Breeze - One Block from Duval Street
Old Town Key West
9.4 out of 10, Exceptional, (53 reviews)
"Great location for a girls trip to Key West!"
United States
Molly T.
The price is £490
includes taxes & fees
20 May - 21 May
Sea Breeze - One Block from Duval Street
Beach towels

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

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.8 out of 10, Exceptional, (44 reviews)
"Great location, one block from Duval Street but still quiet, clean and comfortable. "
United States
Jackie H.
The price is £271
includes taxes & fees
11 Jun - 12 Jun
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Exterior

La Casa de Luna - 1 Bd/1B condo just off upper Duval

La Casa de Luna - 1 Bd/1B condo just off upper Duval
Old Town Key West
9.6 out of 10, Exceptional, (109 reviews)
"We enjoyed everything from the location to the rental company. They were very accommodating and answered all our questions. I highly recommend "
United States
Cheryl J.
The price is £390
includes taxes & fees
21 May - 22 May
La Casa de Luna - 1 Bd/1B condo just off upper Duval
Outdoor dining

La Casa de Luces 2 Bed condo off Duval

La Casa de Luces 2 Bed condo off Duval
Old Town Key West
9.4 out of 10, Exceptional, (142 reviews)
"Great location near the Southernmost Point. Roomy for two couples and very clean"
United States
Christine L.
The price is £550
includes taxes & fees
19 May - 20 May
La Casa de Luces 2 Bed condo off Duval
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

Looe Key Reef Resort

Looe Key Reef Resort

8/10 Good
"Fun place to stay. "
Elizabeth 1-night trip
Posted 1 day ago
Looe Key Reef Resort

Find out more about Summerland Key

Summerland Key Condo Rentals information

Number of reviews
994
Accommodation
1 Condo Rentals
Lowest Price
£229
Highest Price
£597

Frequently asked questions

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How can I find cheap condos in Summerland Key?
Expedia can help you easily locate cheap condos in Summerland Key. To reserve a superb stay in a couple of clicks, simply use the filter tool to refine your search by budget, amenities and star rating.
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.