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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Summerland Key condo rentals

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
$564 nightly
The price is $627
May 13 - May 14
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
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.
$464 nightly
The price is $515
May 20 - May 21
Total with taxes and fees
Waterfront Condo Dock Pool Near Duval St
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, (103 reviews)
"Nice property, great location, comfortable bed, lovely pool. "
United States
Candice B.
$341 nightly
The price is $378
Jun 3 - Jun 4
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
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.
$422 nightly
The price is $469
May 17 - May 18
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
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.
$431 nightly
The price is $479
May 13 - May 14
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
Living area

The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.6 out of 10, Exceptional, (17 reviews)
"Clean completely remodeled condominium. We enjoyed all the amenities. Great location."
United States
Van
$461 nightly
The price is $513
May 13 - May 14
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!
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.
$393 nightly
The price is $437
May 14 - May 15
Total with taxes and fees
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Exterior detail

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, (131 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
$312 nightly
The price is $346
May 13 - May 14
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
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.
$617 nightly
The price is $685
May 20 - May 21
Total with taxes and fees
Sea Breeze - One Block from Duval Street
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.
$465 nightly
The price is $517
May 14 - May 15
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool
Exterior detail

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, (94 reviews)
"The location was fantastic! We especially loved the front porch with rocking chairs surrounded by tropical foliage. What a great place to enjoy a morning cup of coffee! Thank you."
United States
Elizabeth R.
$520 nightly
The price is $577
May 21 - May 22
Total with taxes and fees
Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Outdoor dining

Waterfront 2BR | Pool | Key West | Pet OK

Waterfront 2BR | Pool | Key West | Pet OK
Meadows
9.8 out of 10, Exceptional, (36 reviews)
"The location was geeat, easy to get to everything within minutes. "
United States
Brian G.
$487 nightly
The price is $541
May 27 - May 28
Total with taxes and fees
Waterfront 2BR | Pool | Key West | Pet OK
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
9.2 out of 10, Wonderful, (112 reviews)
"Clean, quiet place very safe. "
United States
Suzanne L.
$393 nightly
The price is $437
May 13 - May 14
Total with taxes and fees
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Pool

Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (1 review)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
$705 nightly
The price is $784
May 14 - May 15
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool
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.
$450 nightly
The price is $499
May 19 - May 20
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool
Pool

Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access
Key West
$333 nightly
The price is $370
May 13 - May 14
Total with taxes and fees
Poolside Suite with Direct Pool Access
Property grounds

Gated Parking, Heated Pool - Villa Positano

Gated Parking, Heated Pool - Villa Positano
Old Town Key West
8.8 out of 10, Excellent, (28 reviews)
"Great place to stay! Perfect location to walk everywhere!"
United States
robert d.
$656 nightly
The price is $728
May 18 - May 19
Total with taxes and fees
Gated Parking, Heated Pool - Villa Positano
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)
"Great location, very clean, easy checkin"
United States
Debra G.
$304 nightly
The price is $337
Jun 9 - Jun 10
Total with taxes and fees
Duval Street Suites on Duval Free Parking and heated Pool
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, (43 reviews)
"Great location, one block from Duval Street but still quiet, clean and comfortable. "
United States
Jackie H.
$383 nightly
The price is $424
May 30 - May 31
Total with taxes and fees
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Interior

Rooftop Penthouse

Rooftop Penthouse
Old Town Key West
10.0 out of 10, Exceptional, (54 reviews)
"This was a great stay! Great location house was clean and had several things for us to use! "
United States
Abigail Y.
$987 nightly
The price is $1,083
May 17 - May 18
Total with taxes and fees
Rooftop Penthouse
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

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

10/10 Excellent
"House was very clean and had most items needed. The community was great, the kids loved the pool and being right on the water and we used the golf cart to get around which was nice. Although this house is situated close to all the amenities you can walk to, the golf cart was a fun touch for the family."
Samantha S. 6-night trip
Posted 2 days ago
Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

Find out more about Summerland Key

Summerland Key Condo Rentals information

Number of reviews
755
Accommodation
1 Condo Rentals
Lowest Price
$337
Highest Price
$1,083

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.

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