Search Cottages in Summerland Key

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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 55 Cottages in Summerland Key with updated reviews, rates, and availability.

Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (135)
"Very nice"
Cottage with Pool and Dockage, just minutes to Key West
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
The price is SAR 563
SAR 1,032 total
includes taxes & fees
16 Apr - 17 Apr
Cottage with Pool and Boat Dockage just minutes to Key West!
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Outdoor pool

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (151)
"Cottage 1 was right by the water. A walk down a long path to a dock was a nightly trip to watch the sunset. Located between Marathon Key and Key West was perfect for restaurants and stores without the crowding from tourists. About 20-30 minutes to Key West"
The price is SAR 619
SAR 1,144 total
includes taxes & fees
7 Apr - 8 Apr
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Charming cottages, dockage, pool, just minutes to Key West
Fridge, microwave, oven, stovetop

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (108)
"Enjoyed the serenity of your place "
Charming cottages, dockage, pool, just minutes to Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.2 out of 10, Wonderful, (68)
"Beach towels!! The cottage is very cute. Very basic kitchen supplies and bathroom supplies. No extra comfort amenities...travel mugs, beach chairs, hot pads for kitchen, toilet paper, beach towels. And if you plan to wash anything bring coins. 1.50 per wash "
The price is SAR 656
SAR 1,374 total
includes taxes & fees
26 Mar - 27 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
SEA SHELL COTTAGE UNIT #2 Sleeps 2
Beach

SEA SHELL COTTAGE UNIT #2 Sleeps 2

9.4 out of 10, Exceptional, (19)
"We stayed in the sea shell cottage, perfect for two. The unit was clean and the grounds were beautiful. There is a grill and a flattop griddle you can use. We went out for most meals so we didn’t use them. Close to a ton a restaurants, good recommendations in the book Had a great time! Will be back"
SEA SHELL COTTAGE UNIT #2 Sleeps 2
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.8 out of 10, Excellent, (62)
"The cabin and pool were perfect. Fantastic restaurants very nearby. Only thing I was a little disappointed in was the shoreline and fishing. No beach and very shallow water throughout the entire bay. I'd definitely stay here again, just plan on traveling if you're looking to catch any fish."
The price is SAR 881
SAR 1,657 total
includes taxes & fees
23 Mar - 24 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Direct Oceanfront Cottage-Sunrise View- #2,
On the beach

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (171)
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."
The price is SAR 844
SAR 1,548 total
includes taxes & fees
28 Mar - 29 Mar
Direct Oceanfront Cottage-Sunrise View- #2,
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.0 out of 10, Very Good, (36)
"This place is about as laid back as you can get in the Keys. We love coming here, but it's a no frills existence and normally very peaceful. There's no housekeeping. Once you've blown thru some basic household supplies, you're on your own. With ample help from the property manager, eventually, the cottage had everything you might need for a home away from home. "
The price is SAR 656
SAR 1,362 total
includes taxes & fees
20 Mar - 21 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
FL Keys Cottage with Ocean Views - Venture Out Unit 395
Fridge, microwave, oven, stovetop

FL Keys Cottage with Ocean Views - Venture Out Unit 395

9.0 out of 10, Wonderful, (4)
"We enjoyed staying at Venture Out. This is our second time staying here. The only problem was the bicycles at our property were rusted with flat tires."
FL Keys Cottage with Ocean Views - Venture Out Unit 395
Waterfront Home
Terrace/patio

Waterfront Home

8.8 out of 10, Excellent, (156)
"Loved this property and the community. Great property, near some great restaurants. Would definitely stay again."
Waterfront Home
Quaint cottage, pool, dockage just minutes to Key West!
Miscellaneous

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (132)
"It is what it is, only wish the furniture was not worn out. "
Quaint cottage, pool, dockage just minutes to Key West!
PALM COTTAGE Sleeps 4
Sun loungers, beach towels

PALM COTTAGE Sleeps 4

10.0 out of 10, Exceptional, (38)
"Great spot..clean..awesome"
PALM COTTAGE Sleeps 4
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.6 out of 10, Excellent, (41)
"A great value"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage with swimming pool and dockage, just minutes to Key West!
Miscellaneous

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (141)
"This little cottage was perfect for our stay. Clean and comfortable. No frills but all essentials. Property manager gave very helpful clear directions to find the cottage. Would stay again. "
The price is SAR 563
SAR 1,043 total
includes taxes & fees
17 Apr - 18 Apr
Cottage with swimming pool and dockage, just minutes to Key West!
ISLE BE BACK To The Sunny Keys
Fridge, microwave, oven, stovetop

ISLE BE BACK To The Sunny Keys

9.6 out of 10, Exceptional, (26)
"This property has all the items that you would expect in the kitchen and more. It was a wonderful time, sitting in the back, relaxing with coffee in the morning . Supper time around the outdoor table. Grilled fish on the barbecue. I would definitely go back."
ISLE BE BACK To The Sunny Keys
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
Outdoor dining

35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool

9.8 out of 10, Exceptional, (125)
"We had a great time, there for lobstering. Very clean place, great location!"
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
FLAMINGO COTTAGE UNIT #1 Sleeps 4
Beach

FLAMINGO COTTAGE UNIT #1 Sleeps 4

9.8 out of 10, Exceptional, (36)
"Very clean, just as described. Relaxing and great pool!"
FLAMINGO COTTAGE UNIT #1 Sleeps 4
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Exterior

Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)

9.8 out of 10, Exceptional, (9)
"We arrived to a spotless cabana! The bed was perfect! Just awesome accommodations that I would definitely book again!!! Highly recommend- it was close to Key West but quiet and relaxing. And our pet stayed with us."
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Canal front, dockage, 2 bedroom, 2 bath
Outdoor pool, a heated pool

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (79)
"We really liked the location of this rental. It is situated in a quiet community, on the beautiful canal, and close to other things in the area. We did not spend a ton of time at the house due to family events but the property had everything we needed for our short weekend trip. The only reason I gave it a 4 star is because of the air conditioning rule. The house rules state you cannot turn the AC down lower than 75 degrees, which is not a comfortable setting. "
The price is SAR 844
SAR 1,703 total
includes taxes & fees
5 Apr - 6 Apr
Canal front, dockage, 2 bedroom, 2 bath
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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Other property types in Summerland Key

Direct Oceanfront Cottage-Sunrise View- #2,
On the beach

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (171)
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."
The price is SAR 844
SAR 1,548 total
includes taxes & fees
28 Mar - 29 Mar
Direct Oceanfront Cottage-Sunrise View- #2,
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
The price is SAR 563
SAR 1,032 total
includes taxes & fees
16 Apr - 17 Apr
Cottage with Pool and Boat Dockage just minutes to Key West!
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (135)
"Very nice"
Cottage with Pool and Dockage, just minutes to Key West
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.

Frequently asked questions

How much do cottages in Summerland Key cost?
Cottages in Summerland Key range between SAR 563 and SAR 881 per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Summerland Key?
Reconnect with nature in one of the 55 cottages waiting for you in Summerland Key. To help you select a stay that’s right for you, use our filter tool to search for must-have amenities.
Why book your cottage in Summerland Key with Expedia?
We think that vacays should be stress-free, so if you’re after cottages in Summerland Key at a competitive rate, Expedia has your back. Keep the budget in check and select a thrifty option far from the rush of the city, or splurge on an upscale cottage to spoil your favorite people.
How can I find cheap cottages in Summerland Key?
Expedia is here to help you track down cheap cottages in Summerland Key. To book your perfect stay in a few quick keystrokes, try out our handy filter tool to refine your search results by star rating, budget and amenities.