Hot Summerland Key Cottage Rates

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Featured Cottages in Summerland Key

Canal front, dockage, 2 bedroom,  2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Florida Keys Beaches and Venture ...
Opens in a new windowCanal front, dockage, 2 bedroom, 2 bath
Charming cottages, dockage, pool, just minutes to Key West

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

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Florida Keys Beaches ...
Opens in a new windowCharming cottages, dockage, pool, just minutes to Key West
Quaint cottage, pool, dockage just minutes to Key West!

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

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities, and patios. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
Opens in a new windowQuaint cottage, pool, dockage just minutes to Key West!
Save an average of 15% on thousands of hotels when you're signed in
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
Opens in a new windowOld Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Waterfront Home

Waterfront Home

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy laundry facilities, tennis courts, and a pool table. Popular attractions Florida Keys Beaches and Venture Key are ...
Opens in a new windowWaterfront Home
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities, and patios. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
Opens in a new windowCottage with Pool and Dockage, just minutes to Key West
Cottage with swimming pool and dockage, just minutes to Key West!

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

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities, and patios. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
Opens in a new windowCottage with swimming pool and dockage, just minutes to Key West!
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

Summerland Key
Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Crab Key and Pye Key are located ...
Opens in a new windowSEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

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

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities, and patios. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
Opens in a new windowPrivate Oceanfront Cottage with dockage, pool just minutes to Key West!
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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.

Summerland Key Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Summerland Key will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Summerland Key definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Summerland Key, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Summerland Key Cottages essential information

Accommodation
51 Cottages
Lowest Price
NZ$187
Highest Price
NZ$257
Popular accommodation
Canal front, dockage, 2 bedroom, 2 bath, Charming cottages, dockage, pool, just minutes to Key West, Quaint cottage, pool, dockage just minutes to Key West!, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Waterfront Home, Cottage with Pool and Dockage, just minutes to Key West, Cottage with swimming pool and dockage, just minutes to Key West!, SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!, Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Top trending hotels in Summerland Key

Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$257 per night from 22 Sept to 23 Sept
NZ$257
22 Sept - 23 Sept
includes taxes & fees
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowParmer's Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$187 per night from 21 Sept to 22 Sept
NZ$187
21 Sept - 22 Sept
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Opens in a new windowSugar Loaf Lodge
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$242 per night from 29 Sept to 30 Sept
NZ$242
29 Sept - 30 Sept
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the bar and the helpful staff in our reviews. ...
Opens in a new windowLooe Key Reef Resort
Save an average of 15% on thousands of hotels when you're signed in
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939, Summerland Key, FL
Stay at this 3-star hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our ...
Opens in a new windowSugarloaf Key Hotel at KOA Resort
Don't see what you're looking for?
See all available properties in Summerland Key
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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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^Subject to availability and chosen travel dates.