Hot Key West Cottage Rates

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Featured Cottages in Key West

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

Key West
Stay at this cottage in Key West. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Duval Street and Mallory Square are ...
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Southernmost Retreat: 2 Blocks from Duval in Old Town.

Southernmost Retreat: 2 Blocks from Duval in Old Town.

Key West
Stay at this cottage in Key West. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Duval Street and Mallory Square are located ...
Southernmost Retreat: 2 Blocks from Duval in Old Town.
Conch Republic Consul General's Cottage.-Historic District

Conch Republic Consul General's Cottage.-Historic District

Key West
Stay at this cottage in Key West. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Duval Street and Mallory Square ...
Conch Republic Consul General's Cottage.-Historic District
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Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex

Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex

Key West
Stay at this cottage in Key West. Enjoy free WiFi, a water park, and a garden. Popular attractions Duval Street and Mallory Square are located nearby.
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

Key West
Stay at this cottage in Key West. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Duval Street and Mallory Square are located ...
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
Old Town Cottage House in Old Town Key West!

Old Town Cottage House in Old Town Key West!

Key West
Stay at this cottage in Key West. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Duval Street and Mallory Square are located nearby.
Old Town Cottage House in Old Town Key West!
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

Key West
Stay at this cottage in Key West. Enjoy private pools, a garden, and tennis courts. Our guests praise the helpful staff in our reviews. Popular attractions Duval ...
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

3.5 out of 5
1075-29 Duval Square, Key West, FL
Stay at this 3.5-star cottage in Key West. Enjoy free parking, concierge services, and premium TV channels. Popular attractions Duval Street and Mallory Square ...
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

3 out of 5
Key West
Stay at this 3-star cottage in Key West. Enjoy patios, in-room washers/dryers, and air conditioning. Popular attractions Mallory Square and Duval Street are ...
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
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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.

Key West 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 Key West 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 Key West 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 Key West, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Key West Cottages essential information

Accommodation
93 Cottages
Lowest Price
NZ$351
Highest Price
NZ$580
Popular accommodation
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK, Southernmost Retreat: 2 Blocks from Duval in Old Town., Conch Republic Consul General's Cottage.-Historic District, Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex , Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking, Old Town Cottage House in Old Town Key West!, ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!, Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!, Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

Top trending hotels in Key West

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$580 per night from 17 Dec to 18 Dec
NZ$580
includes taxes & fees
17 Dec - 18 Dec
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$497 per night from 19 Dec to 20 Dec
NZ$497
includes taxes & fees
19 Dec - 20 Dec
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
Margaritaville Beach House Key West
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$417 per night from 9 Dec to 10 Dec
NZ$417
includes taxes & fees
9 Dec - 10 Dec
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
Havana Cabana at Key West - Adults Only
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Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$351 per night from 24 Nov to 25 Nov
NZ$351
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
Beachside Resort & Residences
Don't see what you're looking for?
See all available properties in 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.

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^Subject to availability and chosen travel dates.