Hot Islamorada Cottage Rates

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Featured Cottages in Islamorada

Oceanfront Private Cottage!

Oceanfront Private Cottage!

Islamorada
Stay at this cottage in Islamorada. Enjoy free WiFi, patios, and cable/satellite TV service. Our guests praise the property condition in our reviews. Popular ...
Opens in a new windowOceanfront Private Cottage!
Mercy’s waterfront piece of paradise

Mercy’s waterfront piece of paradise

Tavernier
Stay at this cottage in Tavernier. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Florida Keys Dive Center and Old Road Gallery are located ...
Opens in a new windowMercy’s waterfront piece of paradise
Cottage w/ Bay View FREE Kayaks, Snorkel`

Cottage w/ Bay View FREE Kayaks, Snorkel`

Key Largo
Book a stay at this beach cottage in Key Largo. Enjoy a beach locale, laundry facilities, and cable/satellite TV service. Popular attractions Jimmy Johnson's ...
Opens in a new windowCottage w/ Bay View FREE Kayaks, Snorkel`
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Canal-front Florida Keys Home w/ Dock!

Canal-front Florida Keys Home w/ Dock!

3 out of 5
Tavernier
Stay at this 3-star cottage in Tavernier. Enjoy free parking, balconies, and air conditioning. Popular attractions Florida Keys Dive Center and Old Road Gallery ...
Opens in a new windowCanal-front Florida Keys Home w/ Dock!
Luxury Key Largo Home w/ Guest House & Pool!

Luxury Key Largo Home w/ Guest House & Pool!

3 out of 5
Key Largo
Stay at this 3-star cottage in Key Largo. Enjoy free parking, balconies, and an in-room coffeemaker. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp ...
Opens in a new windowLuxury Key Largo Home w/ Guest House & Pool!
Waterfront Gem w/ Decks, Views & More in Key Largo

Waterfront Gem w/ Decks, Views & More in Key Largo

3 out of 5
Key Largo
Stay at this 3-star cottage in Key Largo. Enjoy patios and air conditioning. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State ...
Opens in a new windowWaterfront Gem w/ Decks, Views & More in Key Largo
Walk to Beach: Home 8 Mi to Key Largo!

Walk to Beach: Home 8 Mi to Key Largo!

3 out of 5
Tavernier
Stay at this 3-star cottage in Tavernier. Enjoy free parking and air conditioning. Popular attractions Jimmy Johnson's Big Chill and Harry Harris Park are located ...
Opens in a new windowWalk to Beach: Home 8 Mi to Key Largo!
Close to Beach: Canal-front Home in Islamorada

Close to Beach: Canal-front Home in Islamorada

3 out of 5
Islamorada
Stay at this 3-star cottage in Islamorada. Enjoy free parking, patios, and air conditioning. Popular attractions Sunset Drive Beach and Anne's Beach are located ...
Opens in a new windowClose to Beach: Canal-front Home in Islamorada
Half-mi to Boat Ramp: Canal-front Florida Keys Gem

Half-mi to Boat Ramp: Canal-front Florida Keys Gem

3 out of 5
Tavernier
Stay at this 3-star cottage in Tavernier. Enjoy free parking, balconies, and air conditioning. Popular attractions Old Road Gallery and Florida Keys Dive Center ...
Opens in a new windowHalf-mi to Boat Ramp: Canal-front Florida Keys Gem
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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.

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

Islamorada Cottages essential information

Accommodation
30 Cottages
Lowest Price
NZ$289
Highest Price
NZ$425
Popular accommodation
Oceanfront Private Cottage!, Mercy’s waterfront piece of paradise, Cottage w/ Bay View FREE Kayaks, Snorkel`, Canal-front Florida Keys Home w/ Dock!, Luxury Key Largo Home w/ Guest House & Pool!, Waterfront Gem w/ Decks, Views & More in Key Largo, Walk to Beach: Home 8 Mi to Key Largo!, Close to Beach: Canal-front Home in Islamorada, Half-mi to Boat Ramp: Canal-front Florida Keys Gem

Top trending hotels in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$289 per night from 30 Sept to 1 Oct
NZ$289
30 Sept - 1 Oct
includes taxes & fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Opens in a new windowCheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$318 per night from 24 Sept to 25 Sept
NZ$318
24 Sept - 25 Sept
includes taxes & fees
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
Opens in a new windowChesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$425 per night from 29 Sept to 30 Sept
NZ$425
29 Sept - 30 Sept
includes taxes & fees
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
Opens in a new windowAmara Cay Resort
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Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$404 per night from 29 Sept to 30 Sept
NZ$404
29 Sept - 30 Sept
includes taxes & fees
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Don't see what you're looking for?
See all available properties in Islamorada
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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.