Hot Longboat Key Cottage Rates

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Featured Cottages in Longboat Key

Longboat Key Cottage: Extended Stays Welcome!

Longboat Key Cottage: Extended Stays Welcome!

Longboat Key
When you stay at this cottage in Longboat Key, you'll be by the sea, within a 15-minute walk of Longboat Key Beaches and Cannons Marina.
Longboat Key Cottage: Extended Stays Welcome!
Barefoot Bungalow just steps away from the crystal sands & tourquoise water of the gulf, paradise!!

Barefoot Bungalow just steps away from the crystal sands & tourquoise water of the gulf, paradise!!

Longboat Key
Located in Longboat Key, this cottage is within a 15-minute drive of Lido Beach and St. Armands Circle.
Barefoot Bungalow just steps away from the crystal sands & tourquoise water of the gulf, paradise!!
Charming Bayside 1BR Cottage

Charming Bayside 1BR Cottage

Longboat Key
Located in Longboat Key, this cottage is within a 15-minute drive of Lido Beach and St. Armands Circle.
Charming Bayside 1BR Cottage
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FANTASTIC COTTAGE ON LONG BOAT KEY FLORIDA...WEEK OF March 30- April 6 2024

FANTASTIC COTTAGE ON LONG BOAT KEY FLORIDA...WEEK OF March 30- April 6 2024

LongBoat Key
With a stay at this cottage in Longboat Key, you'll be within a 15-minute drive of Lido Beach and St. Armands Circle.
FANTASTIC COTTAGE ON LONG BOAT KEY FLORIDA...WEEK OF March 30- April 6 2024
2BR Gulf Front, Feel the Gulf Breezes on the Porch

2BR Gulf Front, Feel the Gulf Breezes on the Porch

Longboat Key
With a stay at this cottage in Longboat Key, you'll be within a 15-minute drive of Lido Beach and St. Armands Circle.
2BR Gulf Front, Feel the Gulf Breezes on the Porch
2BR Cottage Bayside Time for Relaxation

2BR Cottage Bayside Time for Relaxation

Longboat Key
With a stay at this cottage in Longboat Key, you'll be within a 15-minute drive of Lido Beach and St. Armands Circle.
2BR Cottage Bayside Time for Relaxation
2BR Cottage Bayside of Property, Full Resort Amenities

2BR Cottage Bayside of Property, Full Resort Amenities

Longboat Key
Located in Longboat Key, this cottage is within a 15-minute drive of Lido Beach and St. Armands Circle.
2BR Cottage Bayside of Property, Full Resort Amenities
2BR Cottage Gulf Side of Property, Resort Amenities

2BR Cottage Gulf Side of Property, Resort Amenities

Longboat Key
Located in Longboat Key, this cottage is within a 15-minute drive of Lido Beach and St. Armands Circle.
2BR Cottage Gulf Side of Property, Resort Amenities
2BR Cottage Bay Views Bayside

2BR Cottage Bay Views Bayside

Longboat Key
When you stay at this cottage in Longboat Key, you'll be near the beach, within a 15-minute drive of Lido Beach and St. Armands Circle.
2BR Cottage Bay Views Bayside
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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.

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

Longboat Key Cottages essential information

Accommodation
21 Cottages
Lowest Price
AU$612
Highest Price
AU$1,889
Popular accommodation
Longboat Key Cottage: Extended Stays Welcome!, Barefoot Bungalow just steps away from the crystal sands & tourquoise water of the gulf, paradise!!, Charming Bayside 1BR Cottage, FANTASTIC COTTAGE ON LONG BOAT KEY FLORIDA...WEEK OF March 30- April 6 2024, 2BR Gulf Front, Feel the Gulf Breezes on the Porch, 2BR Cottage Bayside Time for Relaxation, 2BR Cottage Bayside of Property, Full Resort Amenities, 2BR Cottage Gulf Side of Property, Resort Amenities, 2BR Cottage Bay Views Bayside

Top trending hotels in Longboat Key

Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is AU$612 per night from 5 Jan to 6 Jan
AU$612
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at Zota Beach Resort in Longboat Key, you'll be on the waterfront, within a 15-minute drive of Lido Beach and St. Armands Circle.
Zota Beach Resort
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive, Longboat Key, FL
The price is AU$1,889 per night from 5 Jan to 6 Jan
AU$1,889
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at The St. Regis Longboat Key Resort in Longboat Key, you'll be on the waterfront, within a 10-minute drive of Lido Beach and St. Armands ...
The St. Regis Longboat Key Resort
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road, Longboat Key, FL
Fully refundableReserve now, pay when you stay
The price is AU$1,047 per night from 5 Jan to 6 Jan
AU$1,047
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at The Resort at Longboat Key Club in Longboat Key, you'll be by the ocean, within a 5-minute drive of Lido Beach and St. Armands Circle.
The Resort at Longboat Key Club
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Sea Club I Beach Resort

Sea Club I Beach Resort

3 out of 5
4141 Gulf of Mexico Drive, Longboat Key, FL
When you stay at Sea Club I Beach Resort in Longboat Key, you'll be on the beach, within a 15-minute drive of Lido Beach and St. Armands Circle.
Sea Club I Beach Resort
Don't see what you're looking for?
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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.