Hot Longboat Key Cottage Rates

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Featured Cottages in Longboat Key

FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5  2025

FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025

LongBoat Key
When you stay at this cottage in Longboat Key, you'll be on the beach, within a 10-minute drive of Coquina Beach and Cortez Beach.
FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025
Perfect cottage! Million dollar views

Perfect cottage! Million dollar views

Longboat Key
With a stay at this cottage in Longboat Key, you'll be within a 10-minute drive of Coquina Beach and Cortez Beach.
Perfect cottage! Million dollar views
2BR Gulf Front, Feel the Gulf Breezes on the Porch

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

Longboat Key
When you stay at this cottage in Longboat Key, you'll be on the beach, within a 10-minute drive of Coquina Beach and Cortez Beach.
2BR Gulf Front, Feel the Gulf Breezes on the Porch
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2BR Cottage Bay Views Bayside

2BR Cottage Bay Views Bayside

Longboat Key
When you stay at this cottage in Longboat Key, you'll be on the beach, within a 10-minute drive of Coquina Beach and Cortez Beach.
2BR Cottage Bay Views Bayside
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 on the waterfront, a 4-minute drive from Coquina Beach and 6 minutes from Cortez Beach.
Longboat Key Cottage: Extended Stays Welcome!
2BR Cottage Bayside Time for Relaxation

2BR Cottage Bayside Time for Relaxation

Longboat Key
When you stay at this cottage in Longboat Key, you'll be on the beach, within a 10-minute drive of Coquina Beach and Cortez Beach.
2BR Cottage Bayside Time for Relaxation
2BR Cottage Bayside Close to the Pool

2BR Cottage Bayside Close to the Pool

Longboat Key
When you stay at this cottage in Longboat Key, you'll be on the beach, within a 10-minute drive of Coquina Beach and Cortez Beach.
2BR Cottage Bayside Close to the Pool
Charming Bayside 1BR Cottage

Charming Bayside 1BR Cottage

Longboat Key
When you stay at this cottage in Longboat Key, you'll be on the beach, within a 10-minute drive of Coquina Beach and Cortez Beach.
Charming Bayside 1BR Cottage
2BR Cottage Gulf Side of Property, Resort Amenities

2BR Cottage Gulf Side of Property, Resort Amenities

Longboat Key
When you stay at this cottage in Longboat Key, you'll be on the beach, within a 10-minute drive of Coquina Beach and Cortez Beach.
2BR Cottage Gulf Side of Property, Resort Amenities
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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
23 Cottages
Lowest Price
AU$549
Highest Price
AU$1,659
Popular accommodation
FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025, Perfect cottage! Million dollar views, 2BR Gulf Front, Feel the Gulf Breezes on the Porch, 2BR Cottage Bay Views Bayside, Longboat Key Cottage: Extended Stays Welcome!, 2BR Cottage Bayside Time for Relaxation, 2BR Cottage Bayside Close to the Pool, Charming Bayside 1BR Cottage, 2BR Cottage Gulf Side of Property, Resort Amenities

Top trending hotels in Longboat Key

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$1,659 per night from 12 May to 13 May
AU$1,659
includes taxes & fees
12 May - 13 May
When you stay at The St. Regis Longboat Key Resort in Longboat Key, you'll be on the beach, a 5-minute drive from Mote Marine Laboratory & Aquarium and 6 minutes ...
The St. Regis Longboat Key Resort
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$549 per night from 18 May to 19 May
AU$549
includes taxes & fees
18 May - 19 May
When you stay at Zota Beach Resort in Longboat Key, you'll be on the beach, within a 10-minute drive of Coquina Beach and Cortez Beach.
Zota Beach 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$1,028 per night from 28 Apr to 29 Apr
AU$1,028
includes taxes & fees
28 Apr - 29 Apr
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 Mote Marine Laboratory & ...
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 10-minute drive of Coquina Beach and Mote Marine Laboratory & ...
Sea Club I Beach Resort
Don't see what you're looking for?
See all available properties in Longboat 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.