Search Longboat Key Cottages

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Longboat Key Cottages

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
On the beach, sun-loungers, beach towels

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (60)
"Was easy to grab this little oasis in a pristine location to grab some much needed getaway time with the family. The surrounding area is low key and relaxed, plenty to do and see or just walk out and enjoy the beach!"
The price is £339
includes taxes & fees
16 Aug - 17 Aug
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
On the beach, sun-loungers, beach towels

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (95)
"We have stayed at this cottage before- just love this beach."
The price is £319
includes taxes & fees
17 Aug - 18 Aug
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
5 star Guest House heated pool on the water!
Beach

5 star Guest House heated pool on the water!

The price is £381
includes taxes & fees
16 Aug - 17 Aug
5 star Guest House heated pool on the water!
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Sun-loungers, beach towels

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

9.6 out of 10, Exceptional, (76)
"Its right next to everything we needed"
The price is £228
includes taxes & fees
27 Aug - 28 Aug
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is £380
includes taxes & fees
27 Aug - 28 Aug
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Haven cottage Across street from beach and Heated Pool
Terrace/patio

Haven cottage Across street from beach and Heated Pool

9.8 out of 10, Exceptional, (7)
"Enjoyed the property, a very nice little unit, very clean and enjoyable"
The price is £306
includes taxes & fees
20 Aug - 21 Aug
Haven cottage Across street from beach and Heated Pool
The Inn On Siesta Key
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (182)
"Great place to stay! "
The price is £221
includes taxes & fees
20 Aug - 21 Aug
The Inn On Siesta Key
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Beach

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

9.8 out of 10, Exceptional, (32)
"Fun stay, great location"
The price is £191
includes taxes & fees
16 Aug - 17 Aug
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Private King Bed Suite-Near AMI Beach-Walk D’Town.
Marina

Private King Bed Suite-Near AMI Beach-Walk D’Town.

9.6 out of 10, Exceptional, (36)
"The Sea Horse Cottage and Bradenton area were charming and beautiful....we had a nice time!!"
The price is £249
includes taxes & fees
30 Aug - 31 Aug
Private King Bed Suite-Near AMI Beach-Walk D’Town.
7mi to Anna Maria Newly Renovated Private Cottage
Private kitchen

7mi to Anna Maria Newly Renovated Private Cottage

The price is £180
includes taxes & fees
18 Aug - 19 Aug
7mi to Anna Maria Newly Renovated Private Cottage
The "Grouper"
Beach

The "Grouper"

9.6 out of 10, Exceptional, (31)
"Great location."
The price is £158
includes taxes & fees
19 Aug - 20 Aug
The "Grouper"
Romantic Island Getaway Just Steps from the Beach
TV

Romantic Island Getaway Just Steps from the Beach

2.0 star property
8.8 out of 10, Excellent, (3)
"It was great! Check in was super easy and anything you would need is nearby. "
The price is £378
includes taxes & fees
17 Aug - 18 Aug
Romantic Island Getaway Just Steps from the Beach
Steps to Beach+bikes VaCay getaway on PaG island
On the beach

Steps to Beach+bikes VaCay getaway on PaG island

10.0 out of 10, Exceptional, (12)
"These Bungalows are small, but packed with character and are less than a two minute walk to one of Floridas most serene, beautiful beaches. Owner was very helpful!"
The price is £218
includes taxes & fees
18 Aug - 19 Aug
Steps to Beach+bikes VaCay getaway on PaG island
Sunny PaG Island rental w/bikes-just steps2beach
On the beach

Sunny PaG Island rental w/bikes-just steps2beach

9.0 out of 10, Wonderful, (18)
"Cute little beach house a short walk to the beach, property shared with several other rentals but felt peaceful and quiet. Parking is on street nearby. Convenient location to explore the St. Petersburg area."
The price is £198
includes taxes & fees
3 Sept - 4 Sept
Sunny PaG Island rental w/bikes-just steps2beach
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Longboat Key Hotel Reviews

The Resort at Longboat Key Club

The Resort at Longboat Key Club

10/10 Excellent
"Excellent customer service. Gorgeous property and beach. Will stay here again. "
Geoffrey 1-night trip
Posted 6 days ago
The Resort at Longboat Key Club