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Our top choices for Longboat Key cottages

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (195 reviews)
"Great place to stay! "
United States
Carlos
The price is £542
includes taxes & fees
1 Apr - 2 Apr
The Inn On Siesta Key

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is £367
includes taxes & fees
29 Mar - 30 Mar
Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.2 out of 10, Wonderful, (71 reviews)
"This is a great spot, this was our 2nd time staying and we will definitely be back. "
United States
Jason W.
The price is £402
includes taxes & fees
31 Mar - 1 Apr
Direct Beachfront 2BR Cottage on Casey Key!

Steps to Riverwalk! Dtwn Bradenton Snowbird Haven

Steps to Riverwalk! Dtwn Bradenton Snowbird Haven
3.0 star property
Bradenton
The price is £372
includes taxes & fees
30 Mar - 31 Mar
Steps to Riverwalk! Dtwn Bradenton Snowbird Haven

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (181 reviews)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
The price is £429
includes taxes & fees
12 Apr - 13 Apr
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (52 reviews)
"The hosts were responsive and the bed was very comfy. "
United States
Dawn E.
The price is £160
includes taxes & fees
20 Apr - 21 Apr
The "Grouper"

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is £586
includes taxes & fees
28 Mar - 29 Mar
Blue Dolphin Cottage steps from the beach

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is £412
includes taxes & fees
1 Apr - 2 Apr
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (4 reviews)
"Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!"
United States
Tracee Candace L.
The price is £250
includes taxes & fees
16 Apr - 17 Apr
7mi to Anna Maria Newly Renovated Private Cottage

Steps 2 Beach- Cottage w/king bd +2bikes +parking

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.8 out of 10, Exceptional, (46 reviews)
"Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)"
United States
James C.
The price is £454
includes taxes & fees
14 Apr - 15 Apr
Steps 2 Beach- Cottage w/king bd +2bikes +parking

Beautiful Condo on Pine Ave, 2 Blocks to Beach

Beautiful Condo on Pine Ave, 2 Blocks to Beach
Anna Maria
8.8 out of 10, Excellent, (26 reviews)
"Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left "
United States
Paris K.
The price is £849
includes taxes & fees
27 Mar - 28 Mar
Beautiful Condo on Pine Ave, 2 Blocks to Beach

Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (34 reviews)
"Beautiful home perfectly located near the beach, bars and restaurants. "
United States
Bibiana G.
The price is £769
includes taxes & fees
15 Apr - 16 Apr
Beautiful Guest House Near the Beach with Private Pool!

Sunny PaG Island rental w/bikes-just steps2beach

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.0 out of 10, Wonderful, (19 reviews)
"Short walk to the beach and well-kept property. Very neat area."
United States
Emily M.
The price is £357
includes taxes & fees
19 Apr - 20 Apr
Sunny PaG Island rental w/bikes-just steps2beach

Beach Gear Provided! Omas House in Bradenton!

Beach Gear Provided! Omas House in Bradenton!
3.0 star property
Bradenton
The price is £394
includes taxes & fees
30 Mar - 31 Mar
Beach Gear Provided! Omas House in Bradenton!

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (123 reviews)
"Great place and great location........"
United States
chris w.
The price is £662
includes taxes & fees
11 Apr - 12 Apr
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is £2,291
includes taxes & fees
6 Apr - 7 Apr
3716 7th Ave W

Haven cottage Across street from beach and Heated Pool

Haven cottage Across street from beach and Heated Pool
Siesta Key
9.8 out of 10, Exceptional, (7 reviews)
"It was a beautiful place. Great staff. Awesome experience."
United States
Nicholas M.
The price is £702
includes taxes & fees
1 Apr - 2 Apr
Haven cottage Across street from beach and Heated Pool

Cabana Cottage Across street from Beach and Heated Pool

Cabana Cottage Across street from Beach and Heated Pool
Siesta Key
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful property and fantastic location. Everything you need at your fingertips for an enjoyable beach stay without ever having to leave the island!"
United States
Meghan J.
Cabana Cottage Across street from Beach and Heated Pool

Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
Bradenton Beach
8.8 out of 10, Excellent, (3 reviews)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is £534
includes taxes & fees
1 Apr - 2 Apr
Romantic Island Getaway! Just Steps from the Beach

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
8.8 out of 10, Excellent, (3 reviews)
"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "
United States
Kara F.
The price is £273
includes taxes & fees
11 Apr - 12 Apr
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
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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Top Longboat Key Hotel Reviews

Find out more about Longboat Key

Longboat Key Cottages information

Number of reviews
774
Accommodation
23 Cottages
Lowest Price
£160
Highest Price
£2,291

Frequently asked questions

Are there any family-friendly cottages in Longboat Key?
Get comfortable at Queen's Gate Resort, a 2.5-star cottage not far from downtown. Amenities here include a nearby beach and a barbecue grill. Another family-friendly pick where you can swap the concrete jungle for fresh air and nature is 105b 12th Street South Front 2 Bedroom Apts By Redawning. A barbecue grill and WiFi help make this 3-star cottage a guest favourite. Longboat Key has no shortage of family-friendly attractions to check out that'll entertain the kids. Florida Maritime Museum at Cortez and Island Gallery West promise a fun day out for visitors of all ages.
Why book your cottage in Longboat Key with Expedia?
Booking a cottage in Longboat Key is as easy as deciding on your travel dates and selecting your ideal place for outdoor recreation and relaxation. From high-end retreats to affordable properties and cottages that come with amenities like a kitchenette, Expedia has something for all traveller tastes. As for the best deals around? We've got them too!
How can I find cheap cottages in Longboat Key?
Expedia is here to help you track down cheap cottages in Longboat Key. To find a fantastic stay in a couple of quick clicks, simply use our handy filter tool to tailor your search results by star rating, budget and amenities.

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