A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Longboat Key cottages

A two-story house with a green exterior, a blue door, and orange trim.

1. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (75 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is SAR 372
SAR 800 total
includes taxes & fees
8 Oct - 9 Oct
The "Grouper"
A patio with two blue lounge chairs, a potted plant, and a gravel area.

2. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is SAR 657
SAR 1,262 total
includes taxes & fees
6 Oct - 7 Oct
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

3. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Clean and nice place"
United States
Ismael
The price is SAR 203
SAR 862 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Private Cottage, Minutes to Anna Maria Island
A small, single-story mobile home with a front porch, a small attached garage, and a clock tower.

4. Bridge Street Beach House | Wi-Fi | Center of All

Bridge Street Beach House | Wi-Fi | Center of All
Bridge Street
10.0 out of 10, Exceptional, (5 reviews)
"Great location, clean accommodations, good communication with host. ..."
United States
leslie m.
Bridge Street Beach House | Wi-Fi | Center of All
A pair of stacked front-loading washing machines in a commercial setting.

5. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
The price is SAR 520
SAR 1,339 total
includes taxes & fees
8 Oct - 9 Oct
Beach View 100ft To Beach and SPA
A bathroom with a toilet, a glass-enclosed shower, and a framed picture on the wall.

6. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
10.0 out of 10, Exceptional, (1 review)
"5 Stars: This cozy studio was exactly what we were looking for. Alexander was pleasant and friendly, the check in/check out process was easy. The location was fabulous- perhaps slightly too far to walk to St.Armand’s , but a quick ride on the rentable VEO bikes/scooters. The accommodations were clean, and beachy. We did not have an opportunity to use the pool, so I do have any objective comments for the pool. If we are in the area again, we would definitely stay here again!"
United States
lisa o.
Coastal Studio, Walk to St Armand's or Lido Beach
A bedroom with a bed, a ceiling fan, a window with curtains, a wooden wardrobe, and a framed picture on the wall.

7. Cozy Lido Studio by Beach & St Armand's

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is SAR 789
SAR 1,822 total
includes taxes & fees
31 Oct - 1 Nov
Cozy Lido Studio by Beach & St Armand's
A single-story house with a blue exterior, a front door, and a small porch area.

8. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Shared sunbathing deck by the pool, at the resort.

9. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is SAR 469
SAR 1,298 total
includes taxes & fees
6 Oct - 7 Oct
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
A white house with a covered porch, surrounded by a gravel driveway and various tropical plants.

10. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is SAR 7,798
SAR 10,384 total
includes taxes & fees
15 Oct - 16 Oct
3716 7th Ave W
A balcony with wicker furniture, a grill, and a view of a marina with boats and greenery.

11. 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, (129 reviews)
"Place is great and clean. Love how smooth everything was. Jenny is easy to communicate as well"
United States
Natalia D.
The price is SAR 939
SAR 2,198 total
includes taxes & fees
6 Oct - 7 Oct
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
A residential house with a white fence, a palm tree, and a parked car.

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

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (90 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
A patio with a table set for two, a blue umbrella, and a white fence.

13. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
The price is SAR 698
SAR 1,719 total
includes taxes & fees
16 Oct - 17 Oct
Studio by Lido Beach w heated pool
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

14. Sunny PaG Island rental w/bikes-just steps2beach

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.4 out of 10, Exceptional, (28 reviews)
"Wonderful place to stay. Great location to the beach, restaurants and shopping. If you want a peaceful getaway highly recommend."
United States
Janise W.
The price is SAR 586
SAR 1,306 total
includes taxes & fees
7 Oct - 8 Oct
Sunny PaG Island rental w/bikes-just steps2beach
A modern house with a driveway, a tree with purple lighting, and a white car parked in front.

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

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
8.4 out of 10, Very good, (10 reviews)
"The house was truly lovely, and the hosts were exceptionally caring, kind, and attentive in their communication. It was wonderful to be so close to the beach, with stores conveniently nearby, making the stay feel comfortable and welcoming."
United States
Kandra R.
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
A beachfront property with a house, palm trees, and a view of the ocean.

16. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (132 reviews)
"Beautiful gulf view."
United States
Audrey B.
The price is SAR 1,119
SAR 2,272 total
includes taxes & fees
17 Oct - 18 Oct
Casey Key Beachfront Escape: Charming 1BR Cottage
A yellow building with a blue door and a white staircase.

17. Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Pass-a-Grille
9.8 out of 10, Exceptional, (33 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
The price is SAR 626
SAR 1,367 total
includes taxes & fees
6 Oct - 7 Oct
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
A small house with a porch, surrounded by a grassy yard and dense foliage.

18. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is SAR 301
SAR 949 total
includes taxes & fees
6 Oct - 7 Oct
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
A wooden deck with a view of the ocean, a barbecue grill, and a cart.

19. Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.4 out of 10, Exceptional, (84 reviews)
"Great vacation!!"
United States
Dominic C.
Direct Beachfront 2BR Cottage on Casey Key!
A wooden deck with a glass door leading to a lake view, surrounded by greenery.

20. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is SAR 1,509
SAR 2,696 total
includes taxes & fees
26 Oct - 27 Oct
Siesta Heron 6 / Sunset
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

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Es un Hotel muy lindo, limpio y lo que más me gusta es la tranquilidad y la paz excéntrica para disfrutar sus áreas y luego descansar en sus cómodas habitaciones"
Milenys 2-night trip
Posted 11 hours ago
Zota Beach Resort

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