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Our top choices for Longboat Key cottages

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 AED 911
AED 1,978 total
includes taxes & fees
20 Apr - 21 Apr
Direct Beachfront 2BR Cottage on Casey Key!

Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (6 reviews)
"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."
United States
MO L.
The price is AED 314
AED 1,027 total
includes taxes & fees
22 Apr - 23 Apr
Coastal Luxury 7mi to Anna Maria Private Cottage

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
Stylish Retro Vibes Private BBQ & Beach Access

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 AED 562
AED 1,253 total
includes taxes & fees
27 Apr - 28 Apr
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

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 AED 565
AED 1,212 total
includes taxes & fees
19 Apr - 20 Apr
Sunny PaG Island rental w/bikes-just steps2beach

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)
"Very close to the village and we only had to cross the road to access the beach!! Loved it!!"
United States
Kim H.
The price is AED 1,028
AED 1,848 total
includes taxes & fees
10 May - 11 May
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is AED 946
AED 2,761 total
includes taxes & fees
20 Apr - 21 Apr
Blue Dolphin Cottage steps from the beach

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, (47 reviews)
"Everything that was needed for a restful holiday was included. Quiet location surrounded by restaurants, a block from the beach made our vacation the perfect choice! The hustle and bustle of condos and the busy beach fronts of St Beach beach melted away in the powdery sands of Pass-a-Grille. "
United States
Sherri C.
The price is AED 949
AED 1,821 total
includes taxes & fees
29 Apr - 30 Apr
Steps 2 Beach- Cottage w/king bd +2bikes +parking

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)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is AED 602
AED 1,341 total
includes taxes & fees
20 Apr - 21 Apr
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Pink Mango Cottage steps from the beach

Pink Mango Cottage steps from the beach
Siesta Key Village
The price is AED 995
AED 2,824 total
includes taxes & fees
20 Apr - 21 Apr
Pink Mango Cottage steps from the beach

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (58 reviews)
"I would recommend this place to anyone! It was extremely clean and neat, and we had a lovely time here! The host was very responsive and kind too. Overall, this place was above my expectations and a great place to stay."
United States
Lana
The "Grouper"

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

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Pass-a-Grille
10.0 out of 10, Exceptional, (22 reviews)
"Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! "
United States
Shaunte W.
The price is AED 669
AED 1,362 total
includes taxes & fees
4 May - 5 May
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

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.
Beautiful Condo on Pine Ave, 2 Blocks to Beach

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, (124 reviews)
"Was very enjoyable! Great place for our family to stay and visit!"
United States
john V.
The price is AED 1,230
AED 2,540 total
includes taxes & fees
4 May - 5 May
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 AED 8,448
AED 11,304 total
includes taxes & fees
17 Apr - 18 Apr
3716 7th Ave W

Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
Bradenton Beach
8.6 out of 10, Excellent, (4 reviews)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is AED 680
AED 2,161 total
includes taxes & fees
20 Apr - 21 Apr
Romantic Island Getaway! Just Steps from the Beach

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (118 reviews)
"Excellent Host, Great location, Excited to return"
United States
Anonymous traveler
The price is AED 911
AED 1,884 total
includes taxes & fees
19 Apr - 20 Apr
Casey Key Beachfront Escape: Charming 1BR Cottage

Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.6 out of 10, Exceptional, (45 reviews)
"Everything was wonderful. We would love to stay there again. Great location, lots of room, and very comfy beds. "
United States
Jennifer B.
The price is AED 1,612
AED 4,235 total
includes taxes & fees
9 May - 10 May
Adorable Cottage with Covered Balconies and Private Pool

Lido Key Getaway - Bikes & Beach Gear

Lido Key Getaway - Bikes & Beach Gear
Lido Key
The price is AED 478
AED 1,617 total
includes taxes & fees
23 Apr - 24 Apr
Lido Key Getaway - Bikes & Beach Gear

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, (87 reviews)
"Great stay - flexible early check-in!"
United States
Jill P.
The price is AED 364
AED 1,113 total
includes taxes & fees
28 Apr - 29 Apr
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
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

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