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
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Longboat Key cottages

Outdoor dining

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

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is SAR 274
SAR 945 total
includes taxes & fees
19 Sep - 20 Sep
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Exterior

2. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The "Grouper"
House (2 Bedrooms) | Interior

3. 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 1,261 total
includes taxes & fees
3 Sep - 4 Sep
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Property grounds

4. Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (11 reviews)
"Very nice location. "
United States
Daniel o.
The price is SAR 432
SAR 1,106 total
includes taxes & fees
20 Sep - 21 Sep
Coastal Luxury 7mi to Anna Maria Private Cottage
1 bedroom, iron/ironing board, WiFi, bed sheets

5. Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
Cozy Lido Key Bungalow by Pool & Beach
1 bedroom, iron/ironing board, WiFi, bed sheets

6. Lido Bungalow Walk to Beach & St. Armand's Circle

Lido Bungalow Walk to Beach & St. Armand's Circle
Lido Key
Lido Bungalow Walk to Beach & St. Armand's Circle
Exterior

7. Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
Yellow Palm Cottage steps from the beach
Property grounds

8. 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)
"Very nice property! Clean and lovely water view!"
United States
Sadie E.
The price is SAR 1,123
SAR 2,455 total
includes taxes & fees
22 Aug - 23 Aug
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Exterior

9. 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, (37 reviews)
"House was in great condition and very comfortable. Ideal location! "
United States
Scott B.
The price is SAR 903
SAR 3,124 total
includes taxes & fees
11 Sep - 12 Sep
Beautiful Guest House Near the Beach with Private Pool!
Exterior

10. Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
Blue Dolphin Cottage steps from the beach
Exterior

11. 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, (190 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds

12. 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, (29 reviews)
"Nice place, a little noisy in the morning but a good convenient location for a girls trip. It was clean and beds were decent. The water pressure was not great but that being said, I would stay here again!"
United States
Amy H.
The price is SAR 993
SAR 3,282 total
includes taxes & fees
15 Sep - 16 Sep
Beautiful Condo on Pine Ave, 2 Blocks to Beach
Outdoor dining

13. Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
Cozy Lido Key Studio Steps to Beach & Kayaking
Property grounds

14. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is SAR 8,507
SAR 11,186 total
includes taxes & fees
24 Aug - 25 Aug
3716 7th Ave W
Exterior

15. 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.
The price is SAR 372
SAR 1,142 total
includes taxes & fees
2 Sep - 3 Sep
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Property grounds

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

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.2 out of 10, Wonderful, (26 reviews)
"Great location! "
United States
Quinton W.
Sunny PaG Island rental w/bikes-just steps2beach
Exterior

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

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.6 out of 10, Exceptional, (50 reviews)
"Clean, quiet and an easy walk to the beach."
United States
Marion W.
Steps 2 Beach- Cottage w/king bd +2bikes +parking
Exterior

18. 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, (31 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Interior

19. Beach Road

Beach Road
2.0 star property
Siesta Key
Beach Road
Interior

20. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is SAR 1,393
SAR 2,565 total
includes taxes & fees
31 Aug - 1 Sep
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

Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA

10/10 Excellent
"Clean & well maintained .Exceptional location!Steps to pool & beach!We’ve already booked another getaway!"
Michael V. 1-night trip
Posted 9 hours ago
Oceanfront Oasis – Longboat Key 226 by RVA

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