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

Search Condos Rentals in Longboat Key from CA $427

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Longboat Key condo rentals

A wooden pathway leading to a beach with lush greenery and a clear sky.

1. Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (89 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: What a great experience beautiful room,very clean,best location,private, very clean,all staff was polite and helpful"
United States
Anonymous traveller
The price is CA $259
CA $525 total
includes taxes & fees
Sep 8 - Sep 9
Silver Sands 1BR – Gulfside Comfort #255 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

2. Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.4 out of 10, Exceptional, (83 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
The price is CA $233
CA $493 total
includes taxes & fees
Sep 13 - Sep 14
Relax at Gulf – Silver Sands Resort #232, Longboat
A sandy beach path flanked by dense green foliage leading to the ocean.

3. Seaside Escape – Beach Castle #24 by RVA

Seaside Escape – Beach Castle #24 by RVA
Longboat Key
9.2 out of 10, Wonderful, (51 reviews)
"Loved staying here"
United States
James
The price is CA $240
CA $460 total
includes taxes & fees
Sep 8 - Sep 9
Seaside Escape – Beach Castle #24 by RVA
A sandy beach path flanked by dense green foliage leading to the ocean.

4. Coastal Comfort – Beach Castle #26 by RVA

Coastal Comfort – Beach Castle #26 by RVA
Longboat Key
9.6 out of 10, Exceptional, (48 reviews)
"Stayed 5 days. Lovely condo, everything we needed was there."
United States
Grace E.
The price is CA $236
CA $454 total
includes taxes & fees
Sep 8 - Sep 9
Coastal Comfort – Beach Castle #26 by RVA
A beach with clear turquoise water and a sandy shore.

5. Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (83 reviews)
"The cabana was a fantastic place to escape. It had easy access to both the beach and the pool. My kids loved every moment there."
United States
Roxana P.
The price is CA $207
CA $427 total
includes taxes & fees
Sep 8 - Sep 9
Beachfront Studio – Cabana #5B by RVA
A beach view from a balcony with a railing, ocean, and beach vegetation.

6. Sunny Days on LBK: Open Wed, Sept 9th!

Sunny Days on LBK: Open Wed, Sept 9th!
Longboat Key
10.0 out of 10, Exceptional, (97 reviews)
"Just got back from our long weekend trip to Longboat Key. Had a marvelous stay in the Vitamin Sea property. Everything was just perfect - really nice unit with all the necessities already stocked, steps from a beautiful beach and gorgeous sunsets, and great amenities (to include miniature golf)! Great pool for morning swims. Our host, Heidi, was a gem! Easy reservation/check-in and always making sure we had everything we needed. She even surprised us with a shell ornament gift and cinnamon...
United States
Richard
The price is CA $241
CA $500 total
includes taxes & fees
Sep 9 - Sep 10
Sunny Days on LBK: Open Wed, Sept 9th!
A wooden pathway leading to a beach with lush greenery and a clear sky.

7. Gulf Views – Silver Sands #250, Longboat Key by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA
Longboat Key
9.0 out of 10, Wonderful, (81 reviews)
"The host staff were very helpful."
United States
Ann S.
The price is CA $297
CA $579 total
includes taxes & fees
Sep 13 - Sep 14
Gulf Views – Silver Sands #250, Longboat Key by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

8. Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
Longboat Key
8.8 out of 10, Excellent, (44 reviews)
"Beach was perfect!"
United States
Carmela D.
The price is CA $225
CA $477 total
includes taxes & fees
Sep 8 - Sep 9
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
A sandy beach path flanked by dense green foliage leading to the ocean.

9. Gulf Getaway – Beach Castle #12 by RVA

Gulf Getaway – Beach Castle #12 by RVA
Longboat Key
9.6 out of 10, Exceptional, (43 reviews)
"Amazing resort and housing. Will be back and enjoying all that Beach Castle has to offer!"
United States
Blake S.
The price is CA $273
CA $544 total
includes taxes & fees
Sep 8 - Sep 9
Gulf Getaway – Beach Castle #12 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

10. 1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (98 reviews)
"Great view, clean, beautiful!"
United States
Bethany
The price is CA $252
CA $515 total
includes taxes & fees
Sep 8 - Sep 9
1BR Beach Getaway – Silver Sands #254 by RVA
A beach with clear turquoise water and a sandy shore.

11. Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (93 reviews)
"Everything was great "
United States
kirt v.
The price is CA $241
CA $563 total
includes taxes & fees
Sep 17 - Sep 18
Best views of the beach from your balcony Unit 301
A pathway leading to a beach with a palm tree and green bushes.

12. Gulfside Comfort – Beach Castle #4 by RVA

Gulfside Comfort – Beach Castle #4 by RVA
Longboat Key
9.0 out of 10, Wonderful, (46 reviews)
"Everything was great, would definitely stay again!"
United States
Shelly V.
Gulfside Comfort – Beach Castle #4 by RVA
A wooden pathway leading to a beach with lush greenery on either side.

13. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
The price is CA $193
CA $435 total
includes taxes & fees
Sep 11 - Sep 12
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

14. Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (107 reviews)
"This place is a little dated but extremely clean! We will stay here again! The location to the beach was unmatchable!"
United States
Jessica C.
The price is CA $263
CA $530 total
includes taxes & fees
Sep 8 - Sep 9
Gulf Front Escape – Silver Sands #252 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

15. Coastal Comfort – Silver Sands Resort #233 by RVA

Coastal Comfort – Silver Sands Resort #233 by RVA
Longboat Key
8.8 out of 10, Excellent, (35 reviews)
"3rd time here already booked another trip. So easy! Love it here!"
United States
Emily
The price is CA $207
CA $453 total
includes taxes & fees
Sep 8 - Sep 9
Coastal Comfort – Silver Sands Resort #233 by RVA
A beach with clear turquoise water and a sandy shore.

16. Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (76 reviews)
"The view and beach access was amazing. Loved our stay. "
United States
Julie F.
The price is CA $246
CA $505 total
includes taxes & fees
Sep 8 - Sep 9
Newly Renovated 1BR – Cabana Beach #5 RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

17. Silver Sands #245S Resort by RVA

Silver Sands #245S Resort by RVA
Longboat Key
9.0 out of 10, Wonderful, (31 reviews)
"Location, pool out the patio door, clean beach, just steps out door to ocean. Great staff at check-in & out. Clean grounds"
United States
Nancy J.
The price is CA $363
CA $775 total
includes taxes & fees
Sep 9 - Sep 10
Silver Sands #245S Resort by RVA
A room with a view of the beach, a sofa, a chair, and a coffee table with decorative items.

18. 2BR Gulfside Paradise – Longboat Key by RVA

2BR Gulfside Paradise – Longboat Key by RVA
Longboat Key
9.8 out of 10, Exceptional, (87 reviews)
"Beautiful location- perfect for the whole family."
United States
Dana B.
The price is CA $371
CA $725 total
includes taxes & fees
Sep 7 - Sep 8
2BR Gulfside Paradise – Longboat Key by RVA
A room with a large window overlooking a beach, a round table with chairs, and a wicker chair with a cushion.

19. The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.2 out of 10, Wonderful, (88 reviews)
"Great location and great views!"
United States
Mark H.
The price is CA $259
CA $525 total
includes taxes & fees
Sep 11 - Sep 12
The Beach on Longboat Key #227 Resort by RVA
A balcony with a pool, overlooking a beach with palm trees and umbrellas.

20. Island Time: Open Sept 13th - 16th!

Island Time: Open Sept 13th - 16th!
Longboat Key
10.0 out of 10, Exceptional, (134 reviews)
"Great view of the beach and could watch sunset right from balcony, host was awesome, she gave all.kinds of suggestions and was very quick to respond to any questions we had. Would recommend this unit to anyone. They have beach supplies so you dont have to buy any of that. Longboat was very beautiful area."
United States
Gina
The price is CA $310
CA $588 total
includes taxes & fees
Sep 29 - Sep 30
Island Time: Open Sept 13th - 16th!
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

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"Perfecto"
Lisa 3-night trip
Posted 3 hours ago
The St. Regis Longboat Key Resort

Find out more about Longboat Key

Longboat Key Condo Rentals information

Number of reviews
1,265
Accommodation
553 Condo Rentals
Lowest Price
CA $427
Highest Price
CA $775

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