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 $421

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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 Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (33 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
Silver Sands Serenity – Unit 234 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, (84 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 $238
CA $503 total
includes taxes & fees
Sep 26 - Sep 27
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 $245
CA $473 total
includes taxes & fees
Sep 28 - Sep 29
Seaside Escape – Beach Castle #24 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

4. 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 $522 total
includes taxes & fees
Sep 29 - Sep 30
1BR Beach Getaway – Silver Sands #254 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

5. 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 $229
CA $491 total
includes taxes & fees
Oct 1 - Oct 2
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

6. 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 $303
CA $560 total
includes taxes & fees
Sep 25 - Sep 26
Gulf Views – Silver Sands #250, Longboat Key by RVA
A sandy beach path flanked by dense green foliage leading to the ocean.

7. 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 $302
CA $788 total
includes taxes & fees
Sep 26 - Sep 27
Gulf Getaway – Beach Castle #12 by RVA
A beach with clear turquoise water and a sandy shore.

8. Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (84 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 $211
CA $439 total
includes taxes & fees
Oct 4 - Oct 5
Beachfront Studio – Cabana #5B by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

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

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (110 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 $269
CA $546 total
includes taxes & fees
Sep 30 - Oct 1
Gulf Front Escape – Silver Sands #252 by RVA
A beach with clear blue water and a sandy shore, framed by green foliage.

10. Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
8.4 out of 10, Very good, (23 reviews)
"Excellent place to stay. "
United States
Hadley R.
The price is CA $281
CA $501 total
includes taxes & fees
Sep 28 - Sep 29
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
A wooden pathway leading to a beach with lush greenery and a clear sky.

11. 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 $211
CA $466 total
includes taxes & fees
Sep 28 - Sep 29
Coastal Comfort – Silver Sands Resort #233 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

12. 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 $264
CA $539 total
includes taxes & fees
Sep 28 - Sep 29
Silver Sands 1BR – Gulfside Comfort #255 by RVA
A beach with clear turquoise water and a sandy shore.

13. 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)
"The location of the condo is 10 out of 10. The views and beach access cannot be beat. We enjoyed the space and appreciated the small but functional kitchen. We even found some beach supplies and an umbrella in the closet! This is a very great space and location. We will be back!"
United States
Anthony B.
The price is CA $258
CA $591 total
includes taxes & fees
Oct 14 - Oct 15
Best views of the beach from your balcony Unit 301
A beach with clear turquoise water and a sandy shore.

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

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (77 reviews)
"It was nice. Enjoyed being on the beach and having a feeling of spaciousness."
United States
Eloisa A.
The price is CA $250
CA $517 total
includes taxes & fees
Oct 4 - Oct 5
Newly Renovated 1BR – Cabana Beach #5 RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

15. 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 $370
CA $790 total
includes taxes & fees
Sep 28 - Sep 29
Silver Sands #245S Resort by RVA
A living room with a sofa, a coffee table, and a TV. There is a balcony with a view of the ocean.

16. End of summer sale Take a peek awesome reviews 50 feet from sand

End of summer sale Take a peek awesome reviews 50 feet from sand
Longboat Key
10.0 out of 10, Exceptional, (152 reviews)
"This location is one of our favorite vacation spots - we try to come back every spring. This room was recently renovated and looks great, and the view of the beach is very relaxing. The host is very experienced and makes this trip a breeze. We’ll be back!"
United States
Angie E.
The price is CA $421
CA $858 total
includes taxes & fees
Oct 8 - Oct 9
End of summer sale Take a peek awesome reviews 50 feet from sand
A wooden pathway leading to a beach with lush greenery on either side.

17. 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 $183
CA $421 total
includes taxes & fees
Sep 26 - Sep 27
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A balcony with a view of a beach, a pool, and palm trees.

18. Island Time: Open Columbus Day Weekend!

Island Time: Open Columbus Day Weekend!
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 $272
CA $579 total
includes taxes & fees
Sep 29 - Sep 30
Island Time: Open Columbus Day Weekend!
A room with a view of the beach, a sofa, a chair, and a coffee table with decorative items.

19. 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 $378
CA $739 total
includes taxes & fees
Sep 29 - Sep 30
2BR Gulfside Paradise – Longboat Key by RVA
A view of a resort with a pool, tennis court, and a beach.

20. End-of-summer sale ready for a luxury 5-floor penthouse 60 ft from water,

End-of-summer sale ready for a luxury 5-floor penthouse 60 ft from water,
Longboat Key
10.0 out of 10, Exceptional, (218 reviews)
"Comfortable unit with a great view."
United States
Joan I.
The price is CA $422
CA $860 total
includes taxes & fees
Oct 13 - Oct 14
End-of-summer sale ready for a luxury 5-floor penthouse 60 ft from water,
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

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

10/10 Excellent
"After an anniversary trip last year and then again in May with our family, my husband and I returned again for our Anniversary! Everything was superb, especially the water pressure from the shower head!! That felt so good after our 14 hour drive!! Right on the beach and not too crowded! Our kids were jealous they couldn’t come back this time. We can’t wait to come back again with the family!"
Bonnie L. 3-night trip
Posted 2 days ago
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Find out more about Longboat Key

Longboat Key Condo Rentals information

Number of reviews
1,391
Accommodation
553 Condo Rentals
Lowest Price
CA $421
Highest Price
CA $858

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