Longboat Key Vacation Rentals

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Our top choices for Longboat Key vacation rentals

Cabana Beach Club - Beachfront ~ Stunning Ocean View ~ 2br/2ba. Full Kitchen

Cabana Beach Club - Beachfront ~ Stunning Ocean View ~ 2br/2ba. Full Kitchen
Longboat Key
9.8 out of 10, Exceptional, (259 reviews)
"Very clean and “homey”. Access to the beach is so easy and close. Quaint and quiet with great access to the rest of the island. The Host communicated well and made sure our stay was everything we hoped for. "
United States
R. Brian L.
Cabana Beach Club - Beachfront ~ Stunning Ocean View ~ 2br/2ba. Full Kitchen

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Longboat Key
8.8 out of 10, Excellent, (14 reviews)
"This was amazing ! It was just as pictured! Everything was new and clean on the property and the beach was 10 feet outside your door. "
United States
Jeremy P.
The price is ¥70,242
¥108,845 total
includes taxes & fees
Feb 17 - Feb 18
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (91 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: Will stay here again"
United States
Chrissy C.
The price is ¥40,466
¥73,665 total
includes taxes & fees
Feb 27 - Feb 28
1BR Beach Getaway – Silver Sands #254 by RVA

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (83 reviews)
"Beautiful location and the beach is amazing "
United States
Heather A.
The price is ¥45,810
¥78,381 total
includes taxes & fees
Feb 18 - Feb 19
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Beachfront Paradise on LBK - Steps to Sugar Sand, Gulf Waves and Magical Sunsets

Beachfront Paradise on LBK - Steps to Sugar Sand, Gulf Waves and Magical Sunsets
Longboat Key
10.0 out of 10, Exceptional, (23 reviews)
"Great location and views! Our room had everything we need. The whole area is still fixing up from last year’s hurricanes, so we were fortunate to find great accommodations. Will stay again!"
United States
Rhonda A.
Beachfront Paradise on LBK - Steps to Sugar Sand, Gulf Waves and Magical Sunsets

2BR Gulfside Paradise – Longboat Key by RVA

2BR Gulfside Paradise – Longboat Key by RVA
Longboat Key
9.8 out of 10, Exceptional, (75 reviews)
"Very clean "
United States
Lana
The price is ¥41,076
¥78,405 total
includes taxes & fees
Feb 19 - Feb 20
2BR Gulfside Paradise – Longboat Key by RVA

Direct Oceanview on LBK!

Direct Oceanview on LBK!
Longboat Key
10.0 out of 10, Exceptional, (119 reviews)
"Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!"
United States
Amy K
Direct Oceanview on LBK!

Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (74 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: The condo was clean and had all that we needed for our two night stay. Loved it will be back again... just a little walk to the beach and some he pool was very nice as well."
United States
Nancy C.
The price is ¥30,845
¥60,921 total
includes taxes & fees
Mar 10 - Mar 11
Newly Renovated 1BR – Cabana Beach #5 RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (62 reviews)
"Super beautiful beach and heated pool. So nice. My room had zero view but it was fine. You are there for beach. Not the room. It was clean. Pool was so clear and warm! Coffee pot, refrig and micro all good. Bed was comfy. No sink in apt except bathroom sink. Awkward. But fine. Sunrise to sunset . "
United States
Pamela
The price is ¥37,564
¥69,884 total
includes taxes & fees
Mar 11 - Mar 12
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

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, (75 reviews)
"Beautiful beach, great views from the balcony, we had a great stay."
United States
Meghan P.
The price is ¥42,451
¥76,349 total
includes taxes & fees
Feb 27 - Feb 28
Gulf Views – Silver Sands #250, Longboat Key by RVA

Updated Beachfront Condo at Prestigious Long Boat Key Resort

Updated Beachfront Condo at Prestigious Long Boat Key Resort
Longboat Key
8.4 out of 10, Very Good, (16 reviews)
"Perfect view, super clean, convenient, was the perfect size for me and my husband. We stayed for our 10 year anniversary and everything was perfect. "
United States
HALEY B.
The price is ¥64,898
¥141,776 total
includes taxes & fees
Feb 20 - Feb 21
Updated Beachfront Condo at Prestigious Long Boat Key Resort

Direct Beach Access – Silver Sands #249 by RVA

Direct Beach Access – Silver Sands #249 by RVA
Longboat Key
9.2 out of 10, Wonderful, (57 reviews)
"Perfect location "
United States
Rachel H.
The price is ¥48,864
¥95,299 total
includes taxes & fees
Feb 21 - Feb 22
Direct Beach Access – Silver Sands #249 by RVA

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (73 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
Relax at Gulf – Silver Sands Resort #232, Longboat

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, (42 reviews)
"Enjoyed our stay"
United States
Susan C.
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Beachfront Bliss on Longboat Key- Steps to the sand

Beachfront Bliss on Longboat Key- Steps to the sand
Longboat Key
8.6 out of 10, Excellent, (4 reviews)
"Great locale right on the beach "
United States
Carole
The price is ¥32,983
¥61,092 total
includes taxes & fees
Feb 24 - Feb 25
Beachfront Bliss on Longboat Key- Steps to the sand

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very Good, (74 reviews)
"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "
United States
K M.
The price is ¥22,905
¥45,156 total
includes taxes & fees
Feb 25 - Feb 26
Beachfront Studio – Cabana #5B by RVA

Coastal Comfort - Beach Castle #23 by RVA

Coastal Comfort - Beach Castle #23 by RVA
Longboat Key
10.0 out of 10, Exceptional, (58 reviews)
"Amazing family vacation and loved the location!"
United States
Kaitlin M.
Coastal Comfort - Beach Castle #23 by RVA

Silver Sands #245A Resort by RVA

Silver Sands #245A Resort by RVA
Longboat Key
8.6 out of 10, Excellent, (60 reviews)
"They are still recovering a bit from the storms past but longboat is a great local get away and this little place was very quiet and nice."
United States
Kimberly P.
The price is ¥32,831
¥62,992 total
includes taxes & fees
Mar 19 - Mar 20
Silver Sands #245A Resort by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (90 reviews)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
United States
Jessie
The price is ¥19,103
¥45,025 total
includes taxes & fees
Feb 17 - Feb 18
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Sun, Sand & Serenity – Beach Castle #17

Sun, Sand & Serenity – Beach Castle #17
Longboat Key
9.2 out of 10, Wonderful, (64 reviews)
"We LOVE this place"
United States
Joseph d.
The price is ¥36,801
¥63,223 total
includes taxes & fees
Feb 22 - Feb 23
Sun, Sand & Serenity – Beach Castle #17
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

Find out more about Longboat Key

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Frequently asked questions

Can I find a vacation rental in Longboat Key?

Yes, we have vacation rentals near popular local attractions in Longboat Key, or you can go with a secluded option if you're looking for relaxation. Nature enthusiasts will enjoy the popular beaches in Longboat Key. Make sure you have time to check out the monuments while you're in the area.

What are some of the best vacation rentals that Longboat Key has to offer?

Siesta Key Island Rentals: This vacation home near Longboat Key comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Longboat Key?

Choose from 17 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

Jewfish Key and Longboat Key Beaches are a couple of lovely local spots to get outside and enjoy nature. Lido Beach and Siesta Key Beach are other popular places to visit in the area.

What are vacation rentals like in Longboat Key?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Longboat Key. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.