Longboat Key Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Longboat Key vacation rentals

On the beach, beach umbrellas

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (93 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 ￥55,540
￥94,217 total
includes taxes & fees
Mar 29 - Mar 30
1BR Beach Getaway – Silver Sands #254 by RVA
On the beach

2BR Gulf View Condo Cabana Beach Club #7 by RVA

2BR Gulf View Condo Cabana Beach Club #7 by RVA
Longboat Key
9.6 out of 10, Exceptional, (72 reviews)
"It was a wonderful location "
United States
Kerri S.
The price is ￥71,613
￥122,945 total
includes taxes & fees
Mar 19 - Mar 20
2BR Gulf View Condo Cabana Beach Club #7 by RVA
Outdoor dining

Sun- Kissed Memories: Open Thursday, March 26th!

Sun- Kissed Memories: Open Thursday, March 26th!
Longboat Key
10.0 out of 10, Exceptional, (120 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
The price is ￥43,127
￥76,574 total
includes taxes & fees
Mar 26 - Mar 27
Sun- Kissed Memories: Open Thursday, March 26th!
On the beach, beach umbrellas

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (102 reviews)
"Perfect for our family "
United States
Alan B.
The price is ￥39,467
￥72,735 total
includes taxes & fees
Mar 24 - Mar 25
Gulf Front Escape – Silver Sands #252 by RVA
On the beach, beach umbrellas

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (76 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
The price is ￥36,099
￥68,317 total
includes taxes & fees
Mar 20 - Mar 21
Relax at Gulf – Silver Sands Resort #232, Longboat
On the beach, beach umbrellas

Elegance Meets Ocean – Silver Sands #248 by RVA

Elegance Meets Ocean – Silver Sands #248 by RVA
Longboat Key
8.4 out of 10, Very Good, (45 reviews)
"Low key and had everything we needed. Short drive to restaurants/bars and other activities. "
United States
Deb B.
The price is ￥41,058
￥75,755 total
includes taxes & fees
Mar 18 - Mar 19
Elegance Meets Ocean – Silver Sands #248 by RVA
On the beach

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
8.0 out of 10, Very Good, (12 reviews)
"Amazing property with direct beach access. "
United States
maria m.
The price is ￥35,807
￥61,214 total
includes taxes & fees
Mar 29 - Mar 30
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
On the beach, beach umbrellas

Steps to Beach – Silver Sands 2BR Condo #243S by RVA

Steps to Beach – Silver Sands 2BR Condo #243S by RVA
Longboat Key
9.2 out of 10, Wonderful, (31 reviews)
"Extremely convenient access to beach, Large pool, putting green, and pool toys made our stay very fun. "
United States
Maria
The price is ￥39,453
￥85,081 total
includes taxes & fees
Mar 22 - Mar 23
Steps to Beach – Silver Sands 2BR Condo #243S by RVA
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (77 reviews)
"Fantastic location right on the beach! The unit was very clean and came equipped with everything we needed. We will stay there again :)"
United States
Anonymous traveler
The price is ￥53,153
￥96,329 total
includes taxes & fees
Apr 12 - Apr 13
Drift & Dune – Longboat Beachfront #101 RVA
On the beach

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (92 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 ￥40,571
￥74,951 total
includes taxes & fees
Mar 23 - Mar 24
Oceanfront Bliss–Longboat Key Beach 106 by RVA
TV

2BR Gulfside Paradise – Longboat Key by RVA

2BR Gulfside Paradise – Longboat Key by RVA
Longboat Key
9.8 out of 10, Exceptional, (78 reviews)
"Very clean "
United States
Lana
The price is ￥63,656
￥110,025 total
includes taxes & fees
Apr 14 - Apr 15
2BR Gulfside Paradise – Longboat Key by RVA
On the beach

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, (18 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 ￥63,497
￥141,498 total
includes taxes & fees
Apr 14 - Apr 15
Updated Beachfront Condo at Prestigious Long Boat Key Resort
On the beach, sun loungers, beach towels

Vitamin Sea Escape: Open This Wednesday, $225/nt + Fees!

Vitamin Sea Escape: Open This Wednesday, $225/nt + Fees!
Longboat Key
10.0 out of 10, Exceptional, (88 reviews)
"The perfect beach cottage for our wedding anniversary. We had everything we needed including beautiful weather ."
United States
Julie Q.
The price is ￥55,699
￥96,184 total
includes taxes & fees
Apr 14 - Apr 15
Vitamin Sea Escape: Open This Wednesday, $225/nt + Fees!
On the beach, beach umbrellas

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 ￥24,918
￥52,689 total
includes taxes & fees
Mar 22 - Mar 23
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
On the beach

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 ￥35,620
￥64,557 total
includes taxes & fees
Apr 11 - Apr 12
Beachfront Studio – Cabana #5B by RVA
On the beach, beach umbrellas

Bright Beach Studio – Silver Sands #255A by RVA

Bright Beach Studio – Silver Sands #255A by RVA
Longboat Key
8.8 out of 10, Excellent, (65 reviews)
"Perfect location and well-maintained unit - highly recommend!"
United States
Philip K.
The price is ￥32,425
￥64,075 total
includes taxes & fees
Mar 20 - Mar 21
Bright Beach Studio – Silver Sands #255A by RVA
Beach nearby, beach umbrellas, beach towels

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.
The price is ￥42,967
￥84,572 total
includes taxes & fees
Mar 22 - Mar 23
Coastal Comfort - Beach Castle #23 by RVA
Beach nearby

Renovated Beach Paradise. Ground Floor unit 64

Renovated Beach Paradise. Ground Floor unit 64
Longboat Key
9.8 out of 10, Exceptional, (63 reviews)
"The condo was very clean and the beach was very close."
United States
Rick C.
The price is ￥26,736
￥63,042 total
includes taxes & fees
Mar 29 - Mar 30
Renovated Beach Paradise. Ground Floor unit 64
On the beach, sun loungers, beach towels

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (85 reviews)
"Beautiful location and the beach is amazing "
United States
Heather A.
The price is ￥41,210
￥73,610 total
includes taxes & fees
Apr 6 - Apr 7
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Beach

Winter’s Overrated. Longboat Key Isn’t. — 2BR w/ Beach Access

Winter’s Overrated. Longboat Key Isn’t. — 2BR w/ Beach Access
Longboat Key
9.4 out of 10, Exceptional, (31 reviews)
"While still a bit of post hurricane construction was going on at the property, it didn’t ruin our stay. "
United States
Sean P.
The price is ￥66,927
￥118,453 total
includes taxes & fees
Mar 20 - Mar 21
Winter’s Overrated. Longboat Key Isn’t. — 2BR w/ Beach Access
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

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Overall the best experience all around! Can’t wait to book again "
Alexandra 2-night trip
Posted 7 hours ago
Zota Beach Resort

Find out more about Longboat Key

Search for holiday rentals in Longboat Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Longboat Key using one of the methods below:

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Look no further and take a look at our great range of rental properties in Longboat Key!

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 rental 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 21 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

Longboat Key Beaches and Jewfish Key are a couple of lovely local spots to get outside and enjoy nature. Siesta Key Beach and St. Armands Circle 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.