Longboat Key Vacation Rentals

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Our top choices for Longboat Key vacation rentals

9.8 out of 10, Exceptional, (88 reviews)
"It was so great loved everything in the home"
United States
TERRY C.
Best views of the beach from your balcony Unit 301

Condo in Longboat Key

Sunset and Beach view unit 402
9.8 out of 10, Exceptional, (15 reviews)
"Accommodation were outstanding with beautiful views of the gulf!"
United States
Mike C.
$348 nightly
The price is $383
Jan 30 - Jan 31
Total with taxes and fees
Sunset and Beach view unit 402
9.4 out of 10, Exceptional, (30 reviews)
"Love this place and staff. Will book again. Everything is so easy!"
United States
Emily
$297 nightly
The price is $331
Jan 29 - Jan 30
Total with taxes and fees
Silver Sands Serenity – Unit 234 by RVA
8.2 out of 10, Very Good, (73 reviews)
"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "
United States
K M.
$262 nightly
The price is $292
Jan 26 - Jan 27
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
9.8 out of 10, Exceptional, (257 reviews)
"Loved this place. Would stay again. Very clean and right by the beach. Worth staying and highly reccomend. Hosts were very communicative as well. "
United States
Brenda V.
$369 nightly
The price is $412
Feb 1 - Feb 2
Total with taxes and fees
Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen
8.8 out of 10, Excellent, (73 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.
$328 nightly
The price is $365
Jan 31 - Feb 1
Total with taxes and fees
Newly Renovated 1BR – Cabana Beach #5 RVA
8.8 out of 10, Excellent, (88 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
$272 nightly
The price is $303
Jan 27 - Jan 28
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
9.6 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay, the condo was very well equipped and the host was absolutely fantastic! "
United States
Emily L.
$371 nightly
The price is $415
Jan 25 - Jan 26
Total with taxes and fees
Ground Floor Oceanview: Open SU & MO, $225/nt + Fees!
8.6 out of 10, Excellent, (49 reviews)
"all good , an ice machine would have been nice"
United States
Randy W.
$286 nightly
The price is $319
Feb 1 - Feb 2
Total with taxes and fees
Cozy Beach Studio – Silver Sands #251A by RVA

Condo in Longboat Key

Silver Sands 256 on LBK!
10.0 out of 10, Exceptional, (86 reviews)
"The perfect beach cottage for our wedding anniversary. We had everything we needed including beautiful weather ."
United States
Julie Q.
$374 nightly
The price is $417
Jan 30 - Jan 31
Total with taxes and fees
Silver Sands 256 on LBK!
9.0 out of 10, Wonderful, (64 reviews)
"This was a solo mom-cation. The room was clean and well stocked. The bathroom had fresh towels. I was seconds from sitting on the beach with a cold beer and no kids. It was perfect. "
United States
Blake M.
$354 nightly
The price is $395
Feb 6 - Feb 7
Total with taxes and fees
Bright Beach Studio – Silver Sands #255A by RVA
9.6 out of 10, Exceptional, (25 reviews)
"Great location! Speedy check-in and check-out. Was perfect for our party of 3."
United States
Anonymous traveler
$461 nightly
The price is $515
Feb 6 - Feb 7
Total with taxes and fees
Relaxing 2BR Retreat-Silver Sands Resort
9.2 out of 10, Wonderful, (90 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.
1BR Beach Getaway – Silver Sands #254 by RVA
10.0 out of 10, Exceptional, (118 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
$342 nightly
The price is $381
Jan 27 - Jan 28
Total with taxes and fees
Direct Oceanview on LBK: Open Tuesday Night!
9.4 out of 10, Exceptional, (40 reviews)
"We had a great time and the place was beautiful "
United States
Michelle B.
$279 nightly
The price is $311
Jan 30 - Jan 31
Total with taxes and fees
Coastal Comfort – Beach Castle #26 by RVA
9.8 out of 10, Exceptional, (110 reviews)
"Gorgeous view and comfortable interior. Great beach access and good pool. "
United States
Tanya M.
$596 nightly
The price is $659
Feb 7 - Feb 8
Total with taxes and fees
Sunset and beach view from your balcony Unit 403
8.6 out of 10, Excellent, (76 reviews)
"Perfect for our family."
United States
Kayla c.
$384 nightly
The price is $429
Feb 4 - Feb 5
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA
9.8 out of 10, Exceptional, (75 reviews)
"Very clean "
United States
Lana
$468 nightly
The price is $522
Jan 31 - Feb 1
Total with taxes and fees
2BR Gulfside Paradise – Longboat Key by RVA
9.4 out of 10, Exceptional, (59 reviews)
"Excellent, clean, and friendly"
United States
John G.
$295 nightly
The price is $326
Feb 1 - Feb 2
Total with taxes and fees
Right on the beach.Renovated ground Floor unit 63.
10.0 out of 10, Exceptional, (82 reviews)
"Beautiful location and the beach is amazing "
United States
Heather A.
$347 nightly
The price is $387
Jan 29 - Jan 30
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
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

Price trends for vacation rentals in Longboat Key

Less expensive
More expensive
Next month
January
March
$416
Month
Price
January
$360
February
$416
March
$554
April
$483
May
$454
June
$506
July
$504
August
$433
September
$400
October
$395
November
$418
December
$448
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Longboat Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Longboat Key

Everything you need to know about Longboat Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Longboat Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Longboat Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Longboat Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Longboat Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Longboat Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $301 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Longboat Key rentals

At Expedia, we put the best Longboat Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Longboat Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Longboat Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Longboat Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 18 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. 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.