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.
$380 nightly
The price is $418
Jan 23 - Jan 24
Total with taxes and fees
Best views of the beach from your balcony Unit 301
9.6 out of 10, Exceptional, (74 reviews)
"Right on beach-perfect for a short stay"
United States
Sean P.
Affordable Beach Studio – Silver Sands #257A by RVA

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.
$330 nightly
The price is $364
Jan 21 - Jan 22
Total with taxes and fees
Sunset and Beach view unit 402
9.2 out of 10, Wonderful, (123 reviews)
"We had a beautiful trip, the Oceanfront Oais is phenomenal!"
United States
kata
$274 nightly
The price is $306
Jan 26 - Jan 27
Total with taxes and fees
Oceanfront Oasis – Longboat Key 226 by RVA
2.0 star property
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.
$351 nightly
The price is $391
Jan 18 - Jan 19
Total with taxes and fees
Ground Floor Oceanview: Open Sun - Thurs, $203/nt!
10.0 out of 10, Exceptional, (82 reviews)
"Beautiful location and the beach is amazing "
United States
Heather A.
$346 nightly
The price is $386
Jan 18 - Jan 19
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
8.6 out of 10, Excellent, (49 reviews)
"all good , an ice machine would have been nice"
United States
Randy W.
$287 nightly
The price is $320
Feb 1 - Feb 2
Total with taxes and fees
Cozy Beach Studio – Silver Sands #251A by RVA
9.4 out of 10, Exceptional, (30 reviews)
"Love this place and staff. Will book again. Everything is so easy!"
United States
Emily
$290 nightly
The price is $324
Jan 24 - Jan 25
Total with taxes and fees
Silver Sands Serenity – Unit 234 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.
$630 nightly
The price is $703
Feb 15 - Feb 16
Total with taxes and fees
Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen
9.4 out of 10, Exceptional, (13 reviews)
"Enjoyed our stay in this quiet little place with close access to restaurants and just a few minutes from Bradenton. Would come back!"
United States
Todd B.
$446 nightly
The price is $497
Jan 19 - Jan 20
Total with taxes and fees
Charming Longboat Key Bungalow with beach access minutes away…
10.0 out of 10, Exceptional, (117 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
$351 nightly
The price is $391
Jan 18 - Jan 19
Total with taxes and fees
Direct Oceanview on LBK: Open Sun & Mon, $203/nt!
9.6 out of 10, Exceptional, (57 reviews)
"Excellent, clean, and friendly"
United States
John G.
$305 nightly
The price is $338
Feb 1 - Feb 2
Total with taxes and fees
Right on the beach.Renovated ground Floor unit 63.
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
$462 nightly
The price is $516
Feb 6 - Feb 7
Total with taxes and fees
Relaxing 2BR Retreat-Silver Sands Resort
8.8 out of 10, Excellent, (42 reviews)
"Enjoyed our stay"
United States
Susan C.
$293 nightly
The price is $327
Jan 19 - Jan 20
Total with taxes and fees
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
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.
$350 nightly
The price is $390
Jan 22 - Jan 23
Total with taxes and fees
One-Bedroom Beach Condo on LBK - Silver Sands 256!
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
8.8 out of 10, Excellent, (72 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.
$330 nightly
The price is $367
Jan 23 - Jan 24
Total with taxes and fees
Newly Renovated 1BR – Cabana Beach #5 RVA

Apartment in Longboat Key

Silver Sands #245A Resort by RVA
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.
$388 nightly
The price is $433
Feb 8 - Feb 9
Total with taxes and fees
Silver Sands #245A Resort by RVA
7.0 out of 10, Good, (2 reviews)
"Location was perfect for the beach access we were looking for. The unit was small with a few minor glitches, but it was clean.The property and pool were well mantained and there were no issues with check-in."
United States
GLEN R.
$359 nightly
The price is $400
Jan 18 - Jan 19
Total with taxes and fees
Beachfront Bliss on Longboat Key- Steps to the sand
9.8 out of 10, Exceptional, (75 reviews)
"Very clean "
United States
Lana
$466 nightly
The price is $520
Jan 23 - Jan 24
Total with taxes and fees
2BR Gulfside Paradise – Longboat Key by RVA
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
$446
Month
Price
January
$343
February
$446
March
$565
April
$454
May
$437
June
$490
July
$482
August
$425
September
$374
October
$355
November
$413
December
$411
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 $306 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 17 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.