Longboat Key Vacation Rentals

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Our top choices for Longboat Key vacation rentals

Sunset and Beach view unit 402

Sunset and Beach view unit 402
Longboat Key
9.8 out of 10, Exceptional, (15)
"Accommodation were outstanding with beautiful views of the gulf!"
United States
Mike C.
$334 nightly
The price is $368
Jan 21 - Jan 22
Total with taxes and fees
Sunset and Beach view unit 402

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very Good, (73)
"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "
United States
K M.
$259 nightly
The price is $289
Jan 9 - Jan 10
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (82)
"Beautiful location and the beach is amazing "
United States
Heather A.
$342 nightly
The price is $382
Jan 8 - Jan 9
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Renovated Beach Paradise. Ground Floor unit 64

Renovated Beach Paradise. Ground Floor unit 64
Longboat Key
10.0 out of 10, Exceptional, (61)
"Beach is beautiful and condo is convient to all. Condo is very comfortable and as shown and described. We will definitely stay again."
United States
Kim S.
$327 nightly
The price is $360
Jan 11 - Jan 12
Total with taxes and fees
Renovated Beach Paradise. Ground Floor unit 64

Right on the beach.Renovated ground Floor unit 63.

Right on the beach.Renovated ground Floor unit 63.
Longboat Key
9.6 out of 10, Exceptional, (57)
"Excellent, clean, and friendly"
United States
John G.
$298 nightly
The price is $331
Feb 1 - Feb 2
Total with taxes and fees
Right on the beach.Renovated ground Floor unit 63.

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, (88)
"It was so great loved everything in the home"
United States
TERRY C.
$371 nightly
The price is $409
Jan 23 - Jan 24
Total with taxes and fees
Best views of the beach from your balcony Unit 301

Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (30)
"Love this place and staff. Will book again. Everything is so easy!"
United States
Emily
$305 nightly
The price is $340
Jan 11 - Jan 12
Total with taxes and fees
Silver Sands Serenity – Unit 234 by RVA

One-Bedroom Beach Condo on Longboat Key: Open Sunday & Monday Night!

One-Bedroom Beach Condo on Longboat Key: Open Sunday & Monday Night!
Longboat Key
10.0 out of 10, Exceptional, (86)
"The perfect beach cottage for our wedding anniversary. We had everything we needed including beautiful weather ."
United States
Julie Q.
$344 nightly
The price is $384
Jan 11 - Jan 12
Total with taxes and fees
One-Bedroom Beach Condo on Longboat Key: Open Sunday & Monday Night!

Direct Oceanview on LBK: Open Sun - Fri!

Direct Oceanview on LBK: Open Sun - Fri!
Longboat Key
10.0 out of 10, Exceptional, (117)
"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
$360 nightly
The price is $401
Jan 11 - Jan 12
Total with taxes and fees
Direct Oceanview on LBK: Open Sun - Fri!

Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (72)
"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.
$298 nightly
The price is $333
Jan 23 - Jan 24
Total with taxes and fees
Newly Renovated 1BR – Cabana Beach #5 RVA

Bright Beach Studio – Silver Sands #255A by RVA

Bright Beach Studio – Silver Sands #255A by RVA
Longboat Key
9.0 out of 10, Wonderful, (64)
"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.
$360 nightly
The price is $401
Feb 6 - Feb 7
Total with taxes and fees
Bright Beach Studio – Silver Sands #255A by RVA

Relaxing 2BR Retreat-Silver Sands Resort

Relaxing 2BR Retreat-Silver Sands Resort
Longboat Key
9.6 out of 10, Exceptional, (25)
"Great location! Speedy check-in and check-out. Was perfect for our party of 3."
United States
Anonymous traveler
$513 nightly
The price is $573
Feb 6 - Feb 7
Total with taxes and fees
Relaxing 2BR Retreat-Silver Sands Resort

Ground Floor Oceanview: January Dates Available!

Ground Floor Oceanview: January Dates Available!
2.0 star property
Longboat Key
9.6 out of 10, Exceptional, (10)
" Lovely unit right on the beach. Well stocked and so tastefully decorated. Very quiet area of Longboat Key. Will most definitely go back. "
United States
Joe M.
$347 nightly
The price is $387
Jan 13 - Jan 14
Total with taxes and fees
Ground Floor Oceanview: January Dates Available!

Seaside Escape – Beach Castle #24 by RVA

Seaside Escape – Beach Castle #24 by RVA
Longboat Key
9.2 out of 10, Wonderful, (44)
"Loved staying here"
United States
James
$293 nightly
The price is $327
Jan 12 - Jan 13
Total with taxes and fees
Seaside Escape – Beach Castle #24 by RVA

Charming Longboat Key Bungalow with beach access minutes away…

Charming Longboat Key Bungalow with beach access minutes away…
2.0 star property
Longboat Key
9.4 out of 10, Exceptional, (12)
"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.
$437 nightly
The price is $488
Jan 19 - Jan 20
Total with taxes and fees
Charming Longboat Key Bungalow with beach access minutes away…

Coastal Comfort – Beach Castle #26 by RVA

Coastal Comfort – Beach Castle #26 by RVA
Longboat Key
9.4 out of 10, Exceptional, (40)
"We had a great time and the place was beautiful "
United States
Michelle B.
$318 nightly
The price is $356
Jan 30 - Jan 31
Total with taxes and fees
Coastal Comfort – Beach Castle #26 by RVA

The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.2 out of 10, Wonderful, (71)
"The area and condo was perfect. The property was clean and well maintained. Highly recommended!"
United States
Fidel
$336 nightly
The price is $375
Jan 11 - Jan 12
Total with taxes and fees
The Beach on Longboat Key #227 Resort by RVA

Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (123)
"We had a beautiful trip, the Oceanfront Oais is phenomenal!"
United States
kata
$284 nightly
The price is $316
Jan 11 - Jan 12
Total with taxes and fees
Oceanfront Oasis – Longboat Key 226 by RVA

Coastal Comfort - Beach Castle #23 by RVA

Coastal Comfort - Beach Castle #23 by RVA
Longboat Key
10.0 out of 10, Exceptional, (55)
"Amazing family vacation and loved the location!"
United States
Kaitlin M.
$496 nightly
The price is $553
Feb 6 - Feb 7
Total with taxes and fees
Coastal Comfort - Beach Castle #23 by RVA

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (74)
"Perfect for our family."
United States
Kayla c.
$439 nightly
The price is $490
Feb 4 - Feb 5
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 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
This month
Next month
January
March
$321
$464
Month
Price
January
$321
February
$464
March
$567
April
$447
May
$415
June
$476
July
$470
August
$394
September
$354
October
$345
November
$369
December
$350
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 $316 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 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 20 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.