Longboat Key Vacation Rentals

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Our top choices for Longboat Key vacation rentals

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.
$548 nightly
The price is $610
Mar 29 - Mar 30
Total with taxes and fees
1BR Beach Getaway – Silver Sands #254 by RVA

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.
$299 nightly
The price is $334
Mar 10 - Mar 11
Total with taxes and fees
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
$302 nightly
The price is $337
Mar 11 - Mar 12
Total with taxes and fees
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Longboat Key
9.0 out of 10, Wonderful, (37 reviews)
"Great stay and very friendly staff and host."
United States
Ida A.
$485 nightly
The price is $540
Mar 13 - Mar 14
Total with taxes and fees
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

Beachfront Bliss on Longboat Key- Steps to the sand

Beachfront Bliss on Longboat Key- Steps to the sand
Longboat Key
7.8 out of 10, Good, (9 reviews)
"Great locale right on the beach "
United States
Carole
$429 nightly
The price is $478
Mar 30 - Mar 31
Total with taxes and fees
Beachfront Bliss on Longboat Key- Steps to the sand

1BR Beach Oasis – Silver Sands #258, Longboat Key by RVA

1BR Beach Oasis – Silver Sands #258, Longboat Key by RVA
Longboat Key
8.8 out of 10, Excellent, (24 reviews)
"Great location. We loved that it was an easy drive to lots of parks an other attractions. Great beach walks."
United States
Deb W.
$393 nightly
The price is $438
Mar 11 - Mar 12
Total with taxes and fees
1BR Beach Oasis – Silver Sands #258, Longboat Key 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, (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
$358 nightly
The price is $399
Mar 16 - Mar 17
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Poolside Peace – Silver Sands Resort #242 by RVA

Poolside Peace – Silver Sands Resort #242 by RVA
Longboat Key
9.2 out of 10, Wonderful, (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: Silver Sands is a marvelous, peaceful retreat located in Longboat Key. We have vacationed here twice with our young granddaughter - and will return. The resort is well cared for and we have met lovely other guests staying there."
United States
Joan-Marie E.
$584 nightly
The price is $651
Mar 31 - Apr 1
Total with taxes and fees
Poolside Peace – Silver Sands Resort #242 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, (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.
$795 nightly
The price is $886
Apr 7 - Apr 8
Total with taxes and fees
Updated Beachfront Condo at Prestigious Long Boat Key Resort

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.
$556 nightly
The price is $620
Mar 21 - Mar 22
Total with taxes and fees
Coastal Comfort - Beach Castle #23 by RVA

2BR Gulfside Paradise – Longboat Key by RVA

2BR Gulfside Paradise – Longboat Key by RVA
Longboat Key
9.8 out of 10, Exceptional, (76 reviews)
"Very clean "
United States
Lana
$484 nightly
The price is $539
Mar 27 - Mar 28
Total with taxes and fees
2BR Gulfside Paradise – Longboat Key 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, (75 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
$417 nightly
The price is $465
Mar 20 - Mar 21
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat

Affordable Beach Studio – Silver Sands #257A by RVA

Affordable Beach Studio – Silver Sands #257A by RVA
Longboat Key
9.6 out of 10, Exceptional, (75 reviews)
"Right on beach-perfect for a short stay"
United States
Sean P.
$379 nightly
The price is $422
Mar 20 - Mar 21
Total with taxes and fees
Affordable Beach Studio – Silver Sands #257A by RVA

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.
$351 nightly
The price is $387
Mar 29 - Mar 30
Total with taxes and fees
Renovated Beach Paradise. Ground Floor unit 64

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (84 reviews)
"Beautiful location and the beach is amazing "
United States
Heather A.
$437 nightly
The price is $487
Apr 6 - Apr 7
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Silver Sands #245A Resort by RVA

Silver Sands #245A Resort by RVA
Longboat Key
8.6 out of 10, Excellent, (61 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.
$386 nightly
The price is $430
Mar 19 - Mar 20
Total with taxes and fees
Silver Sands #245A Resort by RVA

Gulfside Resort – Silver Sands #241A by RVA

Gulfside Resort – Silver Sands #241A by RVA
Longboat Key
8.4 out of 10, Very Good, (47 reviews)
"We enjoyed this fun spot with private beach, pool, and more!"
United States
Willow C.
$442 nightly
The price is $493
Mar 27 - Mar 28
Total with taxes and fees
Gulfside Resort – Silver Sands #241A by RVA

Vitamin Sea Escape: Open Wed, March 18th!

Vitamin Sea Escape: Open Wed, March 18th!
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.
$454 nightly
The price is $506
Mar 18 - Mar 19
Total with taxes and fees
Vitamin Sea Escape: Open Wed, March 18th!

Silver Sands #245S Resort by RVA

Silver Sands #245S Resort by RVA
Longboat Key
9.0 out of 10, Wonderful, (28 reviews)
"This place has an old Florida vibe. It was a great place to enjoy a weekend with friends. The condo had everything we needed and easy walk to the beach. We saw some beautiful sunsets."
United States
Janet S.
$527 nightly
The price is $588
Mar 19 - Mar 20
Total with taxes and fees
Silver Sands #245S Resort by RVA

Find Your Sunshine Sanctuary on Longboat Key

Find Your Sunshine Sanctuary on Longboat Key
Longboat Key
9.4 out of 10, Exceptional, (11 reviews)
"Loved the tennis courts, pool, bikes, views from both sides. Also really appreciated all the beach and game equipment that was there for us to use."
United States
dan b.
$670 nightly
The price is $747
Mar 27 - Mar 28
Total with taxes and fees
Find Your Sunshine Sanctuary on Longboat Key
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
October
February
$451
$432
Month
Price
January
$403
February
$507
March
$451
April
$432
May
$437
June
$503
July
$492
August
$415
September
$385
October
$382
November
$410
December
$415
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 $387 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 19 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.