A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

Longboat Key Vacation Rentals

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Our top choices for Longboat Key vacation rentals

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very Good, (80 reviews)
"The cabana was a fantastic place to escape. It had easy access to both the beach and the pool. My kids loved every moment there."
United States
Roxana P.
$280 nightly
The price is $312
Jul 15 - Jul 16
Total with taxes and fees
Beachfront Studio – Cabana #5B 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, (102 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
$290 nightly
The price is $323
Jul 8 - Jul 9
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA

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
8.4 out of 10, Very Good, (19 reviews)
"Excellent place to stay. "
United States
Hadley R.
$318 nightly
The price is $354
Jul 12 - Jul 13
Total with taxes and fees
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (92 reviews)
"Host was wondeful!Location and condo fabulous!"
United States
Linda D.
$409 nightly
The price is $456
Jul 28 - Jul 29
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Cabana Beach Club - Beachfront Stunning Ocean View *Snow Bird Promo* Winter 2027

Cabana Beach Club - Beachfront Stunning Ocean View *Snow Bird Promo* Winter 2027
Longboat Key
9.8 out of 10, Exceptional, (268 reviews)
"Great location for the price! Also, it was well equipped with everything you need."
United States
LJ G.
$596 nightly
The price is $663
Jul 13 - Jul 14
Total with taxes and fees
Cabana Beach Club - Beachfront Stunning Ocean View *Snow Bird Promo* Winter 2027

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (82 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
$524 nightly
The price is $584
Jul 16 - Jul 17
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA

Sunset and beach view from your balcony Unit 501

Sunset and beach view from your balcony Unit 501
Longboat Key
$350 nightly
The price is $390
Jul 19 - Jul 20
Total with taxes and fees
Sunset and beach view from your balcony Unit 501

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.2 out of 10, Wonderful, (104 reviews)
"Staff was welcoming- place was clean and stay was great"
United States
Joseph S.
$348 nightly
The price is $387
Jul 8 - Jul 9
Total with taxes and fees
Gulf Front Escape – Silver Sands #252 by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA
Longboat Key
9.0 out of 10, Wonderful, (80 reviews)
"The host staff were very helpful."
United States
Ann S.
$376 nightly
The price is $419
Jul 7 - Jul 8
Total with taxes and fees
Gulf Views – Silver Sands #250, Longboat Key by RVA

Island Time: Open Sun, July 19th, $250/nt + Fees!

Island Time: Open Sun, July 19th, $250/nt + Fees!
Longboat Key
10.0 out of 10, Exceptional, (130 reviews)
"Gorgeous view! Steps to the beach! The host was so accommodating & had great communication. We would highly recommend!"
United States
Angie T.
$410 nightly
The price is $457
Jul 19 - Jul 20
Total with taxes and fees
Island Time: Open Sun, July 19th, $250/nt + Fees!

2nd Floor Retreat – Silver Sands #251 by RVA

2nd Floor Retreat – Silver Sands #251 by RVA
Longboat Key
8.8 out of 10, Excellent, (42 reviews)
"Very pleasant stay. Close walking distance to the beach... very clean room and property"
United States
Lynn H.
$335 nightly
The price is $373
Jul 9 - Jul 10
Total with taxes and fees
2nd Floor Retreat – Silver Sands #251 by RVA

Bright Beach Studio – Silver Sands #255A by RVA

Bright Beach Studio – Silver Sands #255A by RVA
Longboat Key
8.8 out of 10, Excellent, (69 reviews)
"The communication was excellent and the staff very friendly. I would recommend this stay for anyone requiring a small room with easy beach access. My only negative was that the bathroomneeds updating. Overall this is a great location for beach lovers! "
United States
rebecca g.
$300 nightly
The price is $334
Jul 6 - Jul 7
Total with taxes and fees
Bright Beach Studio – Silver Sands #255A by RVA

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (96 reviews)
"Great view, clean, beautiful!"
United States
Bethany
$354 nightly
The price is $394
Jul 15 - Jul 16
Total with taxes and fees
1BR Beach Getaway – Silver Sands #254 by RVA

Vitamin Seaside: Open July 27th - 31st!

Vitamin Seaside: Open July 27th - 31st!
Longboat Key
10.0 out of 10, Exceptional, (93 reviews)
"Great accommodations, excellent location, amazing host!"
United States
Ella F.
$401 nightly
The price is $447
Aug 5 - Aug 6
Total with taxes and fees
Vitamin Seaside: Open July 27th - 31st!

Starfish Studio Silver Sands #247A – Studio/1BA Resort in LBK

Starfish Studio Silver Sands #247A – Studio/1BA Resort in LBK
Longboat Key
8.0 out of 10, Very Good, (9 reviews)
"Nice place, clean, conveniently located, right on the beach, very helpful/friendly manager. We didn’t use the pool but it was clean and well taken care of, also heated. Beach was awesome, soft clean sand, clear water. Would like to stay here again."
United States
William
$300 nightly
The price is $334
Jul 13 - Jul 14
Total with taxes and fees
Starfish Studio Silver Sands #247A – Studio/1BA Resort in LBK

Take a peek awesome reviews 50 feet from sand

Take a peek awesome reviews 50 feet from sand
Longboat Key
10.0 out of 10, Exceptional, (147 reviews)
"A very considerate and available host! The condo was everything we could have wanted. Great location! Will return"
United States
Kathleen R.
$544 nightly
The price is $606
Jul 9 - Jul 10
Total with taxes and fees
Take a peek awesome reviews 50 feet from sand

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, (19 reviews)
"Great location, and it was a clean, updated, and comfortable stay!!"
United States
Brian B.
$661 nightly
The price is $736
Jul 6 - Jul 7
Total with taxes and fees
Updated Beachfront Condo at Prestigious Long Boat Key Resort

Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (75 reviews)
"The view and beach access was amazing. Loved our stay. "
United States
Julie F.
$330 nightly
The price is $367
Jul 14 - Jul 15
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, (63 reviews)
"We had the most wonderful stay despite the cold temps for most it! The staff at our location are above and beyond to make sure you have everything you need! Highly recommend!"
United States
Sahra S.
$323 nightly
The price is $360
Jul 26 - Jul 27
Total with taxes and fees
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Seaside Escape – Beach Castle #24 by RVA

Seaside Escape – Beach Castle #24 by RVA
Longboat Key
9.2 out of 10, Wonderful, (49 reviews)
$319 nightly
The price is $356
Jul 9 - Jul 10
Total with taxes and fees
Seaside Escape – Beach Castle #24 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
This month
Next month
October
February
$458
$384
Month
Price
January
$430
February
$539
March
$484
April
$441
May
$409
June
$463
July
$458
August
$384
September
$374
October
$371
November
$394
December
$429
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 $312 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.

Explore a world of travel with Expedia

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 23 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. Lido Beach and Siesta Key Beach 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.