Longboat Key Holiday Rentals

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Our top choices for Longboat Key holiday 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.
The price is AU$551
includes taxes & fees
21 Jan - 22 Jan
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.
The price is AU$435
includes taxes & fees
9 Jan - 10 Jan
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.
The price is AU$575
includes taxes & fees
11 Jan - 12 Jan
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.
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.
The price is AU$507
includes taxes & fees
1 Feb - 2 Feb
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.
The price is AU$617
includes taxes & fees
23 Jan - 24 Jan
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
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.
The price is AU$571
includes taxes & fees
12 Jan - 13 Jan
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
The price is AU$597
includes taxes & fees
12 Jan - 13 Jan
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.
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.
The price is AU$667
includes taxes & fees
6 Feb - 7 Feb
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 traveller
The price is AU$816
includes taxes & fees
6 Feb - 7 Feb
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.
The price is AU$576
includes taxes & fees
13 Jan - 14 Jan
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
The price is AU$457
includes taxes & fees
12 Jan - 13 Jan
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.
The price is AU$731
includes taxes & fees
19 Jan - 20 Jan
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.
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
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
The price is AU$806
includes taxes & fees
7 Feb - 8 Feb
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.
The price is AU$909
includes taxes & fees
6 Feb - 7 Feb
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.
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

Find out more about Longboat Key

Everything you need to know about Longboat Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Longboat Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Longboat Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Longboat Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Longboat Key holiday rentals we have selected for you start as low as AU$507 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Longboat Key rentals

At Expedia, we put the best Longboat Key holiday 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 holiday.

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 holiday rental in Longboat Key?

Yes, there are holiday rentals close to the most popular sights in Longboat Key, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Longboat Key has to offer?

Siesta Key Island Rentals: This holiday home rental outside of Longboat Key comes with WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Longboat Key?

Choose from 20 Expedia holiday rentals in Longboat Key for a memorable holiday.

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 holiday rentals like in Longboat Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Longboat Key. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.