Longboat Key Vacation Rentals

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Vacation Rentals in Longboat Key

Sea Club I Beach Resort

3.0 star property
9.2 out of 10, Wonderful, (328)
"Our room was on the beach! Beds and furniture were very comfortable!! Lots of outdoor seating and extremely close to the water!"
Sea Club I Beach Resort

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

9.6 out of 10, Exceptional, (82)
"Amazing location!! Was so peaceful and exactly what we needed for a weekend getaway. "
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

8.8 out of 10, Excellent, (85)
"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. "
The price is ¥19,655
¥45,769 total
includes taxes & fees
Oct 14 - Oct 15
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

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

8.8 out of 10, Excellent, (28)
"Great location and clean rooms/property. Extremely easy check in / check out process. Would definitely stay here again! "
The price is ¥36,286
¥70,221 total
includes taxes & fees
Oct 21 - Oct 22
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

Right on the beach.Renovated ground Floor unit 63.

9.4 out of 10, Exceptional, (54)
"We thoroughly enjoyed our stay-perfect location, great accommodations, and wonderful staff!"
The price is ¥20,411
¥49,069 total
includes taxes & fees
Oct 16 - Oct 17
Right on the beach.Renovated ground Floor unit 63.

Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

9.8 out of 10, Exceptional, (154)
"Just as advertised, very nice location"
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

Longboat Bay Club

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great property with beach access across the street! 2 br unit was huge as were the balconies. Our unit 105 was quite dated but still nice."
Longboat Bay Club

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

10.0 out of 10, Exceptional, (78)
"Had a wonderful time at this condo. It was a great location and was kept very clean. The owner was very nice and helpful. Will definitely be back! "
The price is ¥24,946
¥52,274 total
includes taxes & fees
Oct 15 - Oct 16
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA

9.2 out of 10, Wonderful, (119)
"Location was great! Studio apartment was good. Was very nice to have a balcony to sit and enjoy a cup of coffee in the morning and watch and listen to the ocean. Just a few steps onto the beach/ocean. Perfect Spot to relax! Will definitely return again. "
The price is ¥21,469
¥47,638 total
includes taxes & fees
Oct 14 - Oct 15
Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

8.8 out of 10, Excellent, (18)
"The property was great for our family, loved having a pool and beach access. Super simple especially with a toddler in tow."
The price is ¥19,655
¥44,284 total
includes taxes & fees
Nov 6 - Nov 7
Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Flash Sale Late OCT - NOV take a peek

10.0 out of 10, Exceptional, (134)
"Beautiful, well stocked property. Comfortable beds. Plenty of beach gear is available. Great location - literally steps from the beach. Great communication from owner. We loved our stay!"
Flash Sale Late OCT - NOV take a peek

Client texted view crazy ON SALE

10.0 out of 10, Exceptional, (91)
"Longboat Key is just beautiful and quiet. This condo has excellent access to the beach. We enjoyed our stay. "
Client texted view crazy ON SALE

Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8

9.4 out of 10, Exceptional, (120)
"We were in town for a wedding and this spot was conveniently located and had great pool and beach access. "
Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8

Country Club Long Boat Key Beach Villa 2B 3BA Pool

9.8 out of 10, Exceptional, (88)
"Wonderful stay! Host is amazing and helpful! This is our second year staying here and we will be back! Great location and family friendly! "
Country Club Long Boat Key Beach Villa 2B 3BA Pool

Flash sale 5-floor penthouse 60 feet from water, 150+ reviews

10.0 out of 10, Exceptional, (197)
"Very relaxing "
Flash sale 5-floor penthouse 60 feet from water, 150+ reviews

Sunset and Beach view unit 402

9.8 out of 10, Exceptional, (9)
"So quiet, I loved it"
The price is ¥24,946
¥59,077 total
includes taxes & fees
Oct 16 - Oct 17
Sunset and Beach view unit 402

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

8.8 out of 10, Excellent, (11)
"Lovely beach front getaway. Very private and relaxing, far away from the crowds."
The price is ¥28,424
¥55,402 total
includes taxes & fees
Oct 14 - Oct 15
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (149)
"This property was perfect for our sister trip! Location, property condition and communication was excellent! "
Breathtaking Beach Front Property Ground Floor Condo

Charming Longboat Key Bungalow with beach access minutes away…

2.0 star property
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!"
The price is ¥20,275
¥59,541 total
includes taxes & fees
Oct 14 - Oct 15
Charming Longboat Key Bungalow with beach access minutes away…

Best views of the beach from your balcony Unit 301

9.8 out of 10, Exceptional, (85)
"It was so great loved everything in the home"
The price is ¥23,434
¥57,671 total
includes taxes & fees
Oct 21 - Oct 22
Best views of the beach from your balcony Unit 301
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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Find out more about Longboat Key

Search for holiday rentals in Longboat Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Longboat Key using one of the methods below:

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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?

Tropical Villas of Venice Beach: This vacation home rental near Longboat Key is located near the beach and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Longboat Key?

Choose from 172 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

Jewfish Key and Quick Point Nature Reserve are a couple of lovely local spots to get outside and enjoy nature. Siesta Key Beach and Lido 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.