Longboat Key Holiday Rentals

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Holiday Rentals in Longboat Key

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (318)
"Nice place "
Sea Club I Beach Resort

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

8.6 out of 10, Excellent, (19)
"Great view and nice place for a short stay. "
The price is AU$712
includes taxes & fees
10 Aug - 11 Aug
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

9.2 out of 10, Wonderful, (26)
"What a beautiful propertyNicely decorated. Very convenient with 4 bedrooms all in one floor The peacocks are a nice touch. Access to the beach is very close with parking. The whole area is beautifulHighly recommended "
Longboat Key beach house - 5 min walk to the beaches and top local restaurants

THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW

10.0 out of 10, Exceptional, (72)
"Perfect location for a nice 4 day get away! Walk out the back door and you are on the beach. "
The price is AU$624
includes taxes & fees
9 Aug - 10 Aug
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (143)
"Condo was clean and beautifully decorated. Steps to the pool and a short walk to the beach. The grounds were well kept. Bonus to have lounge chairs at the beach! It was perfect for our family of 4. "
Breathtaking Beach Front Property Ground Floor Condo

Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage

9.8 out of 10, Exceptional, (88)
"Condo was great, owner very responsive, location was close to the beaches, and there was a dog walker in the same complex. Nice, relaxing vacation. "
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage

Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

6.6 out of 10, (7)
"Great location and beach access- pool is awesome! Unit doesn’t face the ocean, but it’s right there! Very low key- place is very clean. WiFi is spotty and would not be good if you are planning to work while staying- that is an island wide issue I believe- No stove, but has everything else a kitchen needs and a grill- we would come back! "
The price is AU$609
includes taxes & fees
2 Aug - 3 Aug
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

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

8.8 out of 10, Excellent, (84)
"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 AU$491
includes taxes & fees
12 Aug - 13 Aug
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

Client texted view crazy see for yourself

10.0 out of 10, Exceptional, (89)
"*"
Client texted view crazy see for yourself

Charming Longboat Key Bungalow with private beach 5 min walk away

2.0 star property
9.4 out of 10, Exceptional, (11)
"Very cute place. It was in a great spot for easy access to the beach and restaurants. "
The price is AU$578
includes taxes & fees
4 Aug - 5 Aug
Charming Longboat Key Bungalow with private beach 5 min walk away

Take a Peek at a fabulous unit.

10.0 out of 10, Exceptional, (121)
"Booked a last minute trip at this cute, well kept condo! The condo was exactly as advertised, the beach was beautiful, the area of longboat is the best. We will be booking with Jim again!"
Take a Peek at a fabulous unit.

Best views of the beach from your balcony Unit 301

9.8 out of 10, Exceptional, (85)
"This condo is fantastic! The views are unbeatable. Great location for a family vacation. We would highly recommend it! "
Best views of the beach from your balcony Unit 301

Relax at the Gulf – Silver Sands Gulf Beach Resort #232, Longboat Key

9.2 out of 10, Wonderful, (68)
"It was quiet and the beach wasnt overcrowded. Property was in good condition. Would love to visit again."
Relax at the Gulf – Silver Sands Gulf Beach Resort #232, Longboat Key

The Beach on Longboat Key #227 Resort by RVA

9.2 out of 10, Wonderful, (68)
"AAA plus."
The Beach on Longboat Key #227 Resort by RVA

Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #236 by RVA

9.2 out of 10, Wonderful, (74)
"We decided to go to Longboat Key last minute. We found Silver Sands and absolutely loved it! The manager was amazing. The unit was just as described. Clean and the location is amazing! "
The price is AU$483
includes taxes & fees
30 July - 31 July
Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #236 by RVA

Affordable Beach Escape – Studio at Silver Sands in LBK #257A Resort by RVA

9.6 out of 10, Exceptional, (74)
"Great place on the beach. Quiet and relaxing."
Affordable Beach Escape – Studio at Silver Sands in LBK #257A Resort by RVA

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

9.4 out of 10, Exceptional, (117)
"Extremely convenient, cozy, perfectly situated little home from home. If not the weather, the stay was excellent "
Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8

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

9.2 out of 10, Wonderful, (118)
"Couldn't have been a better spot for our family"
Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA

Sunny Gulf Coast Villa: Direct Beach & Pool Access

9.0 out of 10, Wonderful, (32)
"Clean, quiet, conveniently located. An ice machine would be nice and maybe some vending?"
Sunny Gulf Coast Villa: Direct Beach & Pool Access

Luxurious Beachfront Suite by FVC

9.4 out of 10, Exceptional, (72)
"Great studio. Comfortable, safe & view of ocean. Wish I could have stayed longer! "
Luxurious Beachfront Suite by FVC
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

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 free 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 169 Expedia holiday rentals in Longboat Key for a memorable holiday.

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. Siesta Key Beach and Lido Beach 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.