Longboat Key Vacation Rentals

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Vacation 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

8.8 out of 10, Excellent, (21)
"Great view and nice place for a short stay. "
The price is CA $331
CA $638 total
includes taxes & fees
Aug 10 - Aug 11
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

Take a Peek at a fabulous unit.

10.0 out of 10, Exceptional, (122)
"You can not get any closer to the beach than this. The view, the room and our property manager were all amazing. ZERO complaints. Can't wait to go back. "
Take a Peek at a fabulous unit.

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

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

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

9.0 out of 10, Wonderful, (16)
"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 CA $317
CA $576 total
includes taxes & fees
Aug 10 - Aug 11
Charming 1-bedroom, beachfront condo in marvelous Longboat Key

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 CA $392
CA $639 total
includes taxes & fees
Aug 11 - Aug 12
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

THE BEACH #107 Summer special 210 nite+fees Beachfront Full View

10.0 out of 10, Exceptional, (73)
"Perfect location for a nice 4 day get away! Walk out the back door and you are on the beach. "
The price is CA $290
CA $562 total
includes taxes & fees
Aug 5 - Aug 6
THE BEACH #107 Summer special 210 nite+fees Beachfront Full View

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 CA $196
CA $440 total
includes taxes & fees
Aug 6 - Aug 7
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

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

Direct Beachfront Gulf with Amazing Views

9.8 out of 10, Exceptional, (93)
"The perfect beach stay kept in great condition. Showers - wonderful with great pressure. Everything needed was within reach to make it the perfect beach vacation. Neat & tidy. "
Direct Beachfront Gulf with Amazing Views

Major Upgrades 1 of a kind home right on the beach

10.0 out of 10, Exceptional, (116)
"Everything was in perfect order at this property! Loved our stay here!"
Major Upgrades 1 of a kind home right on the beach

GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

9.8 out of 10, Exceptional, (103)
"Very good location excellent apartament "
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

Charming Longboat Key Bungalow with private beach 5 min walk away

2.0 star property
9.4 out of 10, Exceptional, (12)
"Very cute place. It was in a great spot for easy access to the beach and restaurants. "
The price is CA $160
CA $518 total
includes taxes & fees
Aug 5 - Aug 6
Charming Longboat Key Bungalow with private beach 5 min walk away

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

9.8 out of 10, Exceptional, (151)
"Our stay was perfect! Everything we needed was in the unit and the communication with the owner was great. Can't wait to visit again soon."
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

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

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

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 CA $273
CA $543 total
includes taxes & fees
Aug 7 - Aug 8
Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #236 by RVA

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

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
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 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 168 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. 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.