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, (317)
"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, (15)
"You couldn’t get a better spot on the beach than this! To wake up every morning and look out the big window, gorgeous!!! Walks on beach, amazing!!! Fantastic location!"
$417 nightly
The price is $464
Jul 22 - Jul 23
Total includes taxes and fees
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW

9.8 out of 10, Exceptional, (69)
"Perfect location for a nice 4 day get away! Walk out the back door and you are on the beach. "
$387 nightly
The price is $431
Jul 29 - Jul 30
Total includes taxes and fees
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (143)
"Fantastic beach and accommodations. Everyone we met were so nice and friendly. Best sunsets on the gulf!!!"
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

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

9.2 out of 10, Wonderful, (24)
"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

Charming Longboat Key Bungalow with private beach 5 min walk away

2.0 star property
9.4 out of 10, Exceptional, (8)
"Very cute place. It was in a great spot for easy access to the beach and restaurants. "
$343 nightly
The price is $383
Jul 19 - Jul 20
Total includes taxes and fees
Charming Longboat Key Bungalow with private beach 5 min walk away

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

6.4 out of 10, (6)
"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! "
$355 nightly
The price is $395
Jul 19 - Jul 20
Total includes taxes and fees
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

Beachfront with Gulf Views in Longboat Key

Beachfront with Gulf Views in Longboat Key

Beachfront Condo with Panoramic Views

Beachfront Condo with Panoramic Views

Client texted view crazy see for yourself

10.0 out of 10, Exceptional, (88)
"*"
Client texted view crazy see for yourself

Beachfront with Beautiful Views on Longboat Key

Beachfront with Beautiful Views on Longboat Key

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

9.2 out of 10, Wonderful, (117)
"Couldn't have been a better spot for our family"
$531 nightly
The price is $592
Jul 16 - Jul 17
Total includes taxes and fees
Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA

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

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

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! "
$389 nightly
The price is $433
Aug 1 - Aug 2
Total includes taxes and fees
Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #236 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

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

9.4 out of 10, Exceptional, (116)
"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

Right on the beach.Renovated ground Floor unit 63.

9.4 out of 10, Exceptional, (52)
"Enjoyed a clean, comfortable room very close to the beach and pool. A quiet area perfect for a relaxing vacation."
$291 nightly
The price is $321
Jul 27 - Jul 28
Total includes taxes and fees
Right on the beach.Renovated ground Floor unit 63.

Updated Beachfront Condo at Prestigious Long Boat Key Resort

8.2 out of 10, Very Good, (14)
"Great location!"
$664 nightly
The price is $741
Aug 3 - Aug 4
Total includes taxes and fees
Updated Beachfront Condo at Prestigious Long Boat Key Resort
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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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 177 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.