Longboat Key Vacation Rentals

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Check prices for these dates

Tonight
Jun 18 - Jun 19
Tomorrow
Jun 19 - Jun 20
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Longboat Key

Sea Club I Beach Resort
Apartment, 2 Bedrooms, Beach View, Beachfront | View from room

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (311)
"Best place ever "
Sea Club I Beach Resort
Beach Cottage with a Private Hot Tub
Outdoor dining

Beach Cottage with a Private Hot Tub

10.0 out of 10, Exceptional, (61)
"This was a great little place to stay. It was immaculate and had everything we needed."
Beach Cottage with a Private Hot Tub
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Outdoor pool, a heated pool

THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW

9.8 out of 10, Exceptional, (66)
"Perfect location for a nice 4 day get away! Walk out the back door and you are on the beach. "
The price is ￥33,437
￥62,978 total
includes taxes & fees
Jun 26 - Jun 27
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Longboat Bay Club
Outdoor pool

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

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

9.2 out of 10, Wonderful, (9)
"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!"
The price is ￥34,891
￥67,522 total
includes taxes & fees
Jun 25 - Jun 26
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Breathtaking Beach Front Property Ground Floor Condo
Property grounds

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (139)
"Fantastic beach and accommodations. Everyone we met were so nice and friendly. Best sunsets on the gulf!!!"
Breathtaking Beach Front Property Ground Floor Condo
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Outdoor dining

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

9.6 out of 10, Exceptional, (22)
"Had a wonderful time at Longboat Key. House was perfect for the 2 of us and communication with the property manager was excellent. So close to beautiful beaches and great restaurants. The peacocks were a beautiful attraction! "
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Hidden Gem | Longboat Key 2BR w/ Beach Access
A heated pool

Hidden Gem | Longboat Key 2BR w/ Beach Access

9.6 out of 10, Exceptional, (17)
"The condo was very spacious and well equipped. Most notably, it was very quiet and we had a cross-walk so we could safely cross GMD to walk on the beach."
Hidden Gem | Longboat Key 2BR w/ Beach Access
Beachfront with Gulf Views in Longboat Key
TV

Beachfront with Gulf Views in Longboat Key

Beachfront with Gulf Views in Longboat Key
Silver Sands #236 Resort by RVA
TV, DVD player, stereo, offices

Silver Sands #236 Resort by RVA

9.2 out of 10, Wonderful, (72)
"Stay was great. Pool was warm. Condo was clean and had everything we needed! Kid/family friendly which was the only downfall for us, but we knew that when booking!"
The price is ￥24,715
￥51,846 total
includes taxes & fees
Jul 13 - Jul 14
Silver Sands #236 Resort by RVA
Condo with a View 2!
Outdoor pool, a heated pool

Condo with a View 2!

10.0 out of 10, Exceptional, (78)
"This was a perfect vacation for us. The property was beautiful, right on the beach, and we could walk to some great bars and restaurants. The owner was very kind and communicated often to see if we needed anything. We would definitely stay here again!"
The price is ￥36,345
￥64,331 total
includes taxes & fees
Jul 19 - Jul 20
Condo with a View 2!
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Outdoor dining

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

9.4 out of 10, Exceptional, (9)
"Very clean, well provisioned apt, extremely comfortable for 1 person. Bed was comfortable, bedroom was quiet and dark. Great communication from rental manager. Great location in a part of Longboat without many rentals."
The price is ￥33,437
￥61,045 total
includes taxes & fees
Jun 21 - Jun 22
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (147)
"Clean and well appointed kitchen and bathroom. We would stay again. "
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Sunset and Beach view unit 402
Property grounds

Sunset and Beach view unit 402

Sunset and Beach view unit 402
Direct Beachfront Gulf with Amazing Views
Outdoor pool, a heated pool

Direct Beachfront Gulf with Amazing Views

9.8 out of 10, Exceptional, (92)
"The condo is beautifully located on the beach. Great view of the Gulf from balcony. This place is exceptionally clean. "
Direct Beachfront Gulf with Amazing Views
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
Smart TV, DVD player, books, music library

GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

9.8 out of 10, Exceptional, (101)
"Very good location excellent apartament "
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
Outdoor pool, a heated pool

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

9.6 out of 10, Exceptional, (81)
"Right on the beach"
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
Outdoor dining

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

6.0 out of 10, (4)
"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 ￥33,437
￥57,468 total
includes taxes & fees
Jun 21 - Jun 22
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
Silver Sands #243A Resort by RVA
A heated pool

Silver Sands #243A Resort by RVA

8.6 out of 10, Excellent, (57)
"This is our second time staying at the Silver Sands. Very clean, nice people, nice amenities. "
Silver Sands #243A Resort by RVA
Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8
Outdoor pool, a heated pool

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

9.4 out of 10, Exceptional, (115)
"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
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: Located near Longboat Key, this vacation home rental comes with 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. Some other top choices in Longboat Key are Longboat Key beach house - 5 min walk to the beaches and top local restaurants and Beach Cottage with a Private Hot Tub.

How many vacation rentals are there in Longboat Key?

Choose from 178 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 St. Armands Circle 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.