Longboat Key Vacation Rentals

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Sep 27 - Sep 28
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Vacation Rentals in Longboat Key

Sea Club I Beach Resort
On the beach, white sand

Sea Club I Beach Resort

3.0 star property
9.2 out of 10, Wonderful, (325)
"Amazing place, it’s the perfect place for relax and enjoy the beach. I love and I will come back again and again."
Sea Club I Beach Resort
THE BEACH #107 Summer special 210 nite+fees Beachfront Full View
On the beach, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (77)
"The area was perfect as well as the condo and the host! The property was in a beautiful area, and the condo and property is very clean and well maintained. Would definitely recommend!"
The price is ￥31,393
￥59,886 total
includes taxes & fees
Sep 28 - Sep 29
THE BEACH #107 Summer special 210 nite+fees Beachfront Full View
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, (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
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
On the beach

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

8.8 out of 10, Excellent, (27)
"Amazing property. Comfortable beds, great view/location, 1 mile from Publix. Absolutely perfect!"
The price is ￥35,940
￥69,551 total
includes taxes & fees
Oct 23 - Oct 24
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Outdoor dining

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 ￥35,878
￥64,759 total
includes taxes & fees
Oct 27 - Oct 28
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit.
Property grounds

Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit.

10.0 out of 10, Exceptional, (130)
"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. "
The price is ￥33,501
￥74,101 total
includes taxes & fees
Sep 28 - Sep 29
Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit.
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
On the beach

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 ￥34,383
￥62,771 total
includes taxes & fees
Sep 29 - Sep 30
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Flash sale Sept 2-4/ 7-13, 5-floor penthouse 60 feet from water, 150+ reviews
Property grounds

Flash sale Sept 2-4/ 7-13, 5-floor penthouse 60 feet from water, 150+ reviews

10.0 out of 10, Exceptional, (196)
"Very relaxing "
Flash sale Sept 2-4/ 7-13, 5-floor penthouse 60 feet from water, 150+ reviews
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
Breathtaking Beach Front Property Ground Floor Condo
On the beach

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (147)
"This property was perfect for our sister trip! Location, property condition and communication was excellent! "
Breathtaking Beach Front Property Ground Floor Condo
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
On the beach, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (154)
"Great place for a family vacation. The condo was clean, comfortable, and had everything we needed. The beach is spectacular. Thank you to our great host, Michaela! We will definitely stay here again. "
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8
On the beach, sun loungers, beach towels

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
Condo with a View 2: October Availability!
On the beach, sun loungers, beach towels

Condo with a View 2: October Availability!

10.0 out of 10, Exceptional, (81)
"Charming place with a fantastic beach!"
The price is ￥37,438
￥72,390 total
includes taxes & fees
Oct 26 - Oct 27
Condo with a View 2: October Availability!
Affordable Beach Escape – Studio at Silver Sands in LBK #257A Resort by RVA
A heated pool

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."
The price is ￥16,444
￥40,626 total
includes taxes & fees
Sep 28 - Sep 29
Affordable Beach Escape – Studio at Silver Sands in LBK #257A Resort by RVA
Sunset and Beach view unit 402
Beach nearby

Sunset and Beach view unit 402

9.8 out of 10, Exceptional, (8)
"So quiet, I loved it"
The price is ￥23,171
￥57,023 total
includes taxes & fees
Oct 1 - Oct 2
Sunset and Beach view unit 402
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
Outdoor dining

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

9.8 out of 10, Exceptional, (88)
"Very nice townhouse with excellent amenities. Located near great restaurants and beaches. Would definitely stay there again."
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
Charming Longboat Key Bungalow with beach access minutes away…
Sun loungers

Charming Longboat Key Bungalow with beach access minutes 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 ￥18,734
￥57,600 total
includes taxes & fees
Oct 9 - Oct 10
Charming Longboat Key Bungalow with beach access minutes away…
Condo with a View 4: One-Bedroom, Oceanview!
On the beach, sun loungers, beach towels

Condo with a View 4: One-Bedroom, Oceanview!

10.0 out of 10, Exceptional, (2)
"I absolutely loved this Condo! The view was so amazing, the beach it just a few steps away. The pictures are 100% accurate if not better. The host was attentive and so nice, she even left me muffins and drinks at my door for when I arrived and they were delicious! Will definitely be coming back again. Thanks for the great stay! I highly recommend this place for sure! "
The price is ￥28,310
￥60,577 total
includes taxes & fees
Sep 30 - Oct 1
Condo with a View 4: One-Bedroom, Oceanview!
Sunset and beach view from your balcony Unit 403
On the beach, sun loungers, beach towels

Sunset and beach view from your balcony Unit 403

9.8 out of 10, Exceptional, (106)
"Perfect spot for sun and relaxation! Beautiful condo, oceanfront, helpful staff! "
The price is ￥24,709
￥59,114 total
includes taxes & fees
Sep 30 - Oct 1
Sunset and beach view from your balcony Unit 403
Cedars East Townhome on beautiful Longboat Key
Fridge, microwave, oven, stovetop

Cedars East Townhome on beautiful Longboat Key

9.6 out of 10, Exceptional, (21)
"One of the best places we've stayed using VRBO. Would definitely return and recommend to others."
Cedars East Townhome on beautiful Longboat Key
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

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Amazing location, quiet, super clean. Area to play Chess and a fantastic pool. Totally awesome♥️"
Tina 1-night trip
Posted 2 days ago
Zota Beach Resort

Find out more about Longboat Key

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 170 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.