Longboat Key Vacation Rentals

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Check prices for these dates

Tonight
Feb 23 - Feb 24
Tomorrow
Feb 24 - Feb 25
Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9

Vacation Rentals in Longboat Key

Sea Club I Beach Resort
On the beach, white sand

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (302)
"I love that this property is right on the beach. We were there over Christmas. The property was not fully booked, so it was fairly quiet. The Gulf was too cold for us, but we enjoyed using the the provided lounge chairs to relax on the beach. Lots of shelling to do. Not a lot of people at this time. Pool was not a bad temperature and was clean. The property looks like an old motor lodge, but they have kept it nice. Our room did not have a lot of updates, but it was sufficient. A roll of paper...
Sea Club I Beach Resort
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Sun loungers, beach towels

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

9.6 out of 10, Exceptional, (17)
"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
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
Beach

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

7.0 out of 10, Good, (2)
"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 ￥49,259
￥83,621 total
includes taxes & fees
Mar 3 - Mar 4
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
2BR Walk to the Beach Across the Street- Bay Views!
Beach

2BR Walk to the Beach Across the Street- Bay Views!

9.8 out of 10, Exceptional, (9)
"nothing extra fancy but nice place."
2BR Walk to the Beach Across the Street- Bay Views!
Beautiful Beach Longboat Key Townhouse
Beach nearby, sun loungers, beach towels

Beautiful Beach Longboat Key Townhouse

10.0 out of 10, Exceptional, (17)
"The property was perfect for our family ranging in age from 8 months to grandparents. Very comfortable, clean, and cozy. Looking forward to coming back to this property again!"
Beautiful Beach Longboat Key Townhouse
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, (137)
"Cute little cottage with 2br, 1ba. Very clean, close to the beach. Lots of supplies for the beach. Could use softer towels in bathroom and perhaps some instructions on the shower as it was quite hot on any setting. Prior communication was slow but once there was pretty attentive. "
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Sun loungers, beach towels

THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW

9.8 out of 10, Exceptional, (61)
"Perfect location for a nice 4 day get away! Walk out the back door and you are on the beach. "
The price is ￥42,542
￥74,538 total
includes taxes & fees
Mar 4 - Mar 5
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
The Beach on Longboat Key #104 Resort by RVA
On the beach

The Beach on Longboat Key #104 Resort by RVA

9.0 out of 10, Wonderful, (93)
"Very pleasant stay."
The price is ￥44,482
￥78,059 total
includes taxes & fees
Mar 12 - Mar 13
The Beach on Longboat Key #104 Resort by RVA
Breathtaking Beach Front Property Ground Floor Condo
On the beach

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (132)
"Great place at a very well run resort. Highly recommend. "
Breathtaking Beach Front Property Ground Floor Condo
Silver Sands #243A Resort by RVA
On the beach, beach umbrellas

Silver Sands #243A Resort by RVA

8.8 out of 10, Excellent, (48)
"This is our second time staying at the Silver Sands. Very clean, nice people, nice amenities. "
The price is ￥24,779
￥51,474 total
includes taxes & fees
Mar 2 - Mar 3
Silver Sands #243A Resort by RVA
Turtle Crawl Inn
Condo #501 Beach View | Terrace/patio

Turtle Crawl Inn

3.0 star property
8.6 out of 10, Excellent, (90)
"Everything was clean. Office workers were friendly and had no problem with my brother’s family coming to visit for the day. "
Turtle Crawl Inn
Beach View Condo- Quiet & Secluded with Private Beach on Longboat Key
On the beach, sun loungers, beach towels

Beach View Condo- Quiet & Secluded with Private Beach on Longboat Key

10.0 out of 10, Exceptional, (24)
"Great location. Very short walk to the beach. Plenty of chairs & umbrellas provided. The screened balcony with a beautiful view of the gulf was awesome. Nicely decorated and well stocked kitchen. Check in was a breeze. Communication Daniel was great. Would highly recommend!"
Beach View Condo- Quiet & Secluded with Private Beach on Longboat Key
Best views of the beach from your balcony Unit 301
Interior

Best views of the beach from your balcony Unit 301

9.8 out of 10, Exceptional, (76)
"We spend every new years at this apartment and love it. Perfect location, in great condition, feet from the beach, and close to all kinds of restaurants, ice cream shops, and stores. Great communication from the owner and building management. Can't wait to go back!"
The price is ￥29,555
￥67,699 total
includes taxes & fees
Mar 24 - Mar 25
Best views of the beach from your balcony Unit 301
The Beach on Longboat Key #226 Resort by RVA
A heated pool

The Beach on Longboat Key #226 Resort by RVA

9.2 out of 10, Wonderful, (109)
"Wonderful location on Longboat Key. Easy access to miles of white sand baeach."
The price is ￥46,423
￥80,833 total
includes taxes & fees
Feb 27 - Feb 28
The Beach on Longboat Key #226 Resort by RVA
Updated Beachfront Condo at Prestigious Long Boat Key Resort
A heated pool

Updated Beachfront Condo at Prestigious Long Boat Key Resort

8.6 out of 10, Excellent, (11)
"The property was laid out well. It does not make logical sense that guests of property owners cannot access the food and beverage service at the facility. "
The price is ￥63,440
￥133,488 total
includes taxes & fees
Feb 26 - Feb 27
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Sunset and beach view from your balcony Unit 403
Interior

Sunset and beach view from your balcony Unit 403

9.8 out of 10, Exceptional, (98)
"GREAT View Quality one BR unit. We'll Be Back!"
Sunset and beach view from your balcony Unit 403
Sunny Gulf Coast Villa: Direct Beach & Pool Access
On the beach

Sunny Gulf Coast Villa: Direct Beach & Pool Access

9.0 out of 10, Wonderful, (27)
"My wife and I had an excellent five day get away. The rental was super nice, close to the beach, nice outdoor cooking area, nice heated pool. Just as described and we plan on returning. Close to anything you may need and in a quiet area, it honestly checked all of our boxes. Only one suggestion: The pillows desperately need replaced. "
Sunny Gulf Coast Villa: Direct Beach & Pool Access
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Beach

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

10.0 out of 10, Exceptional, (1)
"Everything was flawless!"
The price is ￥123,894
￥180,393 total
includes taxes & fees
Feb 24 - Feb 25
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Island Living on Longboat Key 3 minute walk to the beach!
Aerial view

Island Living on Longboat Key 3 minute walk to the beach!

10.0 out of 10, Exceptional, (13)
"Good place, good location - ideal venue"
Island Living on Longboat Key 3 minute walk to the beach!
Beach Castle Resort #12 by RVA
On the beach

Beach Castle Resort #12 by RVA

9.4 out of 10, Exceptional, (31)
"This was exactly as pictured and perfect for what we needed! So clean and furnished well. I would highly recommend and would stay again! Thank you to the owners for providing such a wonderful experience."
The price is ￥55,678
￥91,419 total
includes taxes & fees
Mar 15 - Mar 16
Beach Castle Resort #12 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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Other types of properties in Longboat Key you may be interested in

The St. Regis Longboat Key Resort
View from property

The St. Regis Longboat Key Resort

5.0 star property
10.0 out of 10, Exceptional, (13)
"Darin and the staff at the beach, pool, valet, housekeeping, butler, FD, restaurants were all fabulous. loved nightly turndown service. room was clean and comfortable. balcony large. food at CW prime, Aura were excellent as was breakfast at Riva and the coffee/baked goods at Carolinas. loved the Lagoon experience, feeding the tortoises and the lazy river. great staff for these activities as well. can’t wait to go back. thx St Regis!"
The price is ￥194,350
￥228,893 total
includes taxes & fees
Feb 24 - Feb 25
The St. Regis Longboat Key Resort
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1000)
"We will return "
The price is ￥76,874
￥93,555 total
includes taxes & fees
Mar 9 - Mar 10
Zota Beach Resort
The Resort at Longboat Key Club
Exterior

The Resort at Longboat Key Club

4.0 star property
8.8 out of 10, Excellent, (641)
"Great stay!"
The price is ￥119,267
￥141,519 total
includes taxes & fees
Mar 3 - Mar 4
The Resort at Longboat Key Club
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.

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 179 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

Longboat Key Beaches and Jewfish Key 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.