Longboat Key Vacation Rentals

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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
9.0 out of 10, Wonderful, (297)
"Great property! Great front desk people! Beautiful beach!"
Sea Club I Beach Resort
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
On the beach, sun loungers, beach towels
Gorgeous condo on the beautiful Longboat Key beach.Next door #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. "
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
THE BEACH, condo #107, PRIVATE BEACH
Sun loungers, beach towels
THE BEACH, condo #107, PRIVATE BEACH
9.8 out of 10, Exceptional, (60)
"Very nice "
The price is ￥32,366
￥61,359 total
includes taxes & fees
Sep 24 - Sep 25
THE BEACH, condo #107, PRIVATE BEACH
Breathtaking Beach Front Property Ground Floor Condo
On the beach
Breathtaking Beach Front Property Ground Floor Condo
9.6 out of 10, Exceptional, (128)
"Upscale, very well kept condo with all the necessary items for a pleasant vacation. Quality towels and linen. Very clean and tastefully decorated. No clutter. Highly recommend."
Breathtaking Beach Front Property Ground Floor Condo
Silver Sands, Open Tuesday - Friday, $99/nt!
On the beach, sun loungers, beach towels
Silver Sands, Open Tuesday - Friday, $99/nt!
10.0 out of 10, Exceptional, (64)
"Our stay was amazing! A perfect beach condo for a family with young kids, short walk to the beautiful beach & pool! Heidi was a wonderful host, very thorough & so kind! This was our first visit to Longboat Key, we loved it! Would highly recommend this condo & hope to return in the future! "
The price is ￥14,241
￥36,233 total
includes taxes & fees
Sep 24 - Sep 25
Silver Sands, Open Tuesday - Friday, $99/nt!
Waterfront home with private beach, a private pool, and water activities! Moku
On the beach
Waterfront home with private beach, a private pool, and water activities! Moku
10.0 out of 10, Exceptional, (2)
"We had a great stay! It was definitely an experience. It was a peaceful island getaway. If you are able to stay here I recommend it! Any issues we had the AMI team had a quick and efficient response-the only issues we had was our door code didn’t work for all the doors but they responded quickly and got us in in a blink of an eye, and the trash bins outside were almost full but they were out the next day to empty them so no complaints with that! Our only thing was the water in the house is VERY...
Waterfront home with private beach, a private pool, and water activities! Moku
Beach view. Year-round Balcony Sunsets. Just renovated.
Property grounds
Beach view. Year-round Balcony Sunsets. Just renovated.
9.8 out of 10, Exceptional, (73)
"Beautiful view.. home was clean and the front staff was amazing. "
The price is ￥22,297
￥55,469 total
includes taxes & fees
Oct 23 - Oct 24
Beach view. Year-round Balcony Sunsets. Just renovated.
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, (13)
"The property looked exactly like the photos. It was clean, in a very quiet neighbourhood close to the beach & some good restaurants. Beds were comfortable. Kitchen could have done with more stock (there were 8 of us staying & not enough crockery or cutlery) but wasn’t a huge issue. We loved the location & how quiet it was, so would definitely stay again."
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Direct Beachfront Gulf with Amazing Views
Property grounds
Direct Beachfront Gulf with Amazing Views
9.8 out of 10, Exceptional, (89)
"What a fantastic spot. The beach was terrific… the condo had every amenity we needed…. The pool was lovely. Dolphins and manatees in the water… close to restaurants and shopping. Beautiful sunsets and storm watching. We are so sad to be leaving because we had such an amazing vacation. I can’t think of a single thing we would have done differently. Thank you!!!"
Direct Beachfront Gulf with Amazing Views
Rare, 5 floor penthouse 60 feet from the sand 170 reviews
Property grounds
Rare, 5 floor penthouse 60 feet from the sand 170 reviews
9.8 out of 10, Exceptional, (182)
"The condo was perfect! Everything we needed at our fingertips. and the view was amazing! Right on the ocean, the beach was clean & quiet. Close to St Armand’s Circle and many island restaurants to choose from. Check in & communication before, during & after our stay was great. We would definitely stay here again!"
The price is ￥31,503
￥69,491 total
includes taxes & fees
Oct 10 - Oct 11
Rare, 5 floor penthouse 60 feet from the sand 170 reviews
Beach Front No Crossing Needed Condo Paradise. Ground Floor. Full kitchen.
On the beach, sun loungers, beach towels
Beach Front No Crossing Needed Condo Paradise. Ground Floor. Full kitchen.
9.4 out of 10, Exceptional, (40)
"We enjoyed our stay at the Turtle Crawl Inn. Check in was easy and the apartment was immaculate. Great updates all around. Communication was prompt and they were able to accommodate early check in for our stay. "
Beach Front No Crossing Needed Condo Paradise. Ground Floor. Full kitchen.
Casa Del Mar Longboat Key
Exterior
Casa Del Mar Longboat Key
4.0 star property
9.4 out of 10, Exceptional, (159)
"A pleasant peaceful stay."
Casa Del Mar Longboat Key
Beach View Condo- Quiet & Secluded with Private Beach
On the beach, sun loungers, beach towels
Beach View Condo- Quiet & Secluded with Private Beach
9.8 out of 10, Exceptional, (20)
"I visited Danielle's condo for a 4 night trip with my elderly parents. The condo was clean and well equipped - even had a kettle which pleased my mum greatly. The condo has access to the beach which is less than a 5 minute walk. Free parking was available close to the condo. The resort also has a hot tub and small pool available to use (across the road) Having visited the area before we wanted a more central location with easy access to restaurants, shops and sarasota. This location was super...
Beach View Condo- Quiet & Secluded with Private Beach
Luxury Beach Condo with Breathtaking PROMO AUGUST- 2024 -175- NIGHT BEST PRICE!
Exterior
Luxury Beach Condo with Breathtaking PROMO AUGUST- 2024 -175- NIGHT BEST PRICE!
9.8 out of 10, Exceptional, (226)
"My husband and I stayed the weekend for our anniversary. There was plenty of room, the condo was clean, and the bed was very comfortable. They provided plenty of towels and even beach gear with chairs and umbrellas. The patio is screened which helps keep the bugs at bay. The place was perfect for us and we would love to come back. Thank you Anna! "
Luxury Beach Condo with Breathtaking PROMO AUGUST- 2024 -175- NIGHT BEST PRICE!
The Beach on Longboat Key #220 Resort by RVA
On the beach
The Beach on Longboat Key #220 Resort by RVA
8.0 out of 10, Very Good, (42)
"We enjoyed our stay! We had all the necessaries for a few days at the beach. It’s a great price point if you’re just looking for a little rest on the beach. There are local restaurants just a few miles down the road. The only think I would suggest is that the property provide a broom for the room. You’re at the beach so of course, there is going to be sand. We are planning on coming back. "
The Beach on Longboat Key #220 Resort by RVA
Silver Sands #237 Resort by RVA
On the beach, beach umbrellas
Silver Sands #237 Resort by RVA
9.0 out of 10, Wonderful, (38)
"Steps to the beach and included towels, beach chairs and umbrellas. Staff was extremely nice and we enjoyed the joke of the day while checking in!"
Silver Sands #237 Resort by RVA
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 Beach on Longboat Key #104 Resort by RVA
Beautiful Beach Longboat Key Townhouse
Beach nearby, sun loungers, beach towels
Beautiful Beach Longboat Key Townhouse
10.0 out of 10, Exceptional, (14)
"Such a wonderful place! We had one of the best family stays ever. Viktor’s place was absolutely perfect for us (a family with two teenagers). We felt as we were at home. Not only was it extraordinarily equipped, but it was also comfortable, spacious, bright, and in an incredibly beautiful area. The beach is dreamy and 5 min walk. If we could, we would give you 6 stars! Thank you so much for making our stay unforgettable! Love from Argentina!"
Beautiful Beach Longboat Key Townhouse
Beachfront With Incredible Panoramic Gulf View and The Most Beautiful Sunset.
Outdoor pool, a heated pool
Beachfront With Incredible Panoramic Gulf View and The Most Beautiful Sunset.
9.8 out of 10, Exceptional, (124)
"It was great!"
The price is ￥21,434
￥53,783 total
includes taxes & fees
Sep 27 - Sep 28
Beachfront With Incredible Panoramic Gulf View and The Most Beautiful Sunset.
Silver Sands #236 Resort by RVA
On the beach, beach umbrellas
Silver Sands #236 Resort by RVA
9.2 out of 10, Wonderful, (62)
"Fantastic!"
Silver Sands #236 Resort by RVA
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See all available properties in 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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Other types of properties in Longboat Key you may be interested in

The St. Regis Longboat Key Resort
Exterior
The St. Regis Longboat Key Resort
5.0 star property
The price is ￥98,681
￥120,448 total
includes taxes & fees
Oct 6 - Oct 7
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, (1003)
"Very nice resort."
The price is ￥30,424
￥40,520 total
includes taxes & fees
Oct 2 - Oct 3
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, (633)
"Was a quiet and amazing experience "
The price is ￥54,246
￥67,801 total
includes taxes & fees
Sep 29 - Sep 30
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?

Perfectly Located Home with Pool and Spa: This vacation home rental near Longboat Key is located near the beach and has a balcony, a spa tub, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Longboat Key?

Choose from 185 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.