Longboat Key Holiday Rentals

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Holiday Rentals in Longboat Key

Sea Club I Beach Resort
3.0 star property
9.2 out of 10, Wonderful, (286)
"Great beachside location, helpful friendly staff. Nice well equipped unit although it would benefit from a few cosmetic updates. Poor WiFi though, Also Surprised that they didn’t supply pool/beach towels in view of their proximity to the beach."
Sea Club I Beach Resort
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
9.8 out of 10, Exceptional, (129)
"Really cute fun place to stay enjoyed the beach the pool and the amazing sunsets My husband and I had such a good time"
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
Breathtaking Beach Front Property Ground Floor Condo
9.6 out of 10, Exceptional, (120)
"This was a perfect location.Beautiful location would like to reserve for next year.At the same time if stay there many more times, Everyone was very Nice and helpful"
Breathtaking Beach Front Property Ground Floor Condo
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THE BEACH, condo #107, PRIVATE BEACH
9.8 out of 10, Exceptional, (56)
"Gorgeous beach and the room is right on the beach. Great patio area with grill.. And there are rabbits that hop around outside your back. Door it was the cutest thing ever! Love this place we'll be back!"
The price is HK$1,952
HK$3,582 total
includes taxes & fees
25 Jul - 26 Jul
THE BEACH, condo #107, PRIVATE BEACH
Direct Beachfront Gulf with Amazing Views
9.8 out of 10, Exceptional, (85)
"we had a great stay , the view was fantastic from the unit and the sunsets was amazing. It was just as it was listed. The amenities was great in the unit. and very comfortable. Had an issue with ac but it was addressed and fixed right away"
Direct Beachfront Gulf with Amazing Views
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.
9.8 out of 10, Exceptional, (69)
"Amazing location close the beach.Quiet place to relax!!"
Beach view. Year-round Balcony Sunsets. Just renovated.
Luxury Beach Condo with Breathtaking Views Upgraded! PROMO 2024 !!,
9.8 out of 10, Exceptional, (217)
"This is the second time we have stayed in this condo; 3rd time on the property. Since our last stay, the host has done some improvements with different furniture inside and outside. The host has also provided extras which is nice like laundry items and dishwasher pods, coolers, and beach umbrellas. The location is great; nice and quiet for families to enjoy time together on the beach, at the pool, or inside eating dinner. This condo is on the second level, so steps could be an issue for some....
Luxury Beach Condo with Breathtaking Views Upgraded! PROMO 2024 !!,
The Beach on Longboat Key #104 Resort by RVA
9.0 out of 10, Wonderful, (92)
"Very pleasant stay."
The Beach on Longboat Key #104 Resort by RVA
Sunny Gulf Coast Villa: Direct Beach & Pool Access
9.2 out of 10, Wonderful, (22)
"We had a wonderful time relaxing and playing on Longboat Key and the location and amenities at this villa were key to an exciting trip for our young family."
Sunny Gulf Coast Villa: Direct Beach & Pool Access
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
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
10.0 out of 10, Exceptional, (8)
"Excellent house with 4 bedrooms! Perfect location to the beach and all of Longboat key"
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Beach Front No Crossing Needed Condo Paradise. Ground Floor. Full kitchen.
9.4 out of 10, Exceptional, (39)
"The property was just what we had been looking for, minute walk from the beach, tiny kitchen, screened in porch and clean with updates. Everything was stocked well from the kitchen and bath to items needed for the beach. We wanted a quiet place to just enjoy the beach and this was it. I enjoyed having coffee and reading in the mornings on the screened in porch. Super friendly welcome when we checked in. We would definitely come back!"
The price is HK$1,007
HK$2,495 total
includes taxes & fees
30 Jun - 1 Jul
Beach Front No Crossing Needed Condo Paradise. Ground Floor. Full kitchen.
Beachfront With Incredible Panoramic Gulf View and The Most Beautiful Sunset.
9.8 out of 10, Exceptional, (119)
"My family and I had a very relaxing time. The place was more than what we expected. The place was comfortable, clean and we had an amazing view. It was my sister's birthday and she had the best time. Thank you to Roman and Nicole. We were able to check in a little earlier and we are so happy to have spent our day at this place. Nicole at front desk set the tone for us with her pleasantry and friendliness. We will be back! Amazing place and people!"
Beachfront With Incredible Panoramic Gulf View and The Most Beautiful Sunset.
Rare, 5 floor penthouse 60 feet from the sand 170 reviews
9.8 out of 10, Exceptional, (174)
"Quiet, peaceful and clean beach. Nicole at reception desk is awesome! Would definitely stay here again! Owner was very knowledgeable of area, and responsive to our needs."
Rare, 5 floor penthouse 60 feet from the sand 170 reviews
The Beach on Longboat Key #106 Resort by RVA
8.8 out of 10, Excellent, (77)
"Beautiful views of the gulf and perfect location to restaurants and local attractions. Will definitely stay again!"
The price is HK$1,484
HK$2,987 total
includes taxes & fees
28 Jun - 29 Jun
The Beach on Longboat Key #106 Resort by RVA
The Beach on Longboat Key #220 Resort by RVA
8.0 out of 10, Very good, (41)
"We completely enjoyed our stay. The location was fantastic. Local food was delicious."
The Beach on Longboat Key #220 Resort by RVA
Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!
10.0 out of 10, Exceptional, (100)
"Really nice floor plan , excellent views ….. especially from the up stairs master !"
Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!
Turtle Crawl Inn
3.0 star property
8.6 out of 10, Excellent, (89)
"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
Gulf Getaway with Porch + Direct Beach Access!
9.0 out of 10, Wonderful, (32)
"Amazing location with a short walk to the pool and beach."
Gulf Getaway with Porch + Direct Beach Access!
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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.

Other types of properties in Longboat Key you may be interested in

Zota Beach Resort
4.0 star property
8.8 out of 10, Excellent, (1000)
"Everything was Amazing. Visiting next year again ! "
The price is HK$1,827
HK$2,396 total
includes taxes & fees
10 Jul - 11 Jul
Zota Beach Resort
The Resort at Longboat Key Club
4.0 star property
8.8 out of 10, Excellent, (624)
"Great view of the pool and the Gulf from our balcony. Room was very nice. "
The price is HK$4,209
HK$5,109 total
includes taxes & fees
9 Jul - 10 Jul
The Resort at Longboat Key Club
Sea Club I Beach Resort
3.0 star property
9.2 out of 10, Wonderful, (286)
"Great beachside location, helpful friendly staff. Nice well equipped unit although it would benefit from a few cosmetic updates. Poor WiFi though, Also Surprised that they didn’t supply pool/beach towels in view of their proximity to the beach."
Sea Club I Beach 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 holiday rental in Longboat Key?

Yes, there are holiday rentals close to the most popular sights in Longboat Key, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Longboat Key has to offer?

Perfectly Located Home with Pool and Spa: This holiday home rental outside of Longboat Key is located near the beach, and has a balcony, 1 hot 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 that you can cook with friends or family.

How many holiday rentals are there in Longboat Key?

Choose from 185 Expedia holiday rentals in Longboat Key for a memorable holiday.

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 holiday rentals like in Longboat Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Longboat Key. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.

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