Holiday Rentals in Longboat Key

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Holiday Rentals in Longboat Key

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (320)
"just an amazing staff and clean rooms! it was paradise will go back next year for sure!!"
Sea Club I Beach Resort

Take a Peek at a fabulous unit.

10.0 out of 10, Exceptional, (122)
"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. "
Take a Peek at a fabulous unit.

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

10.0 out of 10, Exceptional, (73)
"Our second time here and it was wonderful again. Annette is very sweet and the place is perfect!"
The price is €336
includes taxes & fees
20 Aug - 21 Aug
THE BEACH #107 Summer special 210 nite+fees Beachfront Full View

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

9.4 out of 10, Exceptional, (28)
"What a beautiful propertyNicely decorated. Very convenient with 4 bedrooms all in one floor The peacocks are a nice touch. Access to the beach is very close with parking. The whole area is beautifulHighly recommended "
Longboat Key beach house - 5 min walk to the beaches and top local restaurants

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

8.8 out of 10, Excellent, (22)
"Great view and nice place for a short stay. "
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

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

6.6 out of 10, (7)
"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! "
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

9.0 out of 10, Wonderful, (17)
"The property was great for our family, loved having a pool and beach access. Super simple especially with a toddler in tow."
Charming 1-bedroom, beachfront condo in marvelous Longboat Key

GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

9.8 out of 10, Exceptional, (103)
"Very good location excellent apartament "
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (145)
"Fantastic beach and accommodations. Everyone we met were so nice and friendly. Best sunsets on the gulf!!!"
Breathtaking Beach Front Property Ground Floor Condo

Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

8.8 out of 10, Excellent, (84)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
The price is €281
includes taxes & fees
20 Aug - 21 Aug
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

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

Flash sale Aug 10-28 5-floor penthouse 60 feet from water 150+ reviews

10.0 out of 10, Exceptional, (192)
"My wife and I stayed at Jim's property in Longboat Key and it was everything we wanted. Waking up to the view of the Gulf every morning was a great start to every day. Being steps from the beach made our time there even more enjoyable. Jim had everything we needed to make our stay fun and relaxing. Thanks, Jim!!"
Flash sale Aug 10-28 5-floor penthouse 60 feet from water 150+ reviews

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

9.8 out of 10, Exceptional, (151)
"Our stay was perfect! Everything we needed was in the unit and the communication with the owner was great. Can't wait to visit again soon."
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

Sunset and Beach view unit 402

10.0 out of 10, Exceptional, (4)
"Clean condo. Beautiful view of Gulf"
Sunset and Beach view unit 402

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

9.4 out of 10, Exceptional, (119)
"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

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. "
Charming Longboat Key Bungalow with beach access minutes away…

LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!

9.8 out of 10, Exceptional, (8)
"We had a great time at La Playa. The beach is beautiful. The condo is nice, well stocked and quiet. Will definitely stay there again. Maybe next February."
LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!

Major Upgrades 1 of a kind home right on the beach

10.0 out of 10, Exceptional, (118)
"Everything was in perfect order at this property! Loved our stay here!"
Major Upgrades 1 of a kind home right on the beach

Charming Beach Front Studio Steps to the Sand and Gulf

9.8 out of 10, Exceptional, (18)
"Loved everything about our stay. Will definitely be back!"
Charming Beach Front Studio Steps to the Sand and Gulf
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

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?

Siesta Key Island Rentals: This holiday home rental outside of Longboat Key comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Longboat Key?

Choose from 171 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 Lido Beach 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.