Search Vacation Homes in Longboat Key

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 133 Vacation Homes in Longboat Key with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (14)
"Good place, good location - ideal venue"
Island Living on Longboat Key 3 minute walk to the beach!

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

Silver Sands #243A Resort by RVA

8.6 out of 10, Excellent, (50)
"Room was exactly as pictured and had everything we needed for a quick little stay. Location was perfect and we had our own private beach with never more than 6 people on it at one time! The heated pool was spot on for the chilly nights. This place was quiet and very relaxing. We would definitely book here again!"
Silver Sands #243A Resort by RVA

Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5

10.0 out of 10, Exceptional, (17)
"This property was beautifully furnished with seashore motive. It was very clean, good lighting inside. In fact we loved it so, we kept wishing for a rainy so we could guiltlessly enjoy being inside. Relaxing in the pool after a day at the beach shelling is an extra plus. Ourhost was very responsive to our questions."
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5

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

Longboat Key Vacation Rental - Steps From Beach & Restaurants

Longboat Key Vacation Rental - Steps From Beach & Restaurants

4-bedroom house on Longboat Key with private beach access only 150 yards away.

10.0 out of 10, Exceptional, (1)
"We thoroughly enjoyed our stay in longboat key. Location was great, short walk to the beach. Access to Cedars East Tennis Club was wonderful, beautiful pool and fitness center! House was immaculate, very spacious. Walking distance to restaurants, convenient store. Needed a couple items from the host and he was extremely accommodating and very responsive. I highly recommend this property. "
4-bedroom house on Longboat Key with private beach access only 150 yards away.

Starfish Bungalow A. Steps to the beach 2/1 Coastal paradise ! Large airy open layout, grill, wifi !

8.0 out of 10, Very Good, (2)
"Thanks for nice time Great location and right price."
Starfish Bungalow A. Steps to the beach 2/1 Coastal paradise ! Large airy open layout, grill, wifi !

Mansion on Canal, Pool, Dock, Arcade, Gym, Theater, Outdoor Kitchen

Mansion on Canal, Pool, Dock, Arcade, Gym, Theater, Outdoor Kitchen

Short walk to beach or take your boat from the canal / dock in your backyard!

10.0 out of 10, Exceptional, (6)
"Perfect place for me and my family. I brought my boat down and fished almost every day. Even shared fish with the neighbors across the street. Great people on either side. Beds were comfy, grill worked great. Highly recommend."
Short walk to beach or take your boat from the canal / dock in your backyard!

Piece of Paradise

10.0 out of 10, Exceptional, (7)
"We loved our stay in Longboat for a week! The host was very attentive and responsive and the location was perfect for everywhere we wanted to go! Would come back! :) "
Piece of Paradise

Lyons Lane: Home on Longboat Key by RVA

9.0 out of 10, Wonderful, (2)
Lyons Lane: Home on Longboat Key by RVA

Hidden Bay/Beach Paradise

10.0 out of 10, Exceptional, (96)
"Our family had a fabulous time at this beautiful vacation home. The pool was delightful, the gourmet kitchen was out of this world, the tennis court was a treat, and all the rooms were clean, organized and inviting. The location on LBI was great, as the beach was a short walk away. The house was well equipped with whatever one might need to have a comfortable stay. We Hope to be able to come back next year. "
Hidden Bay/Beach Paradise

DOG FRIENDLY and PERFECT LBK LOCATION

10.0 out of 10, Exceptional, (14)
"Amazing home, perfect for 6 adults . Stayed this past weekend for my son’s wedding at longboat key resort. Plenty of room , clean perfect location :) host was available and responsive. Would definitely stay here again Thank you "
The price is SAR 1,275
SAR 3,409 total
includes taxes & fees
6 Apr - 7 Apr
DOG FRIENDLY and PERFECT LBK LOCATION

Steps to Beach-Full gulf views infinity pool. EXQUISITE! 50% off LA fire victims

9.8 out of 10, Exceptional, (19)
"This is a wonderful property and was perfect for our family of six adults and two toddlers. It was warm, comfortable and convenient. And Julie was a most gracious and responsive post. I would certainly recommend it."
Steps to Beach-Full gulf views infinity pool. EXQUISITE! 50% off LA fire victims

2 BR Beach front villa with enclosed lanai overlooking the pool

9.4 out of 10, Exceptional, (39)
"This was our family’s 1st stay and I can honestly say it won’t be our last!! Everything was perfect & we are so glad we found Hal’s hidden gem! Thank you for such a wonderful stay!"
2 BR Beach front villa with enclosed lanai overlooking the pool

Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets

9.8 out of 10, Exceptional, (68)
"The house is full of charm; very clean and wonderfully equipped. Our kids had the best time fishing and playing in the water."
Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets

Luxury Home with Private Beach Access and Heated Pool!

9.8 out of 10, Exceptional, (8)
"The home was lovely & had everything we needed for the week. Pool area was beautiful & secluded. We enjoyed the short walk to the beach each day. The nature preserve was a delightful place to walk our dog each morning. We enjoyed our stay very much. "
Luxury Home with Private Beach Access and Heated Pool!

Beach Castle Resort #9 by RVA

8.4 out of 10, Very Good, (30)
"We’ve stayed at the condo once before and loved it. Glad we came back!"
Beach Castle Resort #9 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.
Don't see what you're looking for?
See all available properties in Longboat Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Longboat Key

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

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.

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
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.