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Compare 167 Vacation Homes in Longboat Key with updated reviews, rates, and availability.

Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage

9.6 out of 10, Exceptional, (85)
"Condo was great, owner very responsive, location was close to the beaches, and there was a dog walker in the same complex. Nice, relaxing vacation. "
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage

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 "
DOG FRIENDLY and PERFECT LBK LOCATION

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

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

9.6 out of 10, Exceptional, (20)
"Great house/neighborhood. Easy walk to beach and a restaurant. Good communication, we enjoyed our stay!"
Longboat Key beach house - 5 min walk to the beaches and top local restaurants

Silver Sands #243A Resort by RVA

8.6 out of 10, Excellent, (52)
"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!"
The price is SAR 450
SAR 1,088 total
includes taxes & fees
22 Apr - 23 Apr
Silver Sands #243A Resort by RVA

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

10.0 out of 10, Exceptional, (15)
"Spacious condo with everything we needed. Loved the comfortable beds, proximity to the beach, ample beach chairs and umbrellas. The host was fantastic responding to all our needs. Look forward to a return visit. "
Island Living on Longboat Key 3 minute walk to 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

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.

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

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

Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach

10.0 out of 10, Exceptional, (7)
"Fabulous back area!"
Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach

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!

Lyons Lane: Home on Longboat Key by RVA

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

Beautiful Beach Longboat Key Townhouse

10.0 out of 10, Exceptional, (19)
"We have been staying at the Cedars for over 25 years. Perfect location to get away from the heavy tourist areas. The pool, clay tennis courts and gym at the club house add greatly to the stay. Wouldn’t want to be anywhere else."
Beautiful Beach Longboat Key Townhouse

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

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

Luxury Home with Private Beach Access and Heated Pool!

9.8 out of 10, Exceptional, (9)
"This property felt like home with a short walk to the beach and nice trails through adjacent park."
Luxury Home with Private Beach Access and Heated Pool!

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

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

Longboat Key , Beach , Pool , Dock , Canal , Boat Access. Kayak rentals, Fishing

10.0 out of 10, Exceptional, (21)
"We stayed for the month of March 2025 and had a wonderful time! The house has everything you could need for a home away from home experience. The location is great, a short walk to the beach and nearby restaurants. We enjoyed swimming in the pool daily. 4 bedrooms and 3 bathrooms to accommodate the family. Very clean and comfortable living space! Larry was an excellent host and got back to us quickly with any questions we had. We have already booked again for next year! "
Longboat Key , Beach , Pool , Dock , Canal , Boat Access. Kayak rentals, Fishing
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 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

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

8.8 out of 10, Excellent, (5)
"Older building and units, but the location is great. Grocery store only a mile away. Right on the beach, so can just grab the room key and get on the beach. Kitchen had the basics. Balcony on the beach was the best part, we were out there a lot. "
The price is SAR 901
SAR 1,711 total
includes taxes & fees
23 Apr - 24 Apr
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

9.6 out of 10, Exceptional, (5)
"We liked everything! "
The price is SAR 863
SAR 1,619 total
includes taxes & fees
18 Apr - 19 Apr
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
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.