Holiday Homes in Longboat Key

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Featured Holiday Homes in Longboat Key

Our top choices for Longboat Key holiday homes

Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA

8.6 out of 10, Excellent, (59)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA

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

9.8 out of 10, Exceptional, (18)
"We had a wonderful time at this really nice condo on Longboat Key. We were generously welcomed with a delicious bottle of wine and some nice snacks. When we arrived they even had the TV set to the weather channel so we were already connected. The location is fantastic and just a short walk to a beautiful beach. The hosts responded promptly to any questions we might have had. We would love to stay there again. "
Island Living on Longboat Key 3 minute walk to the beach!

Cedars East Townhome on beautiful Longboat Key

9.6 out of 10, Exceptional, (21)
"One of the best places we've stayed using VRBO. Would definitely return and recommend to others."
Cedars East Townhome on beautiful Longboat Key

Waterfront home with private beach, a private pool, and water activities! Moku

9.4 out of 10, Exceptional, (6)
"Our 5 th time here. Wonderful upgrades. Does need a dresser in the bedrooms. Coolers and ice machine would be a great help"
Waterfront home with private beach, a private pool, and water activities! Moku

Luxury Home with Private Beach Access and Heated Pool!

10.0 out of 10, Exceptional, (14)
"We had a wonderful time staying at Cass Azul. The home it self was very nice as was the location. The backyard oasis was wonderful as well. Would highly recommend and would stay there again! "
Luxury Home with Private Beach Access and Heated Pool!

Piece of Paradise

10.0 out of 10, Exceptional, (7)
"Great location, beautiful garden, helpful property manager, short walk to the beach. Perfect for our stay with 2 teens."
Piece of Paradise

Beautiful Beach Longboat Key Townhouse

9.8 out of 10, Exceptional, (26)
"I cannot say enough good things about this property! Just beautiful, centrally located. Looking forward to coming back! Thank you ! "
Beautiful Beach Longboat Key Townhouse

Beach, Boat & Pool–Coastal Home Has It All! Lyons Lane-Longboat Key by RVA

9.0 out of 10, Wonderful, (2)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed in Lyons Lane for the month of April 2023. The property is lovely and spacious in a quiet, upscale neighborhood. The backyard is very private with a great pool area. The house is about a 7 minute walk from a beautiful, uncrowded...
Beach, Boat & Pool–Coastal Home Has It All! Lyons Lane-Longboat Key by RVA

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

10.0 out of 10, Exceptional, (6)
"A lovely home with great living space. An easy walk down quiet street to private beach. Nicely equipped kitchen with both indoor and outdoor eating spaces. Great local restaurants and shops. In particular, we enjoyed birding and kayaking at the nearby nature preserves."
Short walk to beach or take your boat from the canal / dock in your backyard!

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

Beach Cottage with a Private Hot Tub

10.0 out of 10, Exceptional, (61)
"This was a great little place to stay. It was immaculate and had everything we needed."
Beach Cottage with a Private Hot Tub

Hidden Bay/Beach Paradise

10.0 out of 10, Exceptional, (100)
"Had a great time, family love the property "
Hidden Bay/Beach Paradise

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

10.0 out of 10, Exceptional, (23)
"House is very well maintained and has just about everything you need in the kitchen and for the beach. The pool is great to relax by. We had a great 4 weeks here.Plenty of room at dock for our boat."
Longboat Key , Beach , Pool , Dock , Canal , Boat Access. Kayak rentals, Fishing

DOG FRIENDLY and PERFECT LBK LOCATION

10.0 out of 10, Exceptional, (17)
"Beautiful home. Perfect location and access to lots of activities."
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, (19)
"We thoroughly enjoyed our stay in Longboat Key! The house was clean and stocked full of everything we could have needed, dishes, utensils, pots, pans and even Tupperware. "
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5

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.

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

10.0 out of 10, Exceptional, (1)
"Down to the last detail, you feel right at home"
Mansion on Canal, Pool, Dock, Arcade, Gym, Theater, Outdoor Kitchen

Direct beachfront private home by FVC

Direct beachfront private home by FVC

NO REGRETS -Bright beautiful sunny home. Elevator beside driveway to upstairs.

9.8 out of 10, Exceptional, (29)
"Great getaway! The property is very private, and the place is very cozy. We will be back next year."
NO REGRETS -Bright beautiful sunny home. Elevator beside driveway to upstairs.

3 brm pool home on Longboat Key by FVC

10.0 out of 10, Exceptional, (3)
"The home is beautiful & located in a great area. I loved the pool area & the privacy of the tropical gardens! Beautiful kitchen! My only “complaint “ is it does not have a split bedroom plan. I would definitely recommend 😃"
3 brm pool home on Longboat Key by FVC
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

Find out more about Longboat Key

Find out more about Longboat Key

Longboat Key Holiday Homes information

Number of reviews
389
Accommodation
162 Holiday Homes
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