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Vacation Homes in Longboat Key

Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Enjoy a serene beach experience with access to the ocean.

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

9.2 out of 10, Wonderful, (26)
"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
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
Relax on the beachside deck with ocean views, shaded by thatched umbrellas and surrounded by comfortable seating.

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

9.8 out of 10, Exceptional, (88)
"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
Longboat Key , Beach , Pool , Dock , Canal , Boat Access. Kayak rentals, Fishing
Enjoy a serene ocean view from this pristine beach with lush trees and soft white sand.

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

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

8.6 out of 10, Excellent, (58)
"Great location!"
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
Waterfront home with private beach, a private pool, and water activities! Moku
Experience the tranquility of a tropical paradise with ocean views from the resort's spacious balcony area.

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

10.0 out of 10, Exceptional, (5)
"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
Hidden Bay/Beach Paradise
Relax by the pool in this serene outdoor space, featuring a wicker sofa and a small table with a chair.

Hidden Bay/Beach Paradise

10.0 out of 10, Exceptional, (100)
"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
Beautiful Beach Longboat Key Townhouse
Enjoy a serene beach experience with access to the ocean.

Beautiful Beach Longboat Key Townhouse

9.8 out of 10, Exceptional, (26)
"We’ve been coming to LBK for 10 years. Best rental so far! "
Beautiful Beach Longboat Key Townhouse
DOG FRIENDLY and PERFECT LBK LOCATION
Relax in this inviting outdoor seating area with wicker sofas, chairs, and a glass-top coffee table.

DOG FRIENDLY and PERFECT LBK LOCATION

10.0 out of 10, Exceptional, (16)
"Beautiful home. Perfect location and access to lots of activities."
DOG FRIENDLY and PERFECT LBK LOCATION
Piece of Paradise
Enjoy expansive views of the tropical outdoor area from the comfort of this serene room, featuring a dining area and comfortable seating.

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
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5
Enjoy a serene beach experience with calm waters and a natural atmosphere.

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

10.0 out of 10, Exceptional, (19)
"Near wonderful beaches. Relaxed and it feels Like at home"
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5
Beach, Boat & Pool–Coastal Home Has It All! Lyons Lane-Longboat Key by RVA
Relax by the serene pool surrounded by lush greenery and palm trees.

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!
Escape to a serene beach, where the calm sea meets the horizon.

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!
Beach Cottage with a Private Hot Tub
Guests can dine al fresco amidst lush gardens and palm trees.

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
4 bedroom house with pool available 7th-14th June in Longboat Key. Sleeps 12
Relax under a shaded umbrella, surrounded by the soothing sounds of the ocean.

4 bedroom house with pool available 7th-14th June in Longboat Key. Sleeps 12

4 bedroom house with pool available 7th-14th June in Longboat Key. Sleeps 12
Cedars East Townhome on beautiful Longboat Key
Enjoy cooking in this well-lit kitchen with stainless steel appliances and white cabinetry.

Cedars East Townhome on beautiful Longboat Key

10.0 out of 10, Exceptional, (19)
"Wonderful rental, exactly as described. Clean and comfortable for 2 couples. Good communication with owner, community has nice amenities. Would definitely stay again."
Cedars East Townhome on beautiful Longboat Key
Island Living on Longboat Key 3 minute walk to the beach!
Relax in this inviting living space with a light-colored sofa, glass coffee table, and wooden floor.

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

9.8 out of 10, Exceptional, (17)
"We have had a great time and the property was very clean and in a great location!"
Island Living on Longboat Key 3 minute walk to the beach!
Luxury Home with Private Beach Access and Heated Pool!
Relax in a spacious property surrounded by lush greenery and a large pool.

Luxury Home with Private Beach Access and Heated Pool!

10.0 out of 10, Exceptional, (13)
"Our two girls absolutely loved the house and the backyard pool! The space was excellent! Plenty of room! Very clean! Gorgeous vacation home! We absolutely enjoyed our stay!"
Luxury Home with Private Beach Access and Heated Pool!
Prime Location, Endless Gulf Views - Beach Castle Resort #9 by RVA
Enjoy cooking in this well-equipped kitchen with a range, microwave, and dishwasher.

Prime Location, Endless Gulf Views - Beach Castle Resort #9 by RVA

8.6 out of 10, Excellent, (31)
"Property has everything. Walk to beach, pool , hot tub, grill, on site management, easy parking. Condo was clean and perfect for our needs. We enjoyed it!"
Prime Location, Endless Gulf Views - Beach Castle Resort #9 by RVA
4-bedroom house on Longboat Key with beach only 150 yards away.
Enjoy a serene beach experience with calm waters and a wide, well-maintained shoreline.

4-bedroom house on Longboat Key with beach 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 beach only 150 yards away.
Mansion on Canal, Pool, Dock, Arcade, Gym, Theater, Outdoor Kitchen
Enjoy al fresco dining and relaxation in this serene outdoor space with a barbecue, pool, and hammock.

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
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

Take a Peek at a fabulous unit.

Take a Peek at a fabulous unit.

10/10 Excellent
"We had the perfect mini getaway. Couldn’t ask for a more gracious and welcoming host. The view from our unit was superb! We saw so many shooting stars from our balcony… we will definitely return to this quiet, serene destination. "
Susan B. 3-night trip
Posted 2 days ago
Take a Peek at a fabulous unit.