Search Vacation Homes in Longboat Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Vacation Homes in Longboat Key

Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Sun loungers, beach towels

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
Outdoor dining

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
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!"
The price is ￥25,420
￥52,469 total
includes taxes & fees
Aug 18 - Aug 19
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
Cedars East Townhome on beautiful Longboat Key
Fridge, microwave, oven, stovetop

Cedars East Townhome on beautiful Longboat Key

9.6 out of 10, Exceptional, (20)
"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!
Smart TV

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

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
Beautiful Beach Longboat Key Townhouse
Beach nearby, sun loungers, beach towels

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
DOG FRIENDLY and PERFECT LBK LOCATION
Outdoor dining

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
Piece of Paradise
Dining

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

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!
Beach nearby, sun loungers, beach towels

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
Outdoor dining

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
Beach

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
Luxury Home with Private Beach Access and Heated Pool!
Exterior

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!
Hidden Bay/Beach Paradise
Property grounds

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
Prime Location, Endless Gulf Views - Beach Castle Resort #9 by RVA
Fridge, microwave, oven, stovetop

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

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

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
Terrace/patio

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
Longboat Key , Beach , Pool , Dock , Canal , Boat Access. Kayak rentals, Fishing
Beach nearby, sun loungers, beach towels

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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Longboat Key Hotel Reviews

The Resort at Longboat Key Club

The Resort at Longboat Key Club

10/10 Excellent
"Excellent customer service. Gorgeous property and beach. Will stay here again. "
Geoffrey 1-night trip
Posted 5 days ago
The Resort at Longboat Key Club