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18 Jul - 20 Jul
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25 Jul - 27 Jul
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8 Aug - 10 Aug
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5 Sep - 7 Sep

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, (24)
"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, (87)
"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
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (23)
"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
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
On the beach, beach umbrellas

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

8.6 out of 10, Excellent, (58)
"This is our second time staying at the Silver Sands. Very clean, nice people, nice amenities. "
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
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, (3)
"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
Beautiful Beach Longboat Key Townhouse
Beach nearby, sun loungers, beach towels

Beautiful Beach Longboat Key Townhouse

9.6 out of 10, Exceptional, (24)
"We’ve been coming to LBK for 10 years. Best rental so far! "
Beautiful Beach Longboat Key Townhouse
Hidden Bay/Beach Paradise
Property grounds

Hidden Bay/Beach Paradise

10.0 out of 10, Exceptional, (99)
"Spent a week with family at this vacation home. The house was very spacious and clean and an easy walkable distance from the beach. We also enjoyed the outdoor space, mostly the pool. Very close to restaurants and the grocery store which made for a laid back and relaxing week!"
Hidden Bay/Beach Paradise
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
DOG FRIENDLY and PERFECT LBK LOCATION
Outdoor dining

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
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, (18)
"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
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
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)
"Good place, good location - ideal venue"
Island Living on Longboat Key 3 minute walk to the beach!
2 BR Beach front villa with enclosed lanai overlooking the pool
Property grounds

2 BR Beach front villa with enclosed lanai overlooking the pool

9.4 out of 10, Exceptional, (42)
"It was very comfortable for two couples. We loved the screened in porch and the covered area with the grills close to the beach. The proximity to the beach was amazing. Only negative was the dripping faucet in the bathroom shower."
2 BR Beach front villa with enclosed lanai overlooking the pool
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!
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)
"Perfect place for a relaxing beach vacation!"
Prime Location, Endless Gulf Views - Beach Castle Resort #9 by RVA
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
4-bedroom house on Longboat Key with private beach access only 150 yards away.
Beach

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.
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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