Search Vacation Homes in Longboat Key

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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 168 Vacation Homes in Longboat Key with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (85)
"We enjoyed our stay and the owners were super helpful and great. Description was just as advertised and close to everything we needed. Would stay here again. Thank you "
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
DOG FRIENDLY and PERFECT LBK LOCATION
Outdoor dining

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
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, (17)
"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
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

9.8 out of 10, Exceptional, (21)
"Great stay... beautiful property...great neighbors and neighborhood...would highly recommend it for anyone!!!"
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Silver Sands #243A Resort by RVA
On the beach, beach umbrellas

Silver Sands #243A Resort by RVA

8.6 out of 10, Excellent, (52)
"This is our second time staying at the Silver Sands. Very clean, nice people, nice amenities. "
The price is AED 441
AED 1,050 total
includes taxes & fees
4 May - 5 May
Silver Sands #243A Resort by RVA
Island Living on Longboat Key 3 minute walk to the beach!
Aerial view

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

10.0 out of 10, Exceptional, (15)
"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, (2)
"We were searching for a unique vacation experience when we came across this listing on Vrbo, which definitely did not disappoint. It’s on an island with a very secluded beach surrounding it! You literally have to take a boat there, how cool is that and the wooden walkways all over really had a vibe! Our group really enjoyed our trip to the Anna Maria Island area, great food and shops, nice people, fanastic beaches. It was so nice to have our own private retreat and pool to relax in, we felt 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.
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.
Hidden Bay/Beach Paradise
Property grounds

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
Dining

Piece of Paradise

10.0 out of 10, Exceptional, (7)
"The house was perfect, very clean and extremely well stocked. Pam was a great host, quickly responded to all messages. It was a great stay and can’t wait to return."
Piece of Paradise
Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach
Fridge, microwave, oven, stovetop

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!
Property grounds

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!
Lyons Lane: Home on Longboat Key by RVA
Property grounds

Lyons Lane: Home on 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...
Lyons Lane: Home on Longboat Key by RVA
Beautiful Beach Longboat Key Townhouse
Beach nearby, sun loungers, beach towels

Beautiful Beach Longboat Key Townhouse

10.0 out of 10, Exceptional, (19)
"The property was perfect for our family ranging in age from 8 months to grandparents. Very comfortable, clean, and cozy. Looking forward to coming back to this property again!"
Beautiful Beach Longboat Key Townhouse
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)
"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
Exterior

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
Lake

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!
Exterior

Luxury Home with Private Beach Access and Heated Pool!

9.8 out of 10, Exceptional, (10)
"The home was lovely & had everything we needed for the week. Pool area was beautiful & secluded. We enjoyed the short walk to the beach each day. The nature preserve was a delightful place to walk our dog each morning. We enjoyed our stay very much. "
Luxury Home with Private Beach Access and Heated Pool!
Mansion on Canal, Pool, Dock, Arcade, Gym, Theater, Outdoor Kitchen
Terrace/patio

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
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (21)
"We did ocean everyday, swimming pool, billiards, walk in the beach. We had the best vacation"
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
On the beach, white sand

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (304)
"Inside the studio it was clean, comfortable, quiet and great location."
Sea Club I Beach Resort
The Beach on Longboat Key #104 Resort by RVA
On the beach

The Beach on Longboat Key #104 Resort by RVA

9.0 out of 10, Wonderful, (93)
"Very pleasant stay."
The price is AED 547
AED 1,192 total
includes taxes & fees
1 May - 2 May
The Beach on Longboat Key #104 Resort by RVA
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
On the beach, sun loungers, beach towels

THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW

9.8 out of 10, Exceptional, (64)
"Location of this place was amazing and we loved how quiet the beach was, especially during spring break week."
The price is AED 955
AED 1,690 total
includes taxes & fees
4 May - 5 May
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
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.