Houses Longboat Key

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231 houses

Charming Beach House in Longboat Key/ pool/pet/dock

Longboat Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$253

Longboat Key Retreat

Longboat Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$148

BBB on Marbury lane-Beach, boating, BBQ!

Longboat Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 52 minutes

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$287

Beautiful Island Sanctuary Best Location in South Longboat Key!

Longboat Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 55 minutes

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$487

Castle in the Sky Near Beach and Tennis

Longboat Key house

4 bedrooms / 3 bathrooms / sleeps 10

“Great Family Holiday Vacation” Our two families of 8 people total enjoyed our stay at Castle in the sky very much. The house is large but very comfortable. The weather in January can be fickle so one day the air conditioner is on, the next day the heater was on but the house is overall bright and cheerful and the décor is very pleasant. We ate in about half the time and walked to some nearby restaurants which were convenient. The kitchen has plenty of room and is well stocked with silverware and cookware. The resort pool is heated and there is a nature park nearby which we used for a jogging trail which was great. The water was too cold for the beach but there is a lot of beach chairs and items to use in the garage if you need them This was the largest home we found on Flipkey that could accommodate our group and wouldn't break the bank. We weren't directly on the water but there's so much to do nearby that it didn't really matter to us. We would stay again and likely will next winter. The owner was forthright with everything and pleasant to work with.

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$228

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Zilli Ocean Front 202 & Suite

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 53 minutes

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$172

Longboat Key Bayfront condo in Bay Isles

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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$211

Zilli Tower 503

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 53 minutes

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$206

Amazing views of the Gulf and beach from your own balcony unit 301

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 32 minutes

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$201

Short Term Rental Condo

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$150

Steps to the Sand! Longboat Key 2 Bed 2 & 1/2 Bath Gulf Front Condo with Den.

Longboat Key apartment

2 bedrooms / 3 bathrooms / sleeps 6

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$411

Beach Front 1 Bedroom Condo on Gulf of Mexico #10

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

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$182

Las Hermanas/Starfish #3 Beach front Longboat Key

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

“Little Piece Of Paradise” Everything you could want in a vacation rental. We wanted to be right on the beach and this place offers that and more. Great kitchen,stocked with everything you need. Beach views from almost every room. We really enjoyed eating on the porch. We will be returning soon.

Responds fast! avg. 2 hours 34 minutes

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$174

Bayside Bliss

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

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$115

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$332

Zilli Ocean Front 101

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 53 minutes

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$205

Beachfront Studio #1 Longboat Key

Longboat Key studio

Studio / 1 bathroom / sleeps 4

“Location! Location! Location!” The listing description and photos were accurate, this rental property is amazing. Studio #1 was tastefully decorated and very clean. We had beautiful views of the ocean from the living area. It was very spacious with plenty of room for three of us to spread out comfortably. It had lots of storage for our belongings, roomy bathroom with an extra open closet area and a wonderful kitchen area. 5 steps and your toes are in the sand and 40 more steps and you're in the water. A beautiful beach to walk, crystal clear water for swimming, the wildlife was awesome and sunsets were spectacular. James unfortunately had to come twice to let us in because we locked ourselves out, but he did so each time with a smile and friendly conversation. Right out front is an amazing wide sidewalk for bike rides to Bradenton Beach , St. Armand's Circle and to wonderful restaurants. Definitely found a great spot to settle in for a few weeks of relaxing fun in the sun. Thank you so much James and Cindy!!

Responds fast! avg. 2 hours 34 minutes

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$152

Las Hermanas/Starfish #2 Beachfront Longboat Key

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

“Paradice on the beach” We really enjoyed our stay at Las Hermanas/ Starfish, right on the beach, nice sand and great view of the ocean and sunsets. Very clean and well appointed rooms. Good parking. Handy laundry room.

Responds fast! avg. 2 hours 34 minutes

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$173

Amazing beachfront View & balcony on Longboat Key

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 35 minutes

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$160

GULF FRONT 2 BR 2 BATHROOM CONDO

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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$192

Beachfront Unit 4, Cozy Getaway for two

Longboat Key studio

Studio / 1 bathroom / sleeps 2

“Relaxing Beachfront Studio” My wife and I stayed here over Spring Break, and had a wonderful time. The unit was clean, updated, and had all the amenities we needed. The beach, which was just steps out the back door, was quiet and away from the crowds (we go on vacation to relax, not fight over beach chairs and get trampled by people). And the building's location is close to St Armand's Circle, great for dining and shopping. We will definitely be back, thank you Jim and Cindy for a great stay!

Responds fast! avg. 2 hours 34 minutes

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Price per night from

$139

~ The Beach on Longboat Key ~ * OCEAN FRONT DLX STUDIO *

Longboat Key studio

Studio / 1 bathroom / sleeps 3

“Nice Beachfront Location” We stayed there in late June and found it very suitable for our needs. The beach was very accessible. View was awesome. The unit was clean and comfortable for 2 adults.

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$114

Two Story Condo on the Gulf of Mexico

Longboat Key condo

4 bedrooms / 4 bathrooms / sleeps 10

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$542

Outrigger Resort unit #3

Longboat Key apartment

3 bedrooms / 4 bathrooms / sleeps 8

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$246

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$115

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 35 minutes

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$357

225* BEACH FRONT APARTMENT *

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 3

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$160

Oceanfront 3 bedroom Condo on Longboat Key- Available in Summer ONLY

Longboat Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

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$172

Holiday Home Directly by Sea - Self Catering

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$213

ZILLI VILLA

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 53 minutes

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$263

Beautiful Condo in Tropical Setting

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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$107

Beautiful Gulf Front, Newly Renovated #319 Sand Cay on Longboat Key, Sarasota

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$296

Florida Ocean Front Condo April 11 -21, 2020

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 31 minutes

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$413

EXTREME POLYNESIAN BEACH HOUSE with BOAT/ KAYAKS

Longboat Key house

6 bedrooms / 6 bathrooms / sleeps 20

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$805

Fabulous Longboat Key - A Mermaids' Oasis 4 minute walk to beach!

Longboat Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$173

GORGEOUS gated Multi-level LONGBOAT KEY HOME with DOCK ~ Near beach & private!

Longboat Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 49 minutes

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Price per night from

$153

Private Bungalow on Canal a block from Beach

Longboat Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$201

637 Norton

Longboat Key house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$622

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rentals in Longboat Key

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