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Longboat Key Beach Vacation Rentals, Apartments & More - 6 Rentals Available.

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6 Vacation rentals

Filters applied: Beach

(2)

1 / 20

Longboat Key Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The Longboat Beach Club was a beautiful vacation location! The hotel room was the best I ever had. The beach was picture perfect, the food was excellent and the weather could not have been better. I thought I was vacationing in heaven! Thank you!...”
- Review left on 10/05/2015

$300

Very Good (2 reviews)

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from $300 / night

1 / 28

Longboat Key Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $155 / night

(1)

1 / 14

Longboat Key Townhouse

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$122

Excellent (1 reviews)

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from $122 / night

1 / 17

Longboat Key House

  • 6
  • 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

$600

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from $600 / night

(1)

1 / 22

Longboat Key Condo

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
“This was a family holiday including 2 grandchildren, who loved every minute of the holiday and did not want to leave. Lovely 3 bedrooms condo in garden grounds, which lead to the beach, family swimming pool and adult pool and spa. 8 tennis courts....”
- Review left on 01/26/2017

$100

Very Good (1 reviews)

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from $100 / night

(8)

1 / 24

Longboat Key Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Enjoyed a 7 night stay in this well furnished 1 bedroom condominium. The owner provided everything to make our stay very comfortable in a very well kept unit. The pool area and grounds are all well maintained We were in walking distance to the...”
- Review left on 12/29/2016

$115

Excellent (8 reviews)

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from $115 / night

Your search has been expanded 11.3 miles to include more rentals

1 / 25

Anna Maria Island Cottage - 4.5 miles away

  • 1
  • 3
  • 1 night min
  • Beach/lakeside relaxation

$200

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from $200 / night

1 / 20

Bradenton Beach Condo - 4.5 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$272

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from $272 / night

1 / 29

Cortez Townhouse - 4.6 miles away

  • 4
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$295

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from $295 / night

(5)

1 / 93

Anna Maria Island House - 4.8 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We enjoyed our stay at this property. The home is well decorated and all rooms are very spacious. The master bedroom is enormous with jacuzzi and large walk-in shower. The other bedrooms are very spacious too. Our manager resolved a few minor...”
- Review left on 08/10/2016

$350

Excellent (5 reviews)

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from $350 / night

(28)

1 / 97

Bradenton Beach Condo - 4.8 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“It was a great experience. The condo was close to perfect. It was a great spot close to the beach and many restuarants and shops. The Island was perfect with free trolly service and very clean roads and ammenities. The Ocean views and the white...”
- Review left on 06/05/2016

$250

Very Good (28 reviews)

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from $250 / night

(2)

1 / 20

Bradenton Beach Cottage - 4.9 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$135

Excellent (2 reviews)

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from $135 / night

(1)

1 / 20

Bradenton Beach Cottage - 4.9 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$150

Very Good (1 reviews)

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from $150 / night

1 / 81

Anna Maria Island Condo - 5 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$200

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from $200 / night

(5)

1 / 92

Anna Maria Island Condo - 5 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The unit was well equipped with a good kitchen and lots of seating. TV's where great. We have two kids so we needed a place that could work for at home cooking as well. The location was perfect for us. The balcony was a perfect place for having a...”
- Review left on 01/05/2016

$250

Very Good (5 reviews)

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from $250 / night

1 / 8

Sarasota Condo - 5.1 miles away

  • 1
  • 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Ask about children

$49

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from $49 / night

(2)

1 / 16

Sarasota Condo - 5.1 miles away

  • 2
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
“We rented this two bedroom listed as a Condo, it is really two adjoining hotel rooms with kitchenettes. Nice accommodations, however the shower heads could be a little higher not convenient for taller people. Great view, right on Marina, close to the...”
- Review left on 01/23/2015

$79

Very Good (2 reviews)

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from $79 / night

1 / 8

Sarasota Condo - 5.1 miles away

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Ask about children

$45

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from $45 / night

(68)

1 / 67

Bradenton Beach Cottage - 5.3 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We were suppose to go to West Palm Beach and the hurricane at that time changed our plans and we decided to look around at a place I had been to before--Anna Maria Island. We found this ad on the Sugar Shack and we were lucky it was not rented the...”
- Review left on 02/22/2017

$214

Excellent (68 reviews)

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from $214 / night

(2)

1 / 11

Bradenton Apartment - 5.8 miles away

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$74

Excellent (2 reviews)

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from $74 / night

(4)

1 / 60

Bradenton Villa - 5.9 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We just returned from our stay in the Bayfront Villa. My husband, two teenagers and my 92-yr old Mother in law found this location to be perfect for us. My two kids thoroughly enjoyed fishing off of the dock, swimming in the pool and swimming off...”
- Review left on 06/23/2015

$213

Excellent (4 reviews)

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from $213 / night

(1)

1 / 78

Anna Maria Island Condo - 6.9 miles away

  • 1
  • 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“As this was my first time to Anna Maria I was pleasantly surprised how very nice it is. My accommodations were above what I expected. The location is perfect for going to the beach, shopping, dining, or just relaxing by the pool. I enjoyed my stay so...”
- Review left on 03/10/2015

$120

Excellent (1 reviews)

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from $120 / night

(1)

1 / 44

Anna Maria Island Condo - 6.9 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This was our first time renting, we usually stay at a hotel. The unit was exactly like the photos and clean as well. I had some trouble with the garbage disposal so I called the property management and they were very professional and offer to put...”
- Review left on 07/05/2016

$150

Excellent (1 reviews)

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from $150 / night

1 / 53

Holmes Beach House - 6.9 miles away

  • 6
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $350 / night

(6)

1 / 16

Holmes Beach Villa - 7.2 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Five of us and two dogs spent last week of July here, Great location, 8 iron golf shot to the beach from front yard, fantastic pool in back yard complete with all the toys you need for the beach or pool in garage, also refrigerator in garage to save...”
- Review left on 08/27/2015

$329

Excellent (6 reviews)

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from $329 / night

(1)

1 / 23

Sarasota House - 8.3 miles away

  • 4
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We spent a week at this property & absolutely loved it. Even our kids (ages 21 & 25) were saying best time ever. We had planned to do a couple day trips to the Orlando area and only ended up leaving the area once (to Universal) because no one...”
- Review left on 10/16/2014

$343

Excellent (1 reviews)

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from $343 / night

(21)

1 / 32

Palmetto House - 8.3 miles away

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
“Two days after we arrived, we booked for 2018! Capt Julie and Pamela have made an enchanted, whimsical oasis where you can find a mermaid sitting on a bench in the garden, a charming metal tortoise lounging by the pool and an open, flowing old...”
- Review left on 02/20/2017

$300

Excellent (21 reviews)

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from $300 / night

1 / 21

Anna Maria House - 8.5 miles away

  • 5
  • 11
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$600

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from $600 / night

(5)

1 / 15

Bradenton Villa - 8.8 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This villa was everything you could want and more , had everything you could need down to beach chairs provided to take on the beach , it was in a peaceful surroundings overlooking a lake at the back and very comfortable inside would recommend this...”
- Review left on 09/29/2015

$133

Very Good (5 reviews)

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from $133 / night

(19)

1 / 27

Anna Maria House - 8.9 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
“Whether you are a couple or three families under one roof, the layout of this home fits the bill. Three eating areas, three gathering areas plus the pool area is amazing. Newer homes on the island have five bedrooms....great...right but there is...”
- Review left on 06/25/2015

$175

Very Good (19 reviews)

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from $175 / night

1 / 26

Sarasota House - 9.2 miles away

  • 6
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $586 / night

(22)

1 / 26

Bradenton Villa - 9.5 miles away

  • 5
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had a great experience renting this home in July 2016. House was comfortable, pool area was relaxing, and the lake presented good fishing every morning and evening, from right behind the house. Plenty of convenient restaurants nearby, and Siesta...”
- Review left on 01/01/2017

$200

Excellent (22 reviews)

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from $200 / night

(2)

1 / 22

Anna Maria House - 9.7 miles away

  • 8
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This house is simply amazing. There is nothing that could be improved upon. The house is gorgeous, clean, and very welcoming. The pool was the bomb as was the hot tub in the evenings! The best part of the pool is that it has all day sun which...”
- Review left on 04/22/2016

$599

Excellent (2 reviews)

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from $599 / night

(11)

1 / 22

Bradenton House - 10 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was lovely ~ spacious, clean, comfortable, & convenient to everything. The pool was great. Neighborhood was quiet ~ loved looking out over the lake. Great view from the living room. This was perfect for me and my family and we had...”
- Review left on 05/31/2016

$130

Very Good (11 reviews)

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from $130 / night

1 / 21

Anna Maria House - 10.2 miles away

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$500

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from $500 / night

1 / 14

Anna Maria House - 10.2 miles away

  • 2
  • 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$500

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from $500 / night

1 / 21

Anna Maria House - 10.2 miles away

  • 5
  • 12
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$700

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from $700 / night

1 / 34

Siesta Key House - 10.8 miles away

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $214 / night

(25)

1 / 24

Bradenton House - 10.8 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“The location of this house is really outstanding. We enjoyed being on the river, watching the beautiful sunsets daily, watching birds come and go into the inlets. It is a private place within a lovely subdivision with lakes and riverfront. We also...”
- Review left on 02/02/2017

$120

Excellent (25 reviews)

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from $120 / night

(6)

1 / 28

Sarasota House - 10.8 miles away

  • 4
  • 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“It doesn't get any better! We rented the property for a week of wedding adventures and it was lovely! Low key enough, beautifully maintained, clean, fresh and beach front! Easy to hang out on the property and cook your own meals, enjoy the hammock,...”
- Review left on 01/16/2015

$450

Excellent (6 reviews)

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from $450 / night

(5)

1 / 17

Sarasota Apartment - 10.8 miles away

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“This was perfect for a 1 person quick getaway. It would also be great for an extended stay. Very clean and tastefully furnished. Easy walk to dining and shopping. Very easy drive to Sarasota attractions. But, once you're on Siesta, there's really no...”
- Review left on 02/24/2014

$185

Very Good (5 reviews)

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from $185 / night

1 / 33

Siesta Key House - 10.9 miles away

  • 5
  • 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $250 / night

1 / 24

Siesta Key House - 10.9 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $214 / night

1 / 36

Siesta Key Condo - 11.1 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $400 / night

(2)

1 / 19

Siesta Key House - 11.2 miles away

  • 5
  • 12
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Beautiful home with so many added features! We are definitely coming back and staying at The Grand Canal...”
- Review left on 10/20/2015

$250

Excellent (2 reviews)

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from $250 / night

(1)

1 / 28

Siesta Key House - 11.3 miles away

  • 2
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My family and I had the best time! We enjoyed the house and the pool so much we didn't even go out. Spent 3 days of bliss. This was a last minute reservation and the management company and the owner were fantastic in dealing with my request. My...”
- Review left on 06/23/2016

$179

Excellent (1 reviews)

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from $179 / night