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Longboat Key 2-bedroom Vacation Rentals, Apartments & More - 14 Rentals Available.

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14 Vacation rentals

Filters applied: 2 Bedrooms

(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)

1 / 25

Longboat Key Apartment

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The condo is much larger and much more upscale then the pictures actually show. The location on the resort site makes for an excellent vacation, no noise, close to pool and fitness Center. The direction left by the owner re everything was exact and...”
- Review left on 01/04/2015

$59

Excellent (1 reviews)

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from $59 / night

(1)

1 / 24

Longboat Key Apartment

  • 2
  • 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was our first time to Longboat Key,Florida. This condo was adorable and in a great location! We arrived at night and once we unlocked the door were so relieved. It is a quaint 2 bedroom 1 bath condo that was so clean and lovely furnishings. We...”
- Review left on 04/11/2016

$136

Very Good (1 reviews)

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from $136 / night

1 / 23

Longboat Key Condo

  • 2
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$93

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from $93 / night

(15)

1 / 72

Longboat Key Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“The two balconies and lanai overlooking the fabulous Gulf of Mexico provid a beautiful and ever-changing view of Nature's best work. Condo is large, clean and comfortably furnished with wifi and 3 TV's. Every convenience has been thought of, from...”
- Review left on 04/07/2015

$115

Excellent (15 reviews)

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from $115 / night

(13)

1 / 13

Longboat Key Condo

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Saubere, sehr gut ausgestattete und geschmackvoll eingerichtete Wohnung mit allem was man benötigt und noch vielem mehr. Im 2. Stock (= 3rd Floor in USA) gelegen, über eine Außentreppe direkt neben dem zur Wohnung gehörenden Parkplatz oder per...”
- Review left on 10/06/2016

$180

Very Good (13 reviews)

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from $180 / night

1 / 26

Longboat Key Townhouse

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$100

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from $100 / night

1 / 14

Longboat Key Condo

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $84 / night

(1)

1 / 22

Longboat Key Condo

  • 3
  • 6
  • Min stay varies
  • 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

$215

Very Good (1 reviews)

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from $215 / night

1 / 16

Longboat Key Condo

  • 3
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $257 / night

(1)

1 / 49

Longboat Key House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Our Stay at the Conrad Cabana on Longboat Key was more than we had wished for. The moment we entered the home we knew that we would be very comfortable and we were. Throughout the rental process everything went smoothly and when we arrived we were...”
- Review left on 02/21/2016

$400

Excellent (1 reviews)

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from $400 / night

(9)

1 / 12

Longboat Key Cottage

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
“It was a pleasure to stay here. The neighborhood is quiet and peaceful, and there's a really nice beach that's a few minutes walk -- a few others that aren't much further. The house was clean and everything was set and prepared for our stay. The...”
- Review left on 01/08/2017

$91

Excellent (9 reviews)

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from $91 / night

1 / 10

Longboat Key Townhouse

  • 3
  • 7
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $334 / night

(57)

1 / 13

Longboat Key House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
“Great family vacation in a spacious and clean home with kids in their own rooms, full kitchen and close to the beach and to restaurants and activities. The January weather was awesome, 75-80 each day without rain.Likely return next year.Resort has...”
- Review left on 01/22/2017

$200

Very Good (57 reviews)

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from $200 / night

Your search has been expanded 8.9 miles to include more rentals

1 / 11

Sarasota House - 4.3 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $240 / night

1 / 12

Bradenton House - 5.5 miles away

  • 3
  • 6
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly

$200

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from $200 / night

(2)

1 / 21

Bradenton Condo - 5.7 miles away

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Air conditioning
“I recently spent a week at this lovely condo in Shorewalk Vacation Villas. It was very nice. Kitchen and living area were quite modern and well stocked and decorated. The bedrooms and bathrooms were a little dates but very clean and comfortable. The...”
- Review left on 10/19/2016

$111

Very Good (2 reviews)

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from $111 / night

1 / 70

Anna Maria Island Condo - 6.5 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

from $215 / night

(4)

1 / 46

Bradenton Beach Condo - 6.8 miles away

  • 2
  • 4
  • 3 nights min
  • Ask about children
  • Air conditioning
“My family and I spent a week at this beautiful place. You never need to leave the island, it has everything. Trolleys and buses, but most everything is within walking distance. There are so many things to do, swimming, shelling, fishing, bike...”
- Review left on 07/06/2012

$171

Excellent (4 reviews)

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from $171 / night

(4)

1 / 5

Bradenton Condo - 7 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Michelle was so helpful and willing to meet all our our expectations and needs. The location of her condo is so convenient. It is close the YMCA, Publix, Walmart, Home Depot, excellent restaurants, and many more. We would consider staying there...”
- Review left on 03/05/2017

$96

Excellent (4 reviews)

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from $96 / night

1 / 14

Bradenton Beach Townhouse - 7.1 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

$220

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from $220 / night

1 / 20

Bradenton Beach Condo - 7.2 miles away

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

$344

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from $344 / night

(2)

1 / 24

Bradenton Condo - 7.3 miles away

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$111

Excellent (2 reviews)

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from $111 / night

1 / 9

Cortez Townhouse - 7.4 miles away

  • 4
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$296

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from $296 / night

1 / 16

Bradenton Villa - 7.4 miles away

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$100

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from $100 / night

(2)

1 / 4

Cortez Cottage - 7.4 miles away

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Pet friendly
“This apartment had a beautiful open concept, nicely decorated. The place was supplied with nice quality furniture and cooking apparatus. Quiet and right on the canal, close to everything. Owners were above and beyond for help, and just a click...”
- Review left on 01/02/2015

$92

Very Good (2 reviews)

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from $92 / night

(5)

1 / 93

Anna Maria Island House - 7.7 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

$351

Excellent (5 reviews)

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from $351 / night

(6)

1 / 41

Bradenton Beach Condo - 7.7 miles away

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Mark, the owner, is very responsive in communications. He told us to just bring yourselves and everything is there, beach towel, beach chairs, towels, etc. Sure enough everything is there and in great condition. This condo complex has private...”
- Review left on 01/25/2016

$151

Excellent (6 reviews)

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from $151 / night

(10)

1 / 22

Bradenton House - 7.7 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“The location of this property is a perfect area. Just as described by the owner. House is fully equipped including a hand mixer. We enjoyed watching the water sports on the bay from the patio. Lots of parks and popular beaches within 5 mile...”
- Review left on 04/07/2017

$129

Very Good (10 reviews)

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from $129 / night

(7)

1 / 72

Anna Maria Island Condo - 7.7 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Hidden Oasis is a lovely property - nicely decorated, very clean, very well-kept, and equipped with pretty much everything you might need or want. It also has a fantastic view of the gulf and the beach; and this view is visible from the living room...”
- Review left on 03/16/2017

$251

Excellent (7 reviews)

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from $251 / night

1 / 28

Bradenton Beach Condo - 7.7 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $115 / night

(28)

1 / 97

Bradenton Beach Condo - 7.7 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

$251

Very Good (28 reviews)

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from $251 / night

(1)

1 / 20

Bradenton Beach Cottage - 7.9 miles away

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

$151

Very Good (1 reviews)

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from $151 / night

(1)

1 / 20

Bradenton Beach Cottage - 7.9 miles away

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

$136

Excellent (1 reviews)

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from $136 / night

1 / 81

Anna Maria Island Condo - 8 miles away

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

from $200 / night

(5)

1 / 92

Anna Maria Island Condo - 8.1 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

$200

Very Good (5 reviews)

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from $200 / night

(2)

1 / 16

Sarasota Condo - 8.3 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

$80

Very Good (2 reviews)

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from $80 / night

(67)

1 / 67

Bradenton Beach Cottage - 8.6 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had a girlfriends getaway and stayed at the Sugar Shack; our second time to stay. Sheila has made great updates to the Sugar Shack, the bathrooms have been remodeled, the kitchen has been updated, the third bedroom has been remodeled and the...”
- Review left on 11/23/2014

$215

Excellent (67 reviews)

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from $215 / night

(5)

1 / 29

Anna Maria Island House - 8.7 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Gorgeous, beautiful home away from home. This home has everything you and your family will need. The granite kitchen is fully equipped and beautiful. I was able to make a full Thanksgiving dinner with everything that was supplied in the home! Our...”
- Review left on 11/30/2016

$391

Excellent (5 reviews)

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from $391 / night

(4)

1 / 16

Bradenton House - 8.9 miles away

  • 3
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Was so hard finding a house that met the needs of our family of 10. But, Cappobianco's family just went above and beyond with this beautiful and super completed house, I called Paradise! Can't thank them enough for allowing us to spend our family...”
- Review left on 06/16/2016

$244

Excellent (4 reviews)

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from $244 / night