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Madeira Beach Waterfront Cabin Rentals, Beach Rentals & More - 207 Rentals Available.

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207 Vacation rentals

Filters applied: Waterfront

(2)

1 / 27

Madeira Beach Condo

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

$164.00

Excellent (2 reviews)

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from $164.00 / night

(10)

1 / 8

Madeira Beach Cottage

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Car not necessary

Responds fast! Avg. 35 minutes

“Newly renovated with one bedroom queen and two sleepers. One bath and fully equipped kitchen. No dishwasher and on site laundry is very clean. Direct beach access and trolley stopsl Very well maintained private pool. BBQ grill area very clean. We...”
- Review left on 08/30/2016

$115.00

Very Good (10 reviews)

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from $115.00 / night

(4)

1 / 14

Madeira Beach Condo

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Enjoyed the vacation. Rented 2 condos for family of10 for the week of July 4. Nice rooms, great beach, and amazing 4th of July fireworks on the beach from 8:30 until nearly 11:00. never seen fireworks like that before...”
- Review left on 07/18/2015

$140.00

Very Good (4 reviews)

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from $140.00 / night

(11)

1 / 21

Madeira Beach Cottage

  • 1
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 17 minutes

“i stayed in this darling cottage for nearly 4 months and it felt like home. cottage is decorated with lots of color and beachy cheer, has a little porch, private yard and cute picket fence, with parking just outside the fence and a friendly coffee...”
- Review left on 01/31/2017

$98.00

Excellent (11 reviews)

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from $98.00 / night

1 / 27

Madeira Beach Condo

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

$152.00

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from $152.00 / night

1 / 19

Madeira Beach Condo

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$258.00

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from $258.00 / night

(24)

1 / 30

Madeira Beach Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Gulf front condo in Madeira Beach; location/view is outstanding and condo was fully equipped. Convenient to restaurants, shopping and attractions. Only two complaints were the carpet in unit was dirty, stained and worn and needed to be cleaned or...”
- Review left on 11/28/2016

$229.00

Very Good (24 reviews)

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from $229.00 / night

1 / 22

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Air conditioning

$148.00

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from $148.00 / night

1 / 18

Madeira Beach Condo

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

$213.00

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from $213.00 / night

(9)

1 / 15

Madeira Beach Townhouse

  • 2
  • 4
  • 7 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
“I have stayed at Townhouse 343 for several years and have recommended it to several of my friends and co-workers. Neither I, nor any of my friends have ever been disappointed. The owners are hospitable and think of every detail to make your stay...”
- Review left on 10/08/2016

$118.00

Very Good (9 reviews)

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from $118.00 / night

(1)

1 / 13

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$180.00

Excellent (1 reviews)

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from $180.00 / night

1 / 12

Madeira Beach Apartment

  • 2
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$252.00

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from $252.00 / night

1 / 21

Madeira Beach Condo

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$264.00

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from $264.00 / night

1 / 15

Madeira Beach Condo

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$287.00

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from $287.00 / night

1 / 19

Madeira Beach Condo

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$93.00

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from $93.00 / night

1 / 33

Madeira Beach Apartment

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$93.00

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from $93.00 / night

1 / 20

Madeira Beach Studio

  • -1
  • 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$83.00

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from $83.00 / night

(1)

1 / 24

Madeira Beach Apartment

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

$97.00

Excellent (1 reviews)

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from $97.00 / night

1 / 27

Madeira Beach Apartment

  • 2
  • 6
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$183.00

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from $183.00 / night

Your search has been expanded 19.6 miles to include more rentals

(17)

1 / 33

St. Pete Beach Condo - 7.3 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 7 minutes

“The views from the patio are incredible! The sunsets are so beautiful and you can hang out and watch the dolphins go by. Only a short walk to the ocean. Paradise at St Pete Beach...”
- Review left on 03/16/2017

$185.00

Very Good (17 reviews)

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from $185.00 / night

(5)

1 / 9

Clearwater Condo - 8.6 miles away

  • 2
  • 4
  • 1 night min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
“My brother and I stayed here for one week, it was in the middle of everything, clean and quiet. Three heated swimming pools and laundry on site which was convenient for us too. All in all very nice...”
- Review left on 03/06/2017

$189.00

Excellent (5 reviews)

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from $189.00 / night

1 / 23

Crystal Beach House - 19.6 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$183.00

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from $183.00 / night

1 / 41

Indian Rocks Beach House - 6.2 miles away

  • 4
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$228.00

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from $228.00 / night

(2)

1 / 6

Indian Shores Condo - 3.9 miles away

  • 1
  • 2
  • 14 nights min
  • Beach/lakeside relaxation
  • Air conditioning
“This rental was exactly as advertized and it suited our needs perfectly. It is a beautiful condo unit and very well situated on the beach where the sound of the ocean is always present. The condo unit is fully appointed with every kind of cooking...”
- Review left on 05/08/2011

$123.00

Excellent (2 reviews)

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from $123.00 / night

(7)

1 / 28

Treasure Island Condo - 3.4 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The location is perfect! Your backyard is the bay. Morning Views are breathtaking!!!! My husband fished there every morning and every night. (condo has 3 fishing poles, a few beach chairs and towels) The beach is a short walk away. Publix is right...”
- Review left on 01/03/2017

$205.00

Very Good (7 reviews)

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from $205.00 / night

1 / 8

Clearwater House - 12.8 miles away

  • 1
  • 4
  • 1 night min
  • Child friendly
  • Air conditioning

$155.00

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from $155.00 / night

(1)

1 / 84

Indian Shores House - 4.3 miles away

  • 6
  • 22
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$835.00

Excellent (1 reviews)

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from $835.00 / night

(15)

1 / 20

Treasure Island Condo - 3.3 miles away

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Thoroughly enjoyed our month at this clean, convenient and comfortable condo! It is within easy walking distance of the beach and many restaurants as well as the Publix and Walgreens. The view of Boca Ciega Bay from the 2nd floor balcony is beautiful...”
- Review left on 02/04/2017

$131.00

Excellent (15 reviews)

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from $131.00 / night

1 / 10

Dunedin Studio - 17.6 miles away

  • -1
  • 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$176.00

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from $176.00 / night

(2)

1 / 16

Redington Shores House - 2.9 miles away

  • 5
  • 13
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This house is an absolute beach paradise! The backyard with the heated pool and hot tub right beside the beach couldn't get any better. They were both clean and there were lots of toys and towels available. The house was very clean and well...”
- Review left on 02/26/2014

$715.00

Excellent (2 reviews)

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from $715.00 / night

1 / 29

Clearwater Condo - 11.6 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly

$446.00

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from $446.00 / night

(15)

1 / 54

Clearwater House - 12.7 miles away

  • 5
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“First of I would like to start by saying this was a wonderful stay for our family. The home is beautifully furnished and well equipped in the kitchen along with grill (BIG PLUS). After the beach the kids would bath in the pool while the family cooked...”
- Review left on 08/16/2016

$297.00

Very Good (15 reviews)

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from $297.00 / night

1 / 10

Clearwater Condo - 12.7 miles away

  • 2
  • 6
  • min stay varies
  • Child friendly

$180.00

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from $180.00 / night

(12)

1 / 47

Treasure Island Condo - 3.3 miles away

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

Responds fast! Avg. 3 hours 39 minutes

“We enjoyed everything about Whispers. It was very clean,beautifully decorated as were all the condos each with its own theme. Ours was the Artist theme.It was very quiet, private and the heated pool and the dock were wonderful - we spent a lot of...”
- Review left on 05/05/2017

$132.00

Very Good (12 reviews)

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from $132.00 / night

(10)

1 / 37

Clearwater Villa - 12.9 miles away

  • 10
  • 28
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We absolutely loved this place! It had everything we needed and reasonably priced! Just a few steps to the beach, stores and restaurants close by. My son absolutely loved it and none of us wanted to leave. We plan on coming back in the future....”
- Review left on 06/24/2016

$434.00

Very Good (10 reviews)

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from $434.00 / night

(1)

1 / 13

St. Pete Beach Condo - 5.6 miles away

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

$202.00

Very Good (1 reviews)

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from $202.00 / night

(14)

1 / 80

St. Petersburg Condo - 8.4 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 39 minutes

“Great place, Clean, Awesome room, and at a great location. This place is perfect for visiting St. Petersburg and the Gulf Beaches. Nearby Fort de Soto Park is one of our favorites and it has miles of fabulous beaches. Downtown St Pete is very close...”
- Review left on 03/24/2017

$147.00

Very Good (14 reviews)

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from $147.00 / night

1 / 41

St. Petersburg Apartment - 8.4 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$110.00

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from $110.00 / night

(1)

1 / 35

St. Petersburg Apartment - 8.3 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$80.00

Excellent (1 reviews)

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from $80.00 / night

(1)

1 / 27

St. Petersburg Apartment - 8.4 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$80.00

Excellent (1 reviews)

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from $80.00 / night