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Madeira Beach Cabin Rentals & Beach Rentals with Swimming Pool - 123 Rentals Available.

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123 Vacation rentals

Filters applied: Swimming pool

(3)

1 / 27

Madeira Beach Condo

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

$152.00

Excellent (3 reviews)

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from $152.00 / night

(11)

1 / 8

Madeira Beach Cottage

  • 1
  • 2
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Car not necessary

Responds fast! Avg. 33 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 (11 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

$148.00

Very Good (4 reviews)

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from $148.00 / night

(13)

1 / 21

Madeira Beach Cottage

  • 1
  • 4
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 30 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 (13 reviews)

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from $98.00 / night

(1)

1 / 27

Madeira Beach Condo

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

$152.00

Excellent (1 reviews)

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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

1 / 22

Madeira Beach Condo

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

$148.00

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from $148.00 / night

(24)

1 / 33

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

(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 / 18

Madeira Beach Condo

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

$136.00

Excellent (1 reviews)

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from $136.00 / night

1 / 25

Madeira Beach Condo

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$82.00

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from $82.00 / night

1 / 20

Madeira Beach Condo

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 37 minutes

$126.00

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from $126.00 / night

(2)

1 / 13

Madeira Beach Condo

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

Responds fast! Avg. 3 hours 49 minutes

$148.00

Excellent (2 reviews)

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from $148.00 / night

1 / 14

Madeira Beach Condo

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$172.00

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from $172.00 / night

1 / 28

Madeira Beach Condo

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$201.00

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from $201.00 / night

1 / 42

Madeira Beach Apartment

  • 2
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$252.00

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from $252.00 / night

1 / 12

Madeira Beach Apartment

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

$315.00

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from $315.00 / night

1 / 21

Madeira Beach Condo

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$258.00

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from $258.00 / 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 / 31

Madeira Beach Apartment

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$104.00

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from $104.00 / night

1 / 20

Madeira Beach Condo

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$104.00

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from $104.00 / night

1 / 21

Madeira Beach Studio

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

$72.00

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from $72.00 / night

(1)

1 / 28

Madeira Beach Apartment

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$95.00

Excellent (1 reviews)

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from $95.00 / night

1 / 24

Madeira Beach Apartment

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

$171.00

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from $171.00 / night

1 / 37

Madeira Beach Condo

  • 3
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$150.00

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from $150.00 / night

Your search has been expanded 13.9 miles to include more rentals

1 / 46

St. Petersburg Condo - 8.4 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$85.00

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from $85.00 / night

(1)

1 / 33

St. Petersburg Apartment - 8.4 miles away

  • 2
  • 6
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$72.00

Excellent (1 reviews)

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from $72.00 / night

(24)

1 / 28

Indian Shores Condo - 4.1 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Great location and great place! Would only recommend 6 people, however, because the last bed is in the family room...”
- Review left on 01/07/2017

$327.00

Very Good (24 reviews)

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from $327.00 / night

(7)

1 / 36

Clearwater House - 13.9 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“7 girlfriends spent s wwek celebrating our birthdays! We had everything possible at the house from cooking to relaxing. House is beautifully decorated; comfy beds; great pool and close enough to walk to beach. Great restaurants in Clesrwster and...”
- Review left on 11/06/2016

$516.00

Excellent (7 reviews)

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from $516.00 / night

(3)

1 / 43

Redington Beach Manor house - 0.1 miles away

  • 5
  • 13
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This home was amazing. We brought three generations and had plenty of space--both for together times and when we wanted privacy! Three teenage girls enjoyed the privacy of the garage suite. We called it the bachelorette pad! The pool and patio area...”
- Review left on 10/22/2017

$1,145.00

Excellent (3 reviews)

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from $1,145.00 / night

1 / 86

Clearwater Townhouse - 11.7 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$247.00

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from $247.00 / night

(2)

1 / 19

Clearwater Apartment - 11.5 miles away

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$440.00

Excellent (2 reviews)

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from $440.00 / night

(5)

1 / 24

Indian Shores Condo - 3.1 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This condo is very large, having a breakfast nook with plenty of lighting, a living room, dining room, two bathrooms, two bedrooms and a large enough to eat on balcony overlooking the Gulf. We enjoy the weekly appetizer parties where we watch the...”
- Review left on 03/09/2016

$148.00

Excellent (5 reviews)

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from $148.00 / night

(20)

1 / 23

Indian Rocks Beach Condo - 7 miles away

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“A very enjoyable 3 weeks in a most comfortable condo right on the beach. The 4th floor unit had a wonderful view of the beach and Gulf. The unit was updated and very well done. Within walking distance of some nice restaurants and watering holes...”
- Review left on 10/03/2016

$200.00

Very Good (20 reviews)

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from $200.00 / night

(1)

1 / 33

St. Petersburg Apartment - 8.3 miles away

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

$82.00

Excellent (1 reviews)

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from $82.00 / night

(2)

1 / 41

Treasure Island Condo - 2.4 miles away

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

$287.00

Excellent (2 reviews)

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from $287.00 / night

(2)

1 / 14

Clearwater House - 11.6 miles away

  • 3
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was in a great location. It was very spacious, and everything was nicely laid out. The pool was great to use, heated up quite quickly and was kept clean by the pool guy every week. The agent and the owner of the house were both very...”
- Review left on 11/16/2014

$263.00

Excellent (2 reviews)

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from $263.00 / night

1 / 27

Clearwater House - 13.8 miles away

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$249.00

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from $249.00 / night

(3)

1 / 28

Clearwater Condo - 10.2 miles away

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

Responds fast! Avg. 24 minutes

$276.00

Excellent (3 reviews)

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from $276.00 / 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