Search 105,200+ Vacation Rentals

Madeira Beach Waterfront Cabin Rentals, Beach Rentals & More - 136 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

136 Vacation rentals

Filters applied: Waterfront

(3)

1 / 27

Madeira Beach Condo

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

$152.00

Excellent (3 reviews)

Book

from $152.00 / 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

$172.00

Very Good (4 reviews)

Book

from $172.00 / night

1 / 19

Madeira Beach Condo

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

$258.00

Book

from $258.00 / night

(1)

1 / 27

Madeira Beach Condo

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

$152.00

Excellent (1 reviews)

Book

from $152.00 / night

1 / 22

Madeira Beach Condo

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

$148.00

Book

from $148.00 / night

(24)

1 / 33

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • 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

$152.00

Very Good (24 reviews)

Book

from $152.00 / night

(1)

1 / 25

Madeira Beach Condo

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

$148.00

Excellent (1 reviews)

Book

from $148.00 / 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)

Book

from $118.00 / night

1 / 25

Madeira Beach Condo

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

$86.00

Book

from $86.00 / night

1 / 17

Madeira Beach Condo

  • 2
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$218.00

Book

from $218.00 / night

1 / 34

Madeira Beach House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$144.00

Book

from $144.00 / night

(2)

1 / 13

Madeira Beach Condo

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

Responds fast! Avg. 2 hours 50 minutes

$213.00

Excellent (2 reviews)

Book

from $213.00 / night

1 / 42

Madeira Beach Apartment

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

$252.00

Book

from $252.00 / night

1 / 20

Madeira Beach Condo

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

Responds fast! Avg. 2 hours 21 minutes

$126.00

Book

from $126.00 / night

1 / 18

Madeira Beach House

  • 2
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$241.00

Book

from $241.00 / night

1 / 20

Madeira Beach Cottage

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$149.00

Book

from $149.00 / night

1 / 14

Madeira Beach Condo

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

$229.00

Book

from $229.00 / night

1 / 28

Madeira Beach Condo

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

$212.00

Book

from $212.00 / night

1 / 12

Madeira Beach Apartment

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

$327.00

Book

from $327.00 / night

1 / 21

Madeira Beach Condo

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

$258.00

Book

from $258.00 / night

1 / 15

Madeira Beach Condo

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

$287.00

Book

from $287.00 / night

1 / 31

Madeira Beach Apartment

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

$104.00

Inquire

from $104.00 / night

1 / 20

Madeira Beach Condo

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

$104.00

Inquire

from $104.00 / night

(1)

1 / 28

Madeira Beach Apartment

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

$105.00

Excellent (1 reviews)

Inquire

from $105.00 / night

1 / 21

Madeira Beach Studio

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

$72.00

Inquire

from $72.00 / night

1 / 24

Madeira Beach Apartment

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

$156.00

Inquire

from $156.00 / night

1 / 37

Madeira Beach Condo

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

$150.00

Inquire

from $150.00 / night

Your search has been expanded 19.3 miles to include more rentals

(28)

1 / 26

Treasure Island Cottage - 5 miles away

  • 1
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“This was such a fun cottage to stay in for the week. It was very clean, had everything that we needed, and it was close to so many fun places in Treasure Island and Madeira Beach with John's Pass. Michael and Gitta made sure that we had everything...”
- Review left on 07/13/2016

$92.00

Very Good (28 reviews)

Book

from $92.00 / night

(36)

1 / 25

Clearwater Condo - 11.5 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 18 minutes

“The condo is a beautiful and an impeccable place at a prime and convenient location. My husband, 3 children, and my parents stayed here and have such high regards and compliments for this fabulous vacation spot! The owners were wonderful in...”
- Review left on 08/16/2017

$320.00

Excellent (36 reviews)

Book

from $320.00 / night

(6)

1 / 15

Indian Shores Cottage - 4.5 miles away

  • 2
  • 4
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden

Responds fast! Avg. 2 hours 55 minutes

$98.00

Excellent (6 reviews)

Book

from $98.00 / 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)

Inquire

from $72.00 / night

1 / 22

North Redington Beach Condo - 1.9 miles away

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 2 hours 21 minutes

$155.00

Book

from $155.00 / 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

$290.00

Excellent (3 reviews)

Book

from $290.00 / 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)

Book

from $516.00 / night

1 / 18

Largo Cottage - 7 miles away

  • 1
  • 4
  • min stay varies
  • Air conditioning

$102.00

Inquire

from $102.00 / night

(20)

1 / 117

St. Petersburg Condo - 8.7 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“We had stayed all around Florida , but Never had a view like this, water everywhere, from all the windows. When you see the pictures they are gorgeous but in real life Wow. I think this is one of the best condo's we have stayed in. The owners are...”
- Review left on 05/30/2017

$228.00

Excellent (20 reviews)

Book

from $228.00 / night

(22)

1 / 15

Indian Rocks Beach Condo - 7.3 miles away

  • 3
  • 8
  • min stay varies
  • Ask about children
  • Air conditioning
“El departamento es muy lindo y muy comoda,todo estaba mejor de lo que esperaba,y la transaccion,fue rapida y la gentmuy eficaz y atenta de trip”
- Review left on 09/26/2016

$160.00

Very Good (22 reviews)

Inquire

from $160.00 / night

(44)

1 / 43

Indian Shores Condo - 3.2 miles away

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

Responds fast! Avg. 2 hours 7 minutes

“We loved this place! So wonderful to have lots of room with a heated pool and hot tub so close to the Bay...”
- Review left on 12/09/2016

$199.00

Very Good (44 reviews)

Book

from $199.00 / night

(2)

1 / 72

Anna Maria House - 19.3 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden

$383.00

Excellent (2 reviews)

Book

from $383.00 / night

(71)

1 / 29

Treasure Island Condo - 4.6 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“First and foremost, Nick was easily the most wonderful owner we have ever dealt with. He was quick to get back with us on any email and very pleasant. The condo is perfectly located on the beach, minutes from everything and walking distance to Caddy'...”
- Review left on 04/05/2017

$139.00

Excellent (71 reviews)

Inquire

from $139.00 / night