Search 105,200+ Vacation Rentals

Madeira Beach 2-bedroom Cabin Rentals, Beach Rentals & More - 155 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

155 Vacation rentals

Filters applied: 2+ Bedrooms

(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

$148.00

Very Good (4 reviews)

Book

from $148.00 / 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

(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)

Book

from $229.00 / night

1 / 22

Madeira Beach Condo

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

$148.00

Book

from $148.00 / night

(1)

1 / 18

Madeira Beach Condo

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

$136.00

Excellent (1 reviews)

Book

from $136.00 / 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

(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)

Book

from $148.00 / 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 / 17

Madeira Beach Condo

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

$218.00

Book

from $218.00 / night

1 / 28

Madeira Beach Condo

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

$201.00

Book

from $201.00 / 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 / 34

Madeira Beach House

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

$131.00

Book

from $131.00 / night

1 / 14

Madeira Beach Condo

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

$172.00

Book

from $172.00 / 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 / 12

Madeira Beach Apartment

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

$315.00

Book

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

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)

1 / 28

Madeira Beach Apartment

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

$95.00

Excellent (1 reviews)

Inquire

from $95.00 / night

1 / 24

Madeira Beach Apartment

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

$172.00

Inquire

from $172.00 / 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 19.2 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

Inquire

from $85.00 / night

1 / 37

St. Petersburg Apartment - 8.4 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

$72.00

Inquire

from $72.00 / night

(3)

1 / 36

Redington Shores Manor house - 2.8 miles away

  • 4
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Very beautiful house.The water is on a couple sides of house and it allows views from all windows, see dolphins and exotic fish right off the patio.Would recommend this stay to everyone!Loved it...”
- Review left on 02/26/2017

$1,145.00

Very Good (3 reviews)

Book

from $1,145.00 / night

(1)

1 / 27

Tampa House - 19.2 miles away

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$373.00

Excellent (1 reviews)

Book

from $373.00 / night

1 / 34

St. Petersburg Condo - 8.5 miles away

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

$85.00

Inquire

from $85.00 / night

(5)

1 / 28

Indian Rocks Beach House - 7.7 miles away

  • 5
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“we were a 3 generation family vacation. the children ranged in ages from 5 mos, to 12 yrs. and it was perfect - everyone had their space. It was well equipped for small children, we had 3 under 3 yrs. we were provided high chairs, gates, pack'n...”
- Review left on 07/14/2016

$457.00

Excellent (5 reviews)

Book

from $457.00 / night

1 / 19

Clearwater House - 11.3 miles away

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

$382.00

Book

from $382.00 / night

1 / 36

St. Petersburg House - 10.2 miles away

  • 4
  • 10
  • 4 nights min
  • Child friendly
  • Air conditioning

$1,374.00

Book

from $1,374.00 / night

(1)

1 / 20

Clearwater Cottage - 13.8 miles away

  • 2
  • 6
  • 30 nights min
  • Nearest beach 0.4 mi
  • Child friendly
  • Air conditioning
“This cozy cottage was perfect for our purposes. It has plenty of room for our visiting kids/grandkids, and everything we needed. It was charming. The only thing missing was WARM WEATHER! The owners were very accomodating, nice people...”
- Review left on 03/09/2010

$229.00

Excellent (1 reviews)

Book

from $229.00 / night

(1)

1 / 31

St. Petersburg Apartment - 8.2 miles away

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

$72.00

Excellent (1 reviews)

Inquire

from $72.00 / 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

(1)

1 / 25

St. Petersburg Apartment - 8.4 miles away

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

$114.00

Excellent (1 reviews)

Inquire

from $114.00 / 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 / 32

St. Petersburg Apartment - 8.4 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

$72.00

Inquire

from $72.00 / night

(1)

1 / 36

Indian Rocks Beach House - 6.7 miles away

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$572.00

Very Good (1 reviews)

Book

from $572.00 / night

(71)

1 / 26

Treasure Island Condo - 4.6 miles away

  • 2
  • 4
  • 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

$125.00

Excellent (71 reviews)

Inquire

from $125.00 / 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)

Book

from $263.00 / night

1 / 24

St. Petersburg Manor house - 10.2 miles away

  • 5
  • 15
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,145.00

Book

from $1,145.00 / night