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127 vacation rentals

(53) Excellent 

28

The best guest rated condos at Madeira Beach area!

Florida / Madeira Beach

Madeira Beach apartment

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Wonderful apartment” Me and my family spent a week in apartment #310 and had a magnificent time. The apartment is fully equipt with everything you possibly could want for your vacation. Nice locaion. Beautiful view from the balcony. The information fr
…see more

Price per night from

$135

Price per night from

$135

15

Sandy Shores Condos #201

Florida / Madeira Beach

Madeira Beach condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$195

Responds fast!
avg. 1 hour 40 minutes

Price per night from

$195

13

Sandy Shores Condos #304

Florida / Madeira Beach

Madeira Beach condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$195

Responds fast!
avg. 1 hour 40 minutes

Price per night from

$195

14

Sandy Shores Condos #305

Florida / Madeira Beach

Madeira Beach condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$195

Responds fast!
avg. 1 hour 40 minutes

Price per night from

$195

11

Sandy Shores Condos #501

Florida / Madeira Beach

Madeira Beach condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$195

Responds fast!
avg. 1 hour 40 minutes

Price per night from

$195

Great rentals within 20 miles that match your search

Distance approx 4.73 km from Madeira Beach

(1) Excellent 

24

Sunrises and Sunsets – Finely Appointed Waterfront

Florida / Indian Shores

Indian Shores condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$89

Price per night from

$89

Distance approx 11.86 km from Madeira Beach

24

beautiful condo with magnificent views of mandalay

Florida / Clearwater

Clearwater apartment

1 2 90 nights min

  • 1 bedroom
  • sleeps 2
  • 90 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.9 mi
  • Swimming pool

Price per night from

$79

Price per night from

$79

Distance approx 9.3 km from Madeira Beach

11

Beautiful home in a safe area near St Pete beach

Florida / St. Petersburg

St. Petersburg house

3 6 6 nights min

  • 3 bedrooms
  • sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Child Friendly

Price per night from

$200

Responds fast!
avg. 2 hours 24 minutes

Price per night from

$200

Distance approx 17.17 km from Madeira Beach

(9) Excellent 

38

Waterfront and Golf Island Home away from Home

Florida / Dunedin

Dunedin apartment

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Car not necessary

Price per night from

$150

Price per night from

$150

Distance approx 5.93 km from Madeira Beach

(2) Excellent 

37

Tommy Bahama Beach Cottage

Florida / Indian Rocks Beach

Indian Rocks Beach house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$198

Responds fast!
avg. 2 hours 16 minutes

Price per night from

$198

Distance approx 6.06 km from Madeira Beach

30

2 BDRM~ HARBOURSIDE AT MARKER 33 RESORT~ WATERFRONT~ WATERPARK~ GREAT VIEWS!

Florida / Indian Rocks Beach

Indian Rocks Beach condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$224

Responds fast!
avg. 1 hour 31 minutes

Price per night from

$224

Distance approx 8.54 km from Madeira Beach

11

Bahia Point, Water View From Every Room

St. Petersburg / St. Pete Beach, St Petersburg

St. Petersburg condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

Price per night from

$100

Price per night from

$100

Distance approx 9.19 km from Madeira Beach

(3) Excellent 

36

Tierra Verde Waterfront Mansion

Florida / St. Petersburg

St. Petersburg house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,071

Price per night from

$1,071

Distance approx 8.12 km from Madeira Beach

(2) Excellent 

26

Waterfront Villa Isla Del Sol St Petersburg FL

Florida / St. Petersburg

St. Petersburg villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Fantastic getaway” We stayed the month of February and had a wonderful experience. Not only was Will great to work with but the location was fabulous, the views spectacular, and the entire condo was very comfortable to stay in. So much to do or just
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Price per night from

$97

Responds fast!
avg. 2 hours 2 minutes

Price per night from

$97

Distance approx 3.11 km from Madeira Beach

(3) Very Good 

37

Stunning Ocean View Condo! Flat Screen TV, WiFi

Florida / Indian Shores

Indian Shores apartment

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“We had a great vacation at this condo.” My family has been visiting indian rocks beach for nearly two decades, and we continue coming back to this resort and specifically, Martin's condo. It is always kept updated and we had a nice relaxing stay. It
…see more

Price per night from

$142

Price per night from

$142

Distance approx 8.59 km from Madeira Beach

18

Upgraded! 2BR 2BA Condo Pool and Golf View

Florida / St. Petersburg

St. Petersburg condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$129

Price per night from

$129

Distance approx 3.87 km from Madeira Beach

(1) Excellent 

40

Riley's Retreat, 2 Bedroom Water Front with Boat Dock and Beach Access

Florida / Treasure Island

Treasure Island apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Car not necessary

Price per night from

$225

Price per night from

$225

Distance approx 8.35 km from Madeira Beach

19

Vista Verde West - Water view - Golf course view - Pool and Spa - Near Don Cesar

Florida / St. Petersburg

St. Petersburg condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$136

Price per night from

$136

Distance approx 4.06 km from Madeira Beach

22

Bayshore Yacht & Tennis club Great Views Sleeps 5 Beach right across the street!

Florida / Indian Shores

Indian Shores condo

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$100

Responds fast!
avg. 2 hours 41 minutes

Price per night from

$100

Distance approx 8.35 km from Madeira Beach

36

Beach Life St Pete

Florida / St. Petersburg

St. Petersburg townhouse

2 5 30 nights min

  • 2 bedrooms
  • sleeps 5
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$796

Price per night from

$796

Distance approx 3.27 km from Madeira Beach

24

English Cottage 1 B/R Condo

Florida / Treasure Island

Treasure Island condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$96

Price per night from

$96

Distance approx 8.36 km from Madeira Beach

24

Gorgeous 2BR/2BA Corner Unit Overlooking Waterway!

Florida / St. Petersburg

St. Petersburg condo

2 4 14 nights min

  • 2 bedrooms
  • sleeps 4
  • 14 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$125

Price per night from

$125

Distance approx 3.27 km from Madeira Beach

44

Treasured House 3 B/R

Florida / Treasure Island

Treasure Island house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$276

Price per night from

$276

Distance approx 10.28 km from Madeira Beach

(35) Excellent 

Certificate of Excellence

50

Luxury condo overlooking gorgeous pool

Florida / Clearwater

Clearwater condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Would stay again and again” From the moment I inquired about the condo Doreen , the owner was always right there to answer any questions we had and we had a lot ! The condo is so perfect . It was immaculate and had every comfort of home you could wa
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Certificate of Excellence

Price per night from

$125

Responds fast!
avg. 22 minutes

Price per night from

$125

Distance approx 10.5 km from Madeira Beach

14

Affordable Luxury Mediterranean Style Resort in Clearwater

Florida / Clearwater

Clearwater apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$67

Price per night from

$67

Distance approx 13 km from Madeira Beach

(5) Excellent 

25

Seaside Cottages

Florida / Clearwater

Clearwater apartment

1 2 30 nights min

  • 1 bedroom
  • sleeps 2
  • 30 nights min
  • Nearest beach 0 mi
  • Car not necessary
  • Air conditioning
“Perfect Location in North Beach!” My husband and I stayed at Seaside Cottages for the month of April. The cottages are connected to the back of the main house with a small shared patio. We had access to the washer and dryer, beach chairs, and a park
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Price per night from

$67

Price per night from

$67

Distance approx 8.39 km from Madeira Beach

35

Private Beach Community-Close to Everything

Florida / St. Petersburg

St. Petersburg condo

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$83

Price per night from

$83

Distance approx 13.39 km from Madeira Beach

16

8 houses from beach and gulf in Clearwater beach

Florida / Clearwater

Clearwater house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$170

Responds fast!
avg. 37 minutes

Price per night from

$170

Distance approx 9 km from Madeira Beach

39

Sea Turtles # 104A

Florida / Belleair Beach

Belleair Beach condo

3 6 28 nights min

  • 3 bedrooms
  • sleeps 6
  • 28 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$159

Responds fast!
avg. 1 hour 42 minutes

Price per night from

$159

Distance approx 2.5 km from Madeira Beach Show on Map

(1) Average 

32

Swashbuckler Motel

Florida / Treasure Island

Treasure Island hotel apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$155

Price per night from

$155

Distance approx 8.47 km from Madeira Beach

24

Beautiful Island on Boca Ciega Bay & The Beach

Florida / St. Petersburg

St. Petersburg condo

2 4 14 nights min

  • 2 bedrooms
  • sleeps 4
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool

Price per night from

$100

Price per night from

$100

Distance approx 8.79 km from Madeira Beach

(7) Very Good 

19

E12-Pass a Grille Isl Steps to Beach w/WiFi&Bikes

St. Pete Beach / Pass-a-Grille

St. Pete Beach cottage

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$145

Price per night from

$145

Distance approx 17.9 km from Madeira Beach

31

WATERFRONT, 2 x 1BRs FOR 8, AIRPORT SHUTTLE, CLOSE TO DOWNTOWN AND BEACHES, POOL

Florida / Tampa

Tampa apartment

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$278

Price per night from

$278

Distance approx 8.37 km from Madeira Beach

(1) Excellent 

23

E22 Pass a Grille Isl. Steps to Beach w/WiFi&Bikes

Florida / St. Pete Beach

St. Pete Beach cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$155

Price per night from

$155

Distance approx 17.9 km from Madeira Beach

(1) Excellent 

30

WATERFRONT 1BR/1BA APARTMENT FOR 4, POOL, CLOSE TO THE BEACHES, PORT AND AIRPORT

Florida / Tampa

Tampa apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$139

Price per night from

$139

Distance approx 17.9 km from Madeira Beach

31

WATERFRONT 1BR SUITE, AIRPORT SHUTTLE, CLOSE TO DOWNTOWN, FULL KITCHEN, POOL

Florida / Tampa

Tampa apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$139

Price per night from

$139

Distance approx 8.35 km from Madeira Beach

26

22-2 BeachHouse Sleeps6 Beauty&Redone w/WiFI&Bikes

St. Pete Beach / Pass-a-Grille

St. Pete Beach cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$195

Price per night from

$195

Distance approx 8.36 km from Madeira Beach

25

N22- Lovely Island Beachhouse w/WiFi&Bikes

Florida / St. Pete Beach

St. Pete Beach house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$156

Price per night from

$156