Madeira Beach Vacation Rentals

Featured

Anna Maria Island - 3Bed 2Bath Home - Private Heated Pool - Walk to Beach

3 Bedrooms
2 Bathrooms
21
US$325 - US$600 / night
(excl. fees & taxes)
Featured

Family Friendly Private Pool Home near top beaches

3 Bedrooms
2 Bathrooms
US$259 - US$9999 / night
(excl. fees & taxes)
Featured

Newly Updated Beachside Condo with Heated Pool

2 Bedrooms
2 Bathrooms
22
US$198 - US$607 / night
(excl. fees & taxes)

COASTAL GETAWAY ACROSS STREET FROM BEACH ACCESS

1 Bedroom
1 Bathroom
84
US$125 / night
(excl. fees & taxes)

Beautifully Updated Madeira Bay Resort Unit 401 - Steps from Sand and Fun!

1 Bedroom
1 Bathroom
US$150 - US$167 / night
(excl. fees & taxes)

Newly Renovated Madeira Bay Resort and Spa Unit 407!

2 Bedrooms
1 Bathroom
US$180 / night
(excl. fees & taxes)

Family Size Condo overlooking Boca Ciega Bay right across the street from Madeira Beach and a block from famous Johns Pass Marina.

2 Bedrooms
2 Bathrooms
US$183 - US$200 / night
(excl. fees & taxes)

Newly Renovated and Family Friendly Unit 310

2 Bedrooms
1 Bathroom
US$167 - US$170 / night
(excl. fees & taxes)

The Presidential Beach House

4 Bedrooms
3½ Bathrooms
59
US$967 - US$999 / night
(excl. fees & taxes)

Little Blue Apt @ John's Pass, Treasure Island

1 Bedroom
1 Bathroom
74
US$167 - US$220 / night
(excl. fees & taxes)

NEW! Beautiful Home, Pool, 5 mins to Beaches

3 Bedrooms
2 Bathrooms
US$249 - US$930 / night
(excl. fees & taxes)

Gulf view

2 Bedrooms
2 Bathrooms
US$462 / night
(excl. fees & taxes)

Gulf view

2 Bedrooms
2 Bathrooms
US$462 / night
(excl. fees & taxes)

Gulf view

2 Bedrooms
2 Bathrooms
US$462 / night
(excl. fees & taxes)

Gulf view

2 Bedrooms
2 Bathrooms
US$462 / night
(excl. fees & taxes)

Gulf view

2 Bedrooms
2 Bathrooms
US$462 / night
(excl. fees & taxes)

Gulf view

2 Bedrooms
2 Bathrooms
US$462 / night
(excl. fees & taxes)

Gulf view

2 Bedrooms
2 Bathrooms
US$462 / night
(excl. fees & taxes)

Gulf view

2 Bedrooms
2 Bathrooms
US$462 / night
(excl. fees & taxes)

Vacation Home for You! FIVE MINUTES TO THE BEACH!

1 Bedroom
1 Bathroom
7
US$189 / night
(excl. fees & taxes)

A Beachfront Romantic Oasis on the Gulf of Mexico!

1 Bedroom
1 Bathroom
23
US$175 - US$225 / night
(excl. fees & taxes)

Amazing condo on the Gulf of Mexico & steps from the sandy beaches. This condo was completely remodeled in 2022 & you can't beat this quiet location.

1 Bedroom
1 Bathroom
US$155 / night
(excl. fees & taxes)

Funshine Pointe Capri - Waterfront Condo * Walk to Beach w/Pool & BBQ

1 Bedroom
1 Bathroom
39
US$110 - US$372 / night
(excl. fees & taxes)
1 – 20 Rentals